Switching on the activity of 1,5-diaryl-pyrrole derivatives against drug-resistant ESKAPE bacteria: Structure-activity relationships and mode of action studies
Antibiotic resistance represents a major threat worldwide. Gram-positive and Gram-negative opportunistic pathogens are becoming resistant to all known drugs mainly because of the overuse and misuse of these medications and the lack of new antibiotic development by the pharmaceutical industry. There...
Saved in:
Published in | European journal of medicinal chemistry Vol. 178; pp. 500 - 514 |
---|---|
Main Authors | , , , , , , , , , , , , , |
Format | Journal Article |
Language | English |
Published |
ISSY-LES-MOULINEAUX
Elsevier Masson SAS
15.09.2019
Elsevier |
Subjects | |
Online Access | Get full text |
Cover
Loading…
Abstract | Antibiotic resistance represents a major threat worldwide. Gram-positive and Gram-negative opportunistic pathogens are becoming resistant to all known drugs mainly because of the overuse and misuse of these medications and the lack of new antibiotic development by the pharmaceutical industry. There is an urgent need to discover structurally innovative antibacterial agents for which no pre-existing resistance is known. This work describes the identification, synthesis and biological evaluation of a novel series of 1,5-diphenylpyrrole compounds active against a panel of ESKAPE bacteria. The new compounds show high activity against both wild type and drug-resistant Gram + ve and Gram-ve pathogens at concentrations similar or lower than levofloxacin. Microbiology studies revealed that the plausible target of the pyrrole derivatives is the bacterial DNA gyrase, with the pyrrole derivatives displaying similar inhibitory activity to levofloxacin against the wild type enzyme and retaining activity against the fluoroquinolone-resistant enzyme.
[Display omitted]
•Novel 1,5-diphenyl-pyrrole derivatives were synthesized.•The new compounds are endowed with high antibacterial activity.•The phenyl substituents at N1 and C5 of the pyrroles is essential for activity.•Protonatable guanidine/amino moieties improve the activity against Gram-ve bacteria.•Bacterial DNA gyrase was identified as a plausible target. |
---|---|
AbstractList | Antibiotic resistance represents a major threat worldwide. Gram-positive and Gram-negative opportunistic pathogens are becoming resistant to all known drugs mainly because of the overuse and misuse of these medications and the lack of new antibiotic development by the pharmaceutical industry. There is an urgent need to discover structurally innovative antibacterial agents for which no pre-existing resistance is known. This work describes the identification, synthesis and biological evaluation of a novel series of 1,5-diphenylpyrrole compounds active against a panel of ESKAPE bacteria. The new compounds show high activity against both wild type and drug-resistant Gram + ve and Gram-ve pathogens at concentrations similar or lower than levofloxacin. Microbiology studies revealed that the plausible target of the pyrrole derivatives is the bacterial DNA gyrase, with the pyrrole derivatives displaying similar inhibitory activity to levofloxacin against the wild type enzyme and retaining activity against the fluoroquinolone-resistant enzyme.
[Display omitted]
•Novel 1,5-diphenyl-pyrrole derivatives were synthesized.•The new compounds are endowed with high antibacterial activity.•The phenyl substituents at N1 and C5 of the pyrroles is essential for activity.•Protonatable guanidine/amino moieties improve the activity against Gram-ve bacteria.•Bacterial DNA gyrase was identified as a plausible target. Antibiotic resistance represents a major threat worldwide. Gram-positive and Gram-negative opportunistic pathogens are becoming resistant to all known drugs mainly because of the overuse and misuse of these medications and the lack of new antibiotic development by the pharmaceutical industry. There is an urgent need to discover structurally innovative antibacterial agents for which no pre-existing resistance is known. This work describes the identification, synthesis and biological evaluation of a novel series of 1,5-diphenylpyrrole compounds active against a panel of ESKAPE bacteria. The new compounds show high activity against both wild type and drug-resistant Gram + ve and Gram-ve pathogens at concentrations similar or lower than levofloxacin. Microbiology studies revealed that the plausible target of the pyrrole derivatives is the bacterial DNA gyrase, with the pyrrole derivatives displaying similar inhibitory activity to levofloxacin against the wild type enzyme and retaining activity against the fluoroquinolone-resistant enzyme. Antibiotic resistance represents a major threat worldwide. Gram-positive and Gram-negative opportunistic pathogens are becoming resistant to all known drugs mainly because of the overuse and misuse of these medications and the lack of new antibiotic development by the pharmaceutical industry. There is an urgent need to discover structurally innovative antibacterial agents for which no pre-existing resistance is known. This work describes the identification, synthesis and biological evaluation of a novel series of 1,5-diphenylpyrrole compounds active against a panel of ESKAPE bacteria. The new compounds show high activity against both wild type and drug-resistant Gram + ve and Gram-ve pathogens at concentrations similar or lower than levofloxacin. Microbiology studies revealed that the plausible target of the pyrrole derivatives is the bacterial DNA gyrase, with the pyrrole derivatives displaying similar inhibitory activity to levofloxacin against the wild type enzyme and retaining activity against the fluoroquinolone-resistant enzyme. (C) 2019 Elsevier Masson SAS. All rights reserved. |
Author | Coluccia, Antonio Toscani, Anita Touitou, Meir Sutton, J. Mark Clifford, Melanie Castagnolo, Daniele Islam, Mohammad K. Wei, Xumin Hind, Charlotte Conforti, Irene Masci, Domiziana Silvestri, Romano La Regina, Giuseppe Memdouh, Siham |
Author_xml | – sequence: 1 givenname: Domiziana surname: Masci fullname: Masci, Domiziana organization: School of Cancer and Pharmaceutical Sciences, King's College London, London, SE1 9NH, United Kingdom – sequence: 2 givenname: Charlotte surname: Hind fullname: Hind, Charlotte organization: Research and Development Institute, National Infections Service, Public Health England, Porton Down, Salisbury, SP4 0JG, Wiltshire, United Kingdom – sequence: 3 givenname: Mohammad K. orcidid: 0000-0002-5726-3210 surname: Islam fullname: Islam, Mohammad K. organization: School of Cancer and Pharmaceutical Sciences, King's College London, London, SE1 9NH, United Kingdom – sequence: 4 givenname: Anita surname: Toscani fullname: Toscani, Anita organization: School of Cancer and Pharmaceutical Sciences, King's College London, London, SE1 9NH, United Kingdom – sequence: 5 givenname: Melanie surname: Clifford fullname: Clifford, Melanie organization: Research and Development Institute, National Infections Service, Public Health England, Porton Down, Salisbury, SP4 0JG, Wiltshire, United Kingdom – sequence: 6 givenname: Antonio orcidid: 0000-0002-7940-8206 surname: Coluccia fullname: Coluccia, Antonio organization: Department of Drug Chemistry and Technologies, Sapienza University of Rome, Laboratory Affiliated to Instituto Pasteur Italia – Fondazione Cenci Bolognetti, Piazzale Aldo Moro 5, I-00185, Roma, Italy – sequence: 7 givenname: Irene surname: Conforti fullname: Conforti, Irene organization: School of Cancer and Pharmaceutical Sciences, King's College London, London, SE1 9NH, United Kingdom – sequence: 8 givenname: Meir surname: Touitou fullname: Touitou, Meir organization: School of Cancer and Pharmaceutical Sciences, King's College London, London, SE1 9NH, United Kingdom – sequence: 9 givenname: Siham surname: Memdouh fullname: Memdouh, Siham organization: School of Cancer and Pharmaceutical Sciences, King's College London, London, SE1 9NH, United Kingdom – sequence: 10 givenname: Xumin surname: Wei fullname: Wei, Xumin organization: School of Cancer and Pharmaceutical Sciences, King's College London, London, SE1 9NH, United Kingdom – sequence: 11 givenname: Giuseppe surname: La Regina fullname: La Regina, Giuseppe organization: Department of Drug Chemistry and Technologies, Sapienza University of Rome, Laboratory Affiliated to Instituto Pasteur Italia – Fondazione Cenci Bolognetti, Piazzale Aldo Moro 5, I-00185, Roma, Italy – sequence: 12 givenname: Romano orcidid: 0000-0003-2489-0178 surname: Silvestri fullname: Silvestri, Romano organization: Department of Drug Chemistry and Technologies, Sapienza University of Rome, Laboratory Affiliated to Instituto Pasteur Italia – Fondazione Cenci Bolognetti, Piazzale Aldo Moro 5, I-00185, Roma, Italy – sequence: 13 givenname: J. Mark surname: Sutton fullname: Sutton, J. Mark email: mark.sutton@phe.gov.uk organization: Research and Development Institute, National Infections Service, Public Health England, Porton Down, Salisbury, SP4 0JG, Wiltshire, United Kingdom – sequence: 14 givenname: Daniele orcidid: 0000-0002-7517-5732 surname: Castagnolo fullname: Castagnolo, Daniele email: daniele.castagnolo@kcl.ac.uk organization: School of Cancer and Pharmaceutical Sciences, King's College London, London, SE1 9NH, United Kingdom |
BackLink | https://www.ncbi.nlm.nih.gov/pubmed/31202995$$D View this record in MEDLINE/PubMed |
BookMark | eNqNkVuLUzEUhYOMOJ3RfyCSR0FPzfVcfBgYSr3ggEL1OaTJPm3KaVKTnA79Nf5VU1v7KD4lkG-tvbPWDbrywQNCLymZUkLrd5spbLZg1lNGaDclckra5gma0KZuK86kuEITwhivJOPiGt2ktCGEyJqQZ-iaU0ZY18kJ-rV4dNmsnV_h4HFeA9Ymu73LBxx6TN_KyjodD0O1O8QYBsAWotvrgkDCeqWdTxnbOK6qCMmlrH3G88WX-29zvCxOBdbv8SLH0eQxQnUxjzAUk-DT2u2Kkbd4GywcZx6RskrKo3WQnqOnvR4SvDift-jHh_n32afq4evHz7P7h8rwmuWqF9DUNe_4UgoLwnAqoe87KY0BkLopD23TloSkbo1pOiZ13XIpmn7JhW0Mv0WvT767GH6OkLLaumRgGLSHMCbFmGCUirYRBRUn1MSQUoRe7aLblpAUJepYjdqoUzXqWI0iUpXBRfbqPGFcbsFeRH-7KMCbE_AIy9An48AbuGClPNGSuha03PjRrv1_eubyn7RnYfS5SO9OUiiB7h1EdZZbF8FkZYP791d-A3rxxvM |
CitedBy_id | crossref_primary_10_1016_j_ejmech_2023_115757 crossref_primary_10_3390_antibiotics11081115 crossref_primary_10_2174_1389557522666220325150531 crossref_primary_10_1021_acsinfecdis_0c00715 crossref_primary_10_1021_acs_jmedchem_2c01349 crossref_primary_10_1021_acsmedchemlett_1c00431 crossref_primary_10_1038_s41596_021_00598_y crossref_primary_10_1016_j_ejmech_2021_113293 crossref_primary_10_1021_jacs_0c04427 crossref_primary_10_1002_ejoc_202201327 crossref_primary_10_1021_acsomega_9b03910 crossref_primary_10_1039_D1SC04445A crossref_primary_10_1134_S1070428024020143 crossref_primary_10_1021_acs_accounts_0c00895 crossref_primary_10_3390_molecules25194402 crossref_primary_10_1021_acsmedchemlett_9b00515 crossref_primary_10_1002_cmdc_202300447 crossref_primary_10_1016_j_ejmech_2022_114404 crossref_primary_10_1021_acs_jmedchem_3c01831 |
Cites_doi | 10.1016/j.bbapap.2008.11.005 10.1021/acs.orglett.5b02116 10.1128/AAC.00247-08 10.1016/j.ejmech.2017.12.075 10.1016/S1473-3099(13)70190-7 10.1021/ci800298z 10.1128/AAC.48.12.4495-4504.2004 10.1016/j.ejmech.2019.04.057 10.1021/acsomega.7b01368 10.1038/ncomms7947 10.1016/j.bmcl.2005.08.068 10.1093/jac/dki319 10.1021/jm0602662 10.3390/ijms19020453 10.1016/j.ijantimicag.2013.12.006 10.1016/j.tim.2014.04.007 10.1038/ncomms10048 10.1021/jm300395d 10.1093/jac/dky019 10.1016/j.bcp.2016.09.025 10.1021/jm800318d 10.1016/j.bmcl.2011.10.010 10.1128/AAC.00039-06 10.2471/BLT.11.030211 10.1128/AAC.01162-16 10.1021/acs.jmedchem.6b00031 10.1016/j.ejmech.2016.09.040 10.1021/cr4003984 10.3109/03009734.2014.896437 10.1021/jm701560p 10.1016/j.ejmech.2018.10.036 10.1093/jac/dkv097 10.1016/j.jiac.2014.08.001 10.1021/acs.jmedchem.7b00215 10.1021/acs.jmedchem.5b00961 10.1016/j.bmc.2016.10.038 10.1002/prot.10613 10.1016/j.bmcl.2015.03.044 10.3904/kjim.2014.29.1.27 10.1128/AAC.02676-15 10.1002/CMDC.200600026 10.1111/j.1432-1033.1988.tb14245.x 10.1128/JB.162.2.722-727.1985 10.5497/wjp.v3.i4.162 10.1002/cmdc.200600026 10.1016/S0968-0896(02)00455-8 10.1046/j.1469-0691.8.s.2.6.x 10.3184/003685002783238870 10.1126/science.284.5418.1318 10.1016/0924-8579(94)00036-T 10.1002/anie.197300811 10.1111/j.1465-0691.2004.1007.x 10.1016/0223-5234(92)90090-N |
ContentType | Journal Article |
Copyright | 2019 Elsevier Masson SAS Copyright © 2019 Elsevier Masson SAS. All rights reserved. |
Copyright_xml | – notice: 2019 Elsevier Masson SAS – notice: Copyright © 2019 Elsevier Masson SAS. All rights reserved. |
DBID | 1KM AAWJD BLEPL DTL NPM AAYXX CITATION 7X8 |
DOI | 10.1016/j.ejmech.2019.05.087 |
DatabaseName | Index Chemicus Web of Science - Science Citation Index Expanded - 2019 Web of Science Core Collection Science Citation Index Expanded PubMed CrossRef MEDLINE - Academic |
DatabaseTitle | Web of Science PubMed CrossRef MEDLINE - Academic |
DatabaseTitleList | PubMed Web of Science |
Database_xml | – sequence: 1 dbid: NPM name: PubMed url: https://proxy.k.utb.cz/login?url=http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed sourceTypes: Index Database – sequence: 2 dbid: 1KM name: Index Chemicus url: https://proxy.k.utb.cz/login?url=https://www.webofscience.com/wos/woscc/search-with-editions?editions=WOS.IC sourceTypes: Enrichment Source Index Database |
DeliveryMethod | fulltext_linktorsrc |
Discipline | Chemistry Pharmacy, Therapeutics, & Pharmacology |
EISSN | 1768-3254 |
EndPage | 514 |
ExternalDocumentID | 10_1016_j_ejmech_2019_05_087 31202995 000480664100037 S0223523419305057 |
Genre | Journal Article |
GrantInformation_xml | – fundername: University of Rome grantid: 2682 – fundername: Royal Society grantid: RG160870 – fundername: University of London – fundername: EPSRC (Global Challenges Competition King's College London); UK Research & Innovation (UKRI); Engineering & Physical Sciences Research Council (EPSRC) |
GroupedDBID | --- --K --M .~1 0R~ 1RT 1~. 1~5 4.4 457 4G. 5GY 5VS 7-5 71M 8P~ 9JM 9JN AACTN AAEDT AAEDW AAIAV AAIKJ AAKOC AALRI AAOAW AAQFI AARLI AATCM AAXUO ABFRF ABGSF ABJNI ABMAC ABOCM ABUDA ABYKQ ABZDS ACDAQ ACGFO ACIUM ACRLP ADBBV ADECG ADEZE ADUVX AEBSH AEFWE AEHWI AEKER AENEX AFKWA AFTJW AFXIZ AFZHZ AGHFR AGUBO AGYEJ AIEXJ AIKHN AITUG AJOXV AJSZI ALCLG ALMA_UNASSIGNED_HOLDINGS AMFUW AMRAJ AXJTR BKOJK BLXMC CS3 DOVZS DU5 EBS EFJIC EFLBG EJD EO8 EO9 EP2 EP3 F5P FDB FIRID FLBIZ FNPLU FYGXN G-Q GBLVA J1W KOM M2Y M34 M41 MO0 N9A O-L O9- OAUVE OGGZJ OZT P-8 P-9 P2P PC. Q38 RIG ROL RPZ SCC SDF SDG SES SPC SPCBC SSK SSP SSU SSZ T5K ~G- 1KM AAXKI AKRWK BLEPL DTL GROUPED_WOS_SCIENCE_CITATION_INDEX_EXPANDED NPM 1B1 29G 53G AAQXK AAYOK AAYXX ABFNM ABXDB ACNNM ADMUD AFJKZ AGRDE AHHHB ASPBG AVWKF AZFZN CITATION FEDTE FGOYB G-2 HMS HMT HVGLF HZ~ IHE R2- SCB SEW SOC SPT WUQ 7X8 |
ID | FETCH-LOGICAL-c362t-f4e766393b54de4c315eff955ccee5a793b8780875a8cc7925a683547fb34d7c3 |
IEDL.DBID | AIKHN |
ISICitedReferencesCount | 21 |
ISICitedReferencesURI | https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=CitingArticles&UT=000480664100037 |
ISSN | 0223-5234 |
IngestDate | Sat Oct 05 04:59:41 EDT 2024 Thu Sep 26 18:17:53 EDT 2024 Wed Oct 16 00:50:25 EDT 2024 Wed Sep 18 09:40:30 EDT 2024 Fri Oct 11 20:09:19 EDT 2024 Fri Feb 23 02:23:16 EST 2024 |
IsPeerReviewed | true |
IsScholarly | true |
Keywords | NCTC EMRSA VRE VSE RND ESKAPE PaβN Drug resistance PMBN DNA gyrase NBTI ESKAPE bacteria Pyrrole Antimicrobial resistance OUTER-MEMBRANE DESIGN SUSCEPTIBILITY DISCOVERY MOLECULES GRAM-NEGATIVE BACTERIA ANTIBACTERIAL ACTIVITY ANTIMYCOBACTERIAL AGENTS INHIBITORS |
Language | English |
License | Copyright © 2019 Elsevier Masson SAS. All rights reserved. |
LinkModel | DirectLink |
LogoURL | https://exlibris-pub.s3.amazonaws.com/fromwos-v2.jpg |
MergedId | FETCHMERGED-LOGICAL-c362t-f4e766393b54de4c315eff955ccee5a793b8780875a8cc7925a683547fb34d7c3 |
Notes | ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
ORCID | 0000-0002-7517-5732 0000-0002-5726-3210 0000-0003-2489-0178 0000-0002-7940-8206 0000-0002-3763-3106 0000-0002-5615-5111 0000-0002-4602-6594 0000-0002-2288-0446 |
PMID | 31202995 |
PQID | 2242114874 |
PQPubID | 23479 |
PageCount | 15 |
ParticipantIDs | pubmed_primary_31202995 webofscience_primary_000480664100037 proquest_miscellaneous_2242114874 crossref_primary_10_1016_j_ejmech_2019_05_087 webofscience_primary_000480664100037CitationCount elsevier_sciencedirect_doi_10_1016_j_ejmech_2019_05_087 |
PublicationCentury | 2000 |
PublicationDate | 2019-09-15 |
PublicationDateYYYYMMDD | 2019-09-15 |
PublicationDate_xml | – month: 09 year: 2019 text: 2019-09-15 day: 15 |
PublicationDecade | 2010 |
PublicationPlace | ISSY-LES-MOULINEAUX |
PublicationPlace_xml | – name: ISSY-LES-MOULINEAUX – name: France |
PublicationTitle | European journal of medicinal chemistry |
PublicationTitleAbbrev | EUR J MED CHEM |
PublicationTitleAlternate | Eur J Med Chem |
PublicationYear | 2019 |
Publisher | Elsevier Masson SAS Elsevier |
Publisher_xml | – name: Elsevier Masson SAS – name: Elsevier |
References | Schillaci, Spanò, Parrino, Carbone, Montalbano, Barraja, Diana, Cirrincione, Cascioferro (bib15) 2017; 60 Stetter, Schreckenberg (bib25) 1973; 12 Munoz-Price, Poirel, Bonomo, Schwaber, Daikos, Cormican, Cornaglia, Garau, Gniadkowski, Hayden, Kumarasamy, Livermore, Maya, Nordmann, Patel, Paterson, Pitout, Villegas, Wang, Woodford, Quinn (bib7) 2013; 13 Starosyla, Volynets, Bdzhola, Golub, Yarmoluk (bib44) 2014; 3 Braine (bib14) 2011; 89 Benz, Schmid, Hancock (bib30) 1985; 162 Parkinson, Bair, Nakamura, Lee, Kuttab, Southgate, Lezmi, Lau, Hergenrothera (bib34) 2015; 6 Lan, Wang, Zhang, Wen, Bai, Xing, Li (bib58) 2015; 17 Protopopova, Hanrahan, Nikonenko, Samala, Chen, Gearhart, Einck, Nacy (bib23) 2005; 56 Franco-Ulloa, La Sala, Miscione, De Vivo (bib42) 2018; 19 Hughes, Karlén (bib19) 2014; 119 Coskun-Ari, Bosgelmez-Tinaz (bib33) 2008; 13 Parrino, Schillaci, Carnevale, Giovannetti, Cascioferro (bib18) 2019; 161 Sobotta, Skupin-Mrugalska, Piskorz, Mielcarek (bib17) 2019; 175 Bhakta, Scalacci, Maitra, Brown, Dasugari, Evangelopoulos, McHugh, Mortazavi, Twist, Petricci, Manetti, Castagnolo (bib21) 2016; 59 Ventola (bib5) 2015; 40 Chan, Srikannathasan, Huang, Cui, Fosberry, Gu, Hann, Hibbs, Homes, Ingraham, Pizzollo, Shen, Shillings, Spitzfaden, Tanner, Theobald, Stavenger, Bax, Gwynn (bib38) 2015; 6 Powers (bib3) 2004; 10 Oblak, Grdadolnik, Kotnik, Jerala, Filipič, Solmajer (bib46) 2005; 15 Wand, Bock, Bonney, Sutton (bib54) 2015; 70 Charifson, Grillot, Grossman, Parsons, Badia, Bellon, Deininger, Drumm, Gross, LeTiran, Liao, Mani, Nicolau, Perola, Ronkin, Shannon, Swenson, Tang, Tessier, Tian, Trudeau, Wang, Wei, Zhang, Stamos (bib48) 2008; 51 Sherer, Hull, Green, Basarab, Hauck, Hill, Loch, Mullen, Bist, Bryant, Boriack-Sjodin, Read, DeGrace, Uria-Nickelsen, Illingworth, Eakin (bib31) 2011; 21 Korb, Stützle, Exner (bib37) 2009; 49 bib1 bib2 Hiramatsu, Katayama, Matsuo, Sasaki, Morimoto, Sekiguchi, Baba (bib35) 2014; 20 Redgrave, Sutton, Webber, Piddock (bib8) 2014; 22 Park (bib6) 2014; 29 Jukiča, Ilaša, Brvarb, Kikelja, Cesara, Anderluha (bib45) 2017; 125 Singh, Kaelin, Wu, Miesel, Tan, Black, Nargund, Meinke, Olsen, Lagrutta, Lu, Patel, Rickert, Smith, Soisson, Sherer, Joyce, Wei, Peng, Wang, Fukuda, Kishii, Takei, Takano, Shibasaki, Yajima, Nishimura, Shibata, Fukuda (bib41) 2015; 25 Wand, Bock, Bonney, Sutton (bib55) 2017; 61 Jeankumar, Renukaa, Pulla, Soni, Sridevi, Suryadevara, Shravana, Medishetti, Kulkarni, Yogeeswari, Sriram (bib50) 2014; 43 Sherer, Hull, Green, Basarab, Hauck, Hill, Loch, Mullen, Bist, Bryant, Boriack-Sjodin, Read, DeGrace, Uria-Nickelsen, Illingworth, Eakin (bib49) 2011; 21 Tomašič, Mirt, Barančoková, Ilaš, Zidar, Tammela, Kikelj (bib32) 2017; 25 Davey, Pagliari, Hayes (bib4) 2002; 8 (bib51) 2017 The PyMOL Molecular Graphics System, Version 2.0 Schrödinger, LLC. Friedman, Alder, Silverman (bib56) 2006; 50 Are Reported in the Supplementary Data (Table S1). Miller, Bundy, Mott, Skepner, Boyle, Harris, Hromockyj, Marotti, Zurenko, Munzner, Sweeney, Bammert, Hamel, Ford, Zhong, Graber, Martin, Han, Dolak, Seest, Craig Ruble, Kamilar, Palmer, Banitt, Hurd, Barbachyn (bib39) 2008; 52 Benz, Bauer (bib29) 1988; 176 Delcour (bib28) 2009; 1794 Poce, Cocozza, Alfonso, Consalvi, Venditti, Fernandez-Menendez, Bates, Barros Aguirre, Ballell, De Logu, Vistoli, Biava (bib57) 2018; 145 Manetti, Magnani, Castagnolo, Passalacqua, Botta, Corelli, Saddi, Deidda, De Logu (bib26) 2006; 1 Cerreto, Villa, Retico, Scalzo (bib61) 1992; 27 Stapleton, Taylor (bib9) 2002; 85 Biava, Porretta, Poce, De Logu, Saddi, Meleddu, Manetti, De Rossi, Botta (bib59) 2008; 51 Fernandes, Martens (bib20) 2017; 133 Full Antibacterial Data on Gram-ve Bacteria for Compounds A Set of Pyrrole Derivatives Previously Synthesized and Described in Previous Work [ref. 19] Was Screened against a Panel of Gram+ve Bacteria. The Results and MIC Values Are Reported in the Supplementary Data. Zhang, Yang, Cross, Romero, Poutsiaka, Epie, Bevan, Wang, Zhang, Chavan, Zhang, Moy, Daniel, Nguyen, Chamberlain, Carter, Shotwell, Silverman, Metcalf, Ryan, Lippa, Dolle (bib43) 2015; 58 Jacobson, Pincus, Rapp, Day, Honig, Shaw, Friesner (bib52) 2004; 55 Biava, Porretta, Deidda, Pompei, Tafi, Manetti (bib60) 2003; 11 Jackson, Czaplewski, Piddock (bib16) 2018; 73 Gruger, Nitiss, Maxwell, Zechiedrich, Heisig, Seeber, Pommier, Strumberg (bib40) 2004; 48 Cabot, Zamorano, Moyà, Juan, Navas, Blázquez, Oliver (bib11) 2016; 60 Costerton, Stewart, Greenberg (bib12) 1999; 284 Brvar, Perdih, Renko, Anderluh, Turk, Solmajer (bib47) 2012; 55 Petchiappan, Chatterji (bib13) 2017; 2 Biava, Porretta, Poce, Supino, Deidda, Pompei, Molicotti, Manetti, Botta (bib22) 2006; 49 Voss, Doebbeling (bib10) 1995; 5 Mayer, Janin (bib36) 2014; 114 Bhakta, S (WOS:000372946500035) 2016; 59 Costerton, JW (WOS:000080430600043) 1999; 284 Redgrave, LS (WOS:000340320100005) 2014; 22 Cabot, G (WOS:000376490800073) 2016; 60 Zhang, J (WOS:000364796100012) 2015; 58 Sherer, BA (WOS:000297150600035) 2011; 21 Schillaci, D (WOS:000414114300003) 2017; 60 Parrino, B (WOS:000451498200012) 2019; 161 CERRETO, F (WOS:A1992JZ82500007) 1992; 27 Charifson, PS (WOS:000258979600007) 2008; 51 Brvar, M (WOS:000306764600015) 2012; 55 Friedman, L (WOS:000237932200032) 2006; 50 Biava, M (WOS:000180693900005) 2003; 11 Powers, JH (WOS:000225459000006) 2004; 10 Delcour, AH (WOS:000265956800009) 2009; 1794 Mayer, C (WOS:000332144700006) 2014; 114 VOSS, A (WOS:A1995QZ41400003) 1995; 5 Munoz-Price, LS (WOS:000323465900024) 2013; 13 Sobotta, L (WOS:000471089700008) 2019; 175 Jeankumar, VU (WOS:000333263200011) 2014; 43 Jacobson, MP (WOS:000220980600014) 2004; 55 Franco-Ulloa, S (WOS:000427527400137) 2018; 19 (000480664100037.2) 1000 MANETTI F (WOS:000480664100037.31) 2006; 1 Starosyla, SA (000480664100037.49) 2014; 3 Tomasic, T (WOS:000397052800035) 2017; 25 Biava, M (WOS:000256922800031) 2008; 51 Parkinson, EI (WOS:000353704600004) 2015; 6 Jackson, N (WOS:000434079600002) 2018; 73 Petchiappan, A (WOS:000418744000116) 2017; 2 Gruger, T (WOS:000225474500001) 2004; 48 Miller, AA (WOS:000258365800015) 2008; 52 Hiramatsu, K (WOS:000343641900014) 2014; 20 Stapleton, Paul D. (BCI:BCI200200303581) 2002; 85 Oblak, M (WOS:000232959300019) 2005; 15 Fernandes, P (WOS:000401684500012) 2017; 133 (WOS:000287625800005) 2011; 89 Jukic, M (WOS:000390496600039) 2017; 125 Davey, P (WOS:000178883800006) 2002; 8 Singh, SB (WOS:000353205000003) 2015; 25 Wand, ME (WOS:000394095800011) 2017; 61 Wand, ME (WOS:000359723600006) 2015; 70 BENZ, R (WOS:A1988P965300001) 1988; 176 Ventola, C Lee (MEDLINE:25859123) 2015; 40 Protopopova, M (WOS:000232900000032) 2005; 56 Chan, PF (WOS:000367568200001) 2015; 6 Poce, G (WOS:000425198200041) 2018; 145 Lan, XW (WOS:000361867800016) 2015; 17 STETTER, H (WOS:A1973O669800022) 1973; 12 BENZ, R (WOS:A1985AGJ1200039) 1985; 162 (000480664100037.3) 2017 Hughes, D (WOS:000336526100015) 2014; 119 Korb, O (WOS:000262818500011) 2009; 49 Park, SH (WOS:000347746500005) 2014; 29 Coskun-Ari, FF (WOS:000259009100002) 2008; 13 Biava, M (WOS:000239459800018) 2006; 49 Hughes (10.1016/j.ejmech.2019.05.087_bib19) 2014; 119 Parrino (10.1016/j.ejmech.2019.05.087_bib18) 2019; 161 Protopopova (10.1016/j.ejmech.2019.05.087_bib23) 2005; 56 Fernandes (10.1016/j.ejmech.2019.05.087_bib20) 2017; 133 Lan (10.1016/j.ejmech.2019.05.087_bib58) 2015; 17 Tomašič (10.1016/j.ejmech.2019.05.087_bib32) 2017; 25 Jackson (10.1016/j.ejmech.2019.05.087_bib16) 2018; 73 Mayer (10.1016/j.ejmech.2019.05.087_bib36) 2014; 114 Powers (10.1016/j.ejmech.2019.05.087_bib3) 2004; 10 Zhang (10.1016/j.ejmech.2019.05.087_bib43) 2015; 58 (10.1016/j.ejmech.2019.05.087_bib51) 2017 Coskun-Ari (10.1016/j.ejmech.2019.05.087_bib33) 2008; 13 Starosyla (10.1016/j.ejmech.2019.05.087_bib44) 2014; 3 Ventola (10.1016/j.ejmech.2019.05.087_bib5) 2015; 40 Stetter (10.1016/j.ejmech.2019.05.087_bib25) 1973; 12 Voss (10.1016/j.ejmech.2019.05.087_bib10) 1995; 5 Cabot (10.1016/j.ejmech.2019.05.087_bib11) 2016; 60 Cerreto (10.1016/j.ejmech.2019.05.087_bib61) 1992; 27 10.1016/j.ejmech.2019.05.087_bib27 10.1016/j.ejmech.2019.05.087_bib24 Benz (10.1016/j.ejmech.2019.05.087_bib30) 1985; 162 Munoz-Price (10.1016/j.ejmech.2019.05.087_bib7) 2013; 13 Singh (10.1016/j.ejmech.2019.05.087_bib41) 2015; 25 Park (10.1016/j.ejmech.2019.05.087_bib6) 2014; 29 Sherer (10.1016/j.ejmech.2019.05.087_bib31) 2011; 21 Wand (10.1016/j.ejmech.2019.05.087_bib54) 2015; 70 Franco-Ulloa (10.1016/j.ejmech.2019.05.087_bib42) 2018; 19 Jukiča (10.1016/j.ejmech.2019.05.087_bib45) 2017; 125 Gruger (10.1016/j.ejmech.2019.05.087_bib40) 2004; 48 Jacobson (10.1016/j.ejmech.2019.05.087_bib52) 2004; 55 Bhakta (10.1016/j.ejmech.2019.05.087_bib21) 2016; 59 Delcour (10.1016/j.ejmech.2019.05.087_bib28) 2009; 1794 Poce (10.1016/j.ejmech.2019.05.087_bib57) 2018; 145 Korb (10.1016/j.ejmech.2019.05.087_bib37) 2009; 49 Stapleton (10.1016/j.ejmech.2019.05.087_bib9) 2002; 85 Charifson (10.1016/j.ejmech.2019.05.087_bib48) 2008; 51 Schillaci (10.1016/j.ejmech.2019.05.087_bib15) 2017; 60 Davey (10.1016/j.ejmech.2019.05.087_bib4) 2002; 8 Miller (10.1016/j.ejmech.2019.05.087_bib39) 2008; 52 Friedman (10.1016/j.ejmech.2019.05.087_bib56) 2006; 50 Redgrave (10.1016/j.ejmech.2019.05.087_bib8) 2014; 22 Petchiappan (10.1016/j.ejmech.2019.05.087_bib13) 2017; 2 Hiramatsu (10.1016/j.ejmech.2019.05.087_bib35) 2014; 20 Biava (10.1016/j.ejmech.2019.05.087_bib59) 2008; 51 Biava (10.1016/j.ejmech.2019.05.087_bib22) 2006; 49 Chan (10.1016/j.ejmech.2019.05.087_bib38) 2015; 6 Biava (10.1016/j.ejmech.2019.05.087_bib60) 2003; 11 Braine (10.1016/j.ejmech.2019.05.087_bib14) 2011; 89 Wand (10.1016/j.ejmech.2019.05.087_bib55) 2017; 61 10.1016/j.ejmech.2019.05.087_bib53 Benz (10.1016/j.ejmech.2019.05.087_bib29) 1988; 176 Oblak (10.1016/j.ejmech.2019.05.087_bib46) 2005; 15 Costerton (10.1016/j.ejmech.2019.05.087_bib12) 1999; 284 Sobotta (10.1016/j.ejmech.2019.05.087_bib17) 2019; 175 Brvar (10.1016/j.ejmech.2019.05.087_bib47) 2012; 55 Manetti (10.1016/j.ejmech.2019.05.087_bib26) 2006; 1 Jeankumar (10.1016/j.ejmech.2019.05.087_bib50) 2014; 43 Sherer (10.1016/j.ejmech.2019.05.087_bib49) 2011; 21 Parkinson (10.1016/j.ejmech.2019.05.087_bib34) 2015; 6 |
References_xml | – volume: 10 start-page: 23 year: 2004 end-page: 31 ident: bib3 article-title: Antimicrobial drug development – the past, the present, and the future publication-title: Clin. Microbiol. Infect. contributor: fullname: Powers – volume: 29 start-page: 27 year: 2014 end-page: 30 ident: bib6 article-title: Third-generation cephalosporin resistance in gram-negative bacteria in the community: a growing public health concern publication-title: Korean J. Intern. Med. contributor: fullname: Park – volume: 284 start-page: 1311 year: 1999 end-page: 1322 ident: bib12 article-title: Bacterial biofilms: a common cause of persistent infections publication-title: Science contributor: fullname: Greenberg – volume: 17 start-page: 4460 year: 2015 end-page: 4463 ident: bib58 article-title: Copper/Manganese cocatalyzed oxidative coupling of vinylarenes with ketones publication-title: Org. Lett. contributor: fullname: Li – volume: 133 start-page: 152 year: 2017 end-page: 163 ident: bib20 article-title: Antibiotics in late clinical development publication-title: Biochem. Pharmacol. contributor: fullname: Martens – volume: 52 start-page: 2806 year: 2008 end-page: 2812 ident: bib39 article-title: Discovery and characterization of QPT-1, the progenitor of a new class of bacterial topoisomerase inhibitors publication-title: Antimicrob. Agents Chemother. contributor: fullname: Barbachyn – ident: bib2 – volume: 25 start-page: 338 year: 2017 end-page: 349 ident: bib32 article-title: Design, synthesis and biological evaluation of 4,5-dibromo-N-(thiazol-2-yl)-1H-pyrrole-2-carboxamide derivatives as novel DNA gyrase inhibitors publication-title: Bioorg. Med. Chem. Lett contributor: fullname: Kikelj – volume: 19 start-page: 453 year: 2018 ident: bib42 article-title: Novel bacterial topoisomerase inhibitors exploit asp83 and the intrinsic flexibility of the DNA gyrase binding site publication-title: Int. J. Mol. Sci. contributor: fullname: De Vivo – volume: 176 start-page: 1 year: 1988 end-page: 19 ident: bib29 article-title: Permeation of hydrophilic molecules through the outer membrane of gram-negative bacteria. Review on bacterial porins publication-title: Eur. J. Biochem. contributor: fullname: Bauer – volume: 60 start-page: 1767 year: 2016 end-page: 1778 ident: bib11 article-title: Evolution of publication-title: Antimicrob. Agents Chemother. contributor: fullname: Oliver – volume: 162 start-page: 722 year: 1985 end-page: 727 ident: bib30 article-title: Ion selectivity of gram-negative bacterial porins publication-title: J. Bacteriol. contributor: fullname: Hancock – volume: 21 start-page: 7416 year: 2011 end-page: 7420 ident: bib49 article-title: Pyrrolamide DNA gyrase inhibitors: optimization of antibacterial activity and efficacy publication-title: Bioorg. Med. Chem. Lett contributor: fullname: Eakin – volume: 21 start-page: 7416 year: 2011 end-page: 7420 ident: bib31 article-title: Pyrrolamide DNA gyrase inhibitors: optimization of antibacterial activity and efficacy publication-title: Bioorg. Med. Chem. Lett contributor: fullname: Eakin – volume: 61 year: 2017 ident: bib55 article-title: Mechanisms of increased resistance to chlorhexidine and cross-resistance to colistin following exposure of publication-title: Antimicrob. Agents Chemother. contributor: fullname: Sutton – volume: 2 start-page: 7400 year: 2017 end-page: 7409 ident: bib13 article-title: Antibiotic resistance: current perspectives publication-title: ACS Omega contributor: fullname: Chatterji – volume: 161 start-page: 154 year: 2019 end-page: 178 ident: bib18 article-title: Synthetic small molecules as anti-biofilm agents in the struggle against antibiotic resistance publication-title: Eur. J. Med. Chem. contributor: fullname: Cascioferro – volume: 11 start-page: 515 year: 2003 end-page: 520 ident: bib60 article-title: Importance of the thiomorpholine introduction in new pyrrole derivatives as antimycobacterial agents analogues of BM 212 publication-title: Bioorg. Med. Chem. contributor: fullname: Manetti – volume: 51 start-page: 5243 year: 2008 end-page: 5263 ident: bib48 article-title: Novel dual-targeting benzimidazole urea inhibitors of DNA gyrase and topoisomerase IV possessing potent antibacterial activity: intelligent design and evolution through the judicious use of structure guided design and structure-activity relationships publication-title: J. Med. Chem. contributor: fullname: Stamos – volume: 60 start-page: 8268 year: 2017 end-page: 8297 ident: bib15 article-title: Pharmaceutical approaches to target antibiotic resistance mechanisms publication-title: J. Med. Chem. contributor: fullname: Cascioferro – volume: 58 start-page: 8503 year: 2015 end-page: 8512 ident: bib43 article-title: Discovery of azaindole ureas as a novel class of bacterial gyrase b inhibitors publication-title: J. Med. Chem. contributor: fullname: Dolle – volume: 175 start-page: 72 year: 2019 end-page: 106 ident: bib17 article-title: Porphyrinoid photosensitizers mediated photodynamic inactivation against bacteria publication-title: Eur. J. Med. Chem. contributor: fullname: Mielcarek – volume: 50 start-page: 2137 year: 2006 end-page: 2145 ident: bib56 article-title: Genetic changes that correlate with reduced susceptibility to daptomycin in publication-title: Antimicrob. Agents Chemother. contributor: fullname: Silverman – volume: 8 start-page: 43 year: 2002 end-page: 68 ident: bib4 article-title: The patient's role in the spread and control of bacterial resistance to antibiotics publication-title: Clin. Microbiol. Infect. contributor: fullname: Hayes – volume: 5 start-page: 101 year: 1995 end-page: 106 ident: bib10 article-title: The worldwide prevalence of methicillin-resistant publication-title: Int. J. Antimicrob. Agents contributor: fullname: Doebbeling – volume: 48 start-page: 4495 year: 2004 end-page: 4504 ident: bib40 article-title: A mutation in publication-title: Antimicrob. Agents Chemother. contributor: fullname: Strumberg – volume: 55 start-page: 6413 year: 2012 end-page: 6426 ident: bib47 article-title: Structure based discovery of substituted 4,5'-bithiazoles as novel DNA gyrase inhibitors publication-title: J. Med. Chem. contributor: fullname: Solmajer – volume: 1794 start-page: 808 year: 2009 end-page: 816 ident: bib28 article-title: Outer membrane permeability and antibiotic resistance publication-title: Biochim. Biophys. Acta contributor: fullname: Delcour – volume: 56 start-page: 968 year: 2005 end-page: 974 ident: bib23 article-title: Identification of a new antitubercular drug candidate, SQ109, from a combinatorial library of 1,2-ethylenediamines publication-title: J. Antimicrob. Chemother. contributor: fullname: Nacy – volume: 49 start-page: 4946 year: 2006 end-page: 4952 ident: bib22 article-title: Antimycobacterial agents. Novel diarylpyrrole derivatives of BM212 endowed with high activity toward publication-title: J. Med. Chem. contributor: fullname: Botta – volume: 119 start-page: 162 year: 2014 end-page: 169 ident: bib19 article-title: Discovery and preclinical development of new antibiotics publication-title: Ups. J. Med. Sci. contributor: fullname: Karlén – volume: 1 start-page: 973 year: 2006 end-page: 989 ident: bib26 article-title: Ligand-based virtual screening, parallel solution-phase and microwave-assisted synthesis as tools to identify and synthesize new inhibitors of mycobacterium tuberculosis publication-title: ChemMedChem contributor: fullname: De Logu – volume: 15 start-page: 5207 year: 2005 end-page: 5210 ident: bib46 article-title: In silico fragment-based discovery of indolin-2-one analogues as potent DNA gyrase inhibitors publication-title: Bioorg. Med. Chem. Lett contributor: fullname: Solmajer – volume: 3 start-page: 162 year: 2014 end-page: 173 ident: bib44 article-title: Pharmacophore approaches in protein kinase inhibitors design publication-title: World J. Pharmacol. contributor: fullname: Yarmoluk – volume: 27 start-page: 701 year: 1992 end-page: 708 ident: bib61 article-title: Studies on anti-Candida agents with a pyrrole moiety. Synthesis and microbiological activity of some 3-aminomethyl-1,5-diaryl-2-methyl-pyrrole derivatives publication-title: Eur. J. Med. Chem. contributor: fullname: Scalzo – volume: 22 start-page: 438 year: 2014 end-page: 445 ident: bib8 article-title: Fluoroquinolone resistance: mechanisms, impact on bacteria, and role in evolutionary success publication-title: Trends Microbiol. contributor: fullname: Piddock – volume: 89 start-page: 88 year: 2011 end-page: 89 ident: bib14 article-title: Race against time to develop new antibiotics publication-title: Bull. World Health Organ. contributor: fullname: Braine – volume: 114 start-page: 2313 year: 2014 end-page: 2342 ident: bib36 article-title: Non-quinolone inhibitors of bacterial type IIa topoisomerases: a feat of bioisosterism publication-title: Chem. Rev. contributor: fullname: Janin – volume: 125 start-page: 500 year: 2017 end-page: 514 ident: bib45 article-title: Linker-switch approach towards new ATP binding site inhibitors of DNA gyrase B publication-title: Eur. J. Med. Chem. contributor: fullname: Anderluha – year: 2017 ident: bib51 publication-title: Small-Molecule Drug Discovery Suite 2015-1 – volume: 43 start-page: 269 year: 2014 end-page: 278 ident: bib50 article-title: Development of novel N-linked aminopiperidine-based mycobacterial DNA gyrase B inhibitors: scaffold hopping from known antibacterial leads publication-title: Int. J. Antimicrob. Agents contributor: fullname: Sriram – volume: 70 start-page: 2209 year: 2015 end-page: 2216 ident: bib54 article-title: Retention of virulence following adaptation to colistin in publication-title: J. Antimicrob. Chemother. contributor: fullname: Sutton – volume: 13 start-page: 785 year: 2013 end-page: 796 ident: bib7 article-title: Clinical epidemiology of the global expansion of publication-title: Lancet Infect. Dis. contributor: fullname: Quinn – volume: 55 start-page: 351 year: 2004 end-page: 367 ident: bib52 article-title: A hierarchical approach to all-atom protein loop prediction publication-title: Proteins contributor: fullname: Friesner – volume: 85 start-page: 57 year: 2002 end-page: 72 ident: bib9 article-title: Methicillin resistance in publication-title: Sci. Prog. contributor: fullname: Taylor – volume: 13 start-page: 366 year: 2008 end-page: 370 ident: bib33 article-title: GrlA and gyrA mutations and antimicrobial susceptibility in clinical isolates of ciprofloxacin- methicillin-resistant publication-title: Eur. J. Med. Res. contributor: fullname: Bosgelmez-Tinaz – volume: 6 start-page: 6947 year: 2015 ident: bib34 article-title: Deoxynybomycins inhibit mutant DNA gyrase and rescue mice infected with fluoroquinolone-resistant bacteria publication-title: Nat. Commun. contributor: fullname: Hergenrothera – volume: 73 start-page: 1452 year: 2018 end-page: 1459 ident: bib16 article-title: Discovery and development of new antibacterial drugs: learning from experience? publication-title: J. Antimicrob. Chemother. contributor: fullname: Piddock – volume: 145 start-page: 539 year: 2018 end-page: 550 ident: bib57 article-title: In vivo potent BM635 analogue with improved drug-like properties publication-title: Eur. J. Med. Chem. contributor: fullname: Biava – volume: 40 start-page: 277 year: 2015 end-page: 283 ident: bib5 article-title: The antibiotic resistance crisis part 1: causes and threats publication-title: Pharmacol. Ther. contributor: fullname: Ventola – ident: bib1 – volume: 25 start-page: 1831 year: 2015 end-page: 1835 ident: bib41 article-title: Tricyclic 1,5-naphthyridinone oxabicyclooctane-linked novel bacterial topoisomerase inhibitors as broad-spectrum antibacterial agents-SAR of left-hand-side moiety (Part-2) publication-title: Bioorg. Med. Chem. Lett contributor: fullname: Fukuda – volume: 6 start-page: 10048 year: 2015 ident: bib38 article-title: Structural basis of DNA gyrase inhibition by antibacterial QPT-1, anticancer drug etoposide and moxifloxacin publication-title: Nat. Commun. contributor: fullname: Gwynn – volume: 20 start-page: 593 year: 2014 end-page: 601 ident: bib35 article-title: Multi-drug-resistant publication-title: J. Infect. Chemother. contributor: fullname: Baba – volume: 12 start-page: 81 year: 1973 ident: bib25 article-title: A new method for addition of aldehydes to activated double bonds publication-title: Angew Chem. Int. Ed. Engl. contributor: fullname: Schreckenberg – volume: 59 start-page: 2780 year: 2016 end-page: 2793 ident: bib21 article-title: Design and synthesis of 1-((1,5-bis(4-chlorophenyl)-2-methyl-1H-pyrrol-3-yl)methyl)-4-methylpiperazine (BM212) and N-Adamantan-2-yl-N'-((E)-3,7-dimethyl-octa-2,6-dienyl)-ethane-1,2-diamine (SQ109) pyrrole hybrid derivatives: discovery of potent anti-tubercular agents effective against multi-drug resistant mycobacteria publication-title: J. Med. Chem. contributor: fullname: Castagnolo – volume: 49 start-page: 84 year: 2009 end-page: 96 ident: bib37 article-title: Empirical scoring functions for advanced protein-ligand docking with PLANTS publication-title: J. Chem. Inf. Model. contributor: fullname: Exner – volume: 51 start-page: 3644 year: 2008 end-page: 3648 ident: bib59 article-title: 1,5-Diphenylpyrrole derivatives as antimycobacterial agents. probing the influence on antimycobacterial activity of lipophilic substituents at the phenyl rings publication-title: J. Med. Chem. contributor: fullname: Botta – volume: 1794 start-page: 808 year: 2009 ident: WOS:000265956800009 article-title: Outer membrane permeability and antibiotic resistance publication-title: BIOCHIMICA ET BIOPHYSICA ACTA-PROTEINS AND PROTEOMICS doi: 10.1016/j.bbapap.2008.11.005 contributor: fullname: Delcour, AH – volume: 17 start-page: 4460 year: 2015 ident: WOS:000361867800016 article-title: Copper/Manganese Cocatalyzed Oxidative Coupling of Vinylarenes with Ketones publication-title: ORGANIC LETTERS doi: 10.1021/acs.orglett.5b02116 contributor: fullname: Lan, XW – volume: 52 start-page: 2806 year: 2008 ident: WOS:000258365800015 article-title: Discovery and characterization of QPT-1, the progenitor of a new class of bacterial topoisomerase inhibitors publication-title: ANTIMICROBIAL AGENTS AND CHEMOTHERAPY doi: 10.1128/AAC.00247-08 contributor: fullname: Miller, AA – volume: 145 start-page: 539 year: 2018 ident: WOS:000425198200041 article-title: In vivo potent BM635 analogue with improved drug-like properties publication-title: EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY doi: 10.1016/j.ejmech.2017.12.075 contributor: fullname: Poce, G – volume: 13 start-page: 785 year: 2013 ident: WOS:000323465900024 article-title: Clinical epidemiology of the global expansion of Klebsiella pneumoniae carbapenemases publication-title: LANCET INFECTIOUS DISEASES doi: 10.1016/S1473-3099(13)70190-7 contributor: fullname: Munoz-Price, LS – volume: 49 start-page: 84 year: 2009 ident: WOS:000262818500011 article-title: Empirical Scoring Functions for Advanced Protein-Ligand Docking with PLANTS publication-title: JOURNAL OF CHEMICAL INFORMATION AND MODELING doi: 10.1021/ci800298z contributor: fullname: Korb, O – volume: 48 start-page: 4495 year: 2004 ident: WOS:000225474500001 article-title: A mutation in Escherichia coli DNA gyrase conferring quinolone resistance results in sensitivity to drugs targeting eukaryotic topoisomerase II publication-title: ANTIMICROBIAL AGENTS AND CHEMOTHERAPY doi: 10.1128/AAC.48.12.4495-4504.2004 contributor: fullname: Gruger, T – volume: 85 start-page: 57 year: 2002 ident: BCI:BCI200200303581 article-title: Methicillin resistance in Staphylococcus aureus: Mechanisms and modulation publication-title: Science Progress contributor: fullname: Stapleton, Paul D. – volume: 8 start-page: 43 year: 2002 ident: WOS:000178883800006 article-title: The patient's role in the spread and control of bacterial resistance to antibiotics publication-title: CLINICAL MICROBIOLOGY AND INFECTION contributor: fullname: Davey, P – volume: 175 start-page: 72 year: 2019 ident: WOS:000471089700008 article-title: Porphyrinoid photosensitizers mediated photodynamic inactivation against bacteria publication-title: EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY doi: 10.1016/j.ejmech.2019.04.057 contributor: fullname: Sobotta, L – volume: 2 start-page: 7400 year: 2017 ident: WOS:000418744000116 article-title: Antibiotic Resistance: Current Perspectives publication-title: ACS OMEGA doi: 10.1021/acsomega.7b01368 contributor: fullname: Petchiappan, A – volume: 6 start-page: ARTN 6947 year: 2015 ident: WOS:000353704600004 article-title: Deoxynybomycins inhibit mutant DNA gyrase and rescue mice infected with fluoroquinolone-resistant bacteria publication-title: NATURE COMMUNICATIONS doi: 10.1038/ncomms7947 contributor: fullname: Parkinson, EI – volume: 176 start-page: 1 year: 1988 ident: WOS:A1988P965300001 article-title: PERMEATION OF HYDROPHILIC MOLECULES THROUGH THE OUTER-MEMBRANE OF GRAM-NEGATIVE BACTERIA - REVIEW ON BACTERIAL PORINS publication-title: EUROPEAN JOURNAL OF BIOCHEMISTRY contributor: fullname: BENZ, R – year: 2017 ident: 000480664100037.3 publication-title: Small-Molecule Drug Discovery Suite 2015-1 – volume: 15 start-page: 5207 year: 2005 ident: WOS:000232959300019 article-title: In silico fragment-based discovery of indolin-2-one analogues as potent DNA gyrase inhibitors publication-title: BIOORGANIC & MEDICINAL CHEMISTRY LETTERS doi: 10.1016/j.bmcl.2005.08.068 contributor: fullname: Oblak, M – volume: 56 start-page: 968 year: 2005 ident: WOS:000232900000032 article-title: Identification of a new antitubercular drug candidate, SQ109, from a combinatorial library of 1,2-ethylenediamines publication-title: JOURNAL OF ANTIMICROBIAL CHEMOTHERAPY doi: 10.1093/jac/dki319 contributor: fullname: Protopopova, M – volume: 49 start-page: 4946 year: 2006 ident: WOS:000239459800018 article-title: Antimycobacterial agents. Novel diarylpyrrole derivatives of BM212 endowed with high activity toward mycobacterium tuberculosis and low cytotoxicity publication-title: JOURNAL OF MEDICINAL CHEMISTRY doi: 10.1021/jm0602662 contributor: fullname: Biava, M – volume: 19 start-page: ARTN 453 year: 2018 ident: WOS:000427527400137 article-title: Novel Bacterial Topoisomerase Inhibitors Exploit Asp83 and the Intrinsic Flexibility of the DNA Gyrase Binding Site publication-title: INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES doi: 10.3390/ijms19020453 contributor: fullname: Franco-Ulloa, S – year: 1000 ident: 000480664100037.2 publication-title: The PyMOL Molecular Graphics System, Version 2. 0 – volume: 5 start-page: 101 year: 1995 ident: WOS:A1995QZ41400003 article-title: THE WORLDWIDE PREVALENCE OF METHICILLIN-RESISTANT STAPHYLOCOCCUS-AUREUS publication-title: INTERNATIONAL JOURNAL OF ANTIMICROBIAL AGENTS contributor: fullname: VOSS, A – volume: 43 start-page: 269 year: 2014 ident: WOS:000333263200011 article-title: Development of novel N-linked aminopiperidine-based mycobacterial DNA gyrase B inhibitors: Scaffold hopping from known antibacterial leads publication-title: INTERNATIONAL JOURNAL OF ANTIMICROBIAL AGENTS doi: 10.1016/j.ijantimicag.2013.12.006 contributor: fullname: Jeankumar, VU – volume: 22 start-page: 438 year: 2014 ident: WOS:000340320100005 article-title: Fluoroquinolone resistance: mechanisms, impact on bacteria, and role in evolutionary success publication-title: TRENDS IN MICROBIOLOGY doi: 10.1016/j.tim.2014.04.007 contributor: fullname: Redgrave, LS – volume: 6 start-page: ARTN 10048 year: 2015 ident: WOS:000367568200001 article-title: Structural basis of DNA gyrase inhibition by antibacterial QPT-1, anticancer drug etoposide and moxifloxacin publication-title: NATURE COMMUNICATIONS doi: 10.1038/ncomms10048 contributor: fullname: Chan, PF – volume: 55 start-page: 6413 year: 2012 ident: WOS:000306764600015 article-title: Structure-Based Discovery of Substituted 4,5 '-Bithiazoles as Novel DNA Gyrase Inhibitors publication-title: JOURNAL OF MEDICINAL CHEMISTRY doi: 10.1021/jm300395d contributor: fullname: Brvar, M – volume: 73 start-page: 1452 year: 2018 ident: WOS:000434079600002 article-title: Discovery and development of new antibacterial drugs: learning from experience? publication-title: JOURNAL OF ANTIMICROBIAL CHEMOTHERAPY doi: 10.1093/jac/dky019 contributor: fullname: Jackson, N – volume: 10 start-page: 23 year: 2004 ident: WOS:000225459000006 article-title: Antimicrobial drug development - the past, the present, and the future publication-title: CLINICAL MICROBIOLOGY AND INFECTION contributor: fullname: Powers, JH – volume: 133 start-page: 152 year: 2017 ident: WOS:000401684500012 article-title: Antibiotics in late clinical development publication-title: BIOCHEMICAL PHARMACOLOGY doi: 10.1016/j.bcp.2016.09.025 contributor: fullname: Fernandes, P – volume: 51 start-page: 5243 year: 2008 ident: WOS:000258979600007 article-title: Novel dual-targeting benzimidazole urea inhibitors of DNA gyrase and topoisomerase IV possessing potent antibacterial activity: Intelligent design and evolution through the judicious use of structure-guided design and stucture-activity relationships publication-title: JOURNAL OF MEDICINAL CHEMISTRY doi: 10.1021/jm800318d contributor: fullname: Charifson, PS – volume: 21 start-page: 7416 year: 2011 ident: WOS:000297150600035 article-title: Pyrrolamide DNA gyrase inhibitors: Optimization of antibacterial activity and efficacy publication-title: BIOORGANIC & MEDICINAL CHEMISTRY LETTERS doi: 10.1016/j.bmcl.2011.10.010 contributor: fullname: Sherer, BA – volume: 50 start-page: 2137 year: 2006 ident: WOS:000237932200032 article-title: Genetic changes that correlate with reduced susceptibility to daptomycin in Staphylococcus aureus publication-title: ANTIMICROBIAL AGENTS AND CHEMOTHERAPY doi: 10.1128/AAC.00039-06 contributor: fullname: Friedman, L – volume: 3 start-page: 162 year: 2014 ident: 000480664100037.49 article-title: Pharmacophore approaches in protein kinase inhibitors design publication-title: World J Pharmacol contributor: fullname: Starosyla, SA – volume: 27 start-page: 701 year: 1992 ident: WOS:A1992JZ82500007 article-title: STUDIES ON ANTICANDIDA AGENTS WITH A PYRROLE MOIETY - SYNTHESIS AND MICROBIOLOGICAL ACTIVITY OF SOME 3-AMINOMETHYL-1,5-DIARYL-2-METHYL-PYRROLE DERIVATIVES publication-title: EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY contributor: fullname: CERRETO, F – volume: 162 start-page: 722 year: 1985 ident: WOS:A1985AGJ1200039 article-title: ION SELECTIVITY OF GRAM-NEGATIVE BACTERIAL PORINS publication-title: JOURNAL OF BACTERIOLOGY contributor: fullname: BENZ, R – volume: 89 start-page: 88 year: 2011 ident: WOS:000287625800005 article-title: Race against time to develop new antibiotics publication-title: BULLETIN OF THE WORLD HEALTH ORGANIZATION doi: 10.2471/BLT.11.030211 – volume: 61 start-page: ARTN e01162-16 year: 2017 ident: WOS:000394095800011 article-title: Mechanisms of Increased Resistance to Chlorhexidine and Cross-Resistance to Colistin following Exposure of Klebsiella pneumoniae Clinical Isolates to Chlorhexidine publication-title: ANTIMICROBIAL AGENTS AND CHEMOTHERAPY doi: 10.1128/AAC.01162-16 contributor: fullname: Wand, ME – volume: 59 start-page: 2780 year: 2016 ident: WOS:000372946500035 article-title: Design and Synthesis of 1-((1,5-Bis(4-chlorophenyl)-2-methyl-1H-pyrrol-3-yl)methyl)-4-methylpiperazine (BM212) and N-Adamantan-2-yl-N '-((E)-3,7-dimethylocta-2,6-dienyl)ethane-1,2-diamine (SQ109) Pyrrole Hybrid Derivatives: Discovery of Potent Antitubercular Agents Effective against Multidrug-Resistant Mycobacteria publication-title: JOURNAL OF MEDICINAL CHEMISTRY doi: 10.1021/acs.jmedchem.6b00031 contributor: fullname: Bhakta, S – volume: 125 start-page: 500 year: 2017 ident: WOS:000390496600039 article-title: Linker-switch approach towards new ATP binding site inhibitors of DNA gyrase B publication-title: EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY doi: 10.1016/j.ejmech.2016.09.040 contributor: fullname: Jukic, M – volume: 114 start-page: 2313 year: 2014 ident: WOS:000332144700006 article-title: Non-quinolone Inhibitors of Bacterial Type IIA Topoisomerases: A Feat of Bioisosterism publication-title: CHEMICAL REVIEWS doi: 10.1021/cr4003984 contributor: fullname: Mayer, C – volume: 119 start-page: 162 year: 2014 ident: WOS:000336526100015 article-title: Discovery and preclinical development of new antibiotics publication-title: UPSALA JOURNAL OF MEDICAL SCIENCES doi: 10.3109/03009734.2014.896437 contributor: fullname: Hughes, D – volume: 12 start-page: 81 year: 1973 ident: WOS:A1973O669800022 article-title: NEW METHOD FOR ADDITION OF ALDEHYDES TO ACTIVATED DOUBLE-BONDS publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH contributor: fullname: STETTER, H – volume: 51 start-page: 3644 year: 2008 ident: WOS:000256922800031 article-title: 1,5-Diphenylpyrrole derivatives as antimycobacterial agents. Probing the influence on antimycobacterial activity of lipophilic substituents at the phenyl rings publication-title: JOURNAL OF MEDICINAL CHEMISTRY doi: 10.1021/jm701560p contributor: fullname: Biava, M – volume: 161 start-page: 154 year: 2019 ident: WOS:000451498200012 article-title: Synthetic small molecules as anti-biofilm agents in the struggle against antibiotic resistance publication-title: EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY doi: 10.1016/j.ejmech.2018.10.036 contributor: fullname: Parrino, B – volume: 70 start-page: 2209 year: 2015 ident: WOS:000359723600006 article-title: Retention of virulence following adaptation to colistin in Acinetobacter baumannii reflects the mechanism of resistance publication-title: JOURNAL OF ANTIMICROBIAL CHEMOTHERAPY doi: 10.1093/jac/dkv097 contributor: fullname: Wand, ME – volume: 20 start-page: 593 year: 2014 ident: WOS:000343641900014 article-title: Multi-drug-resistant Staphylococcus aureus and future chemotherapy publication-title: JOURNAL OF INFECTION AND CHEMOTHERAPY doi: 10.1016/j.jiac.2014.08.001 contributor: fullname: Hiramatsu, K – volume: 60 start-page: 8268 year: 2017 ident: WOS:000414114300003 article-title: Pharmaceutical Approaches to Target Antibiotic Resistance Mechanisms publication-title: JOURNAL OF MEDICINAL CHEMISTRY doi: 10.1021/acs.jmedchem.7b00215 contributor: fullname: Schillaci, D – volume: 11 start-page: 515 year: 2003 ident: WOS:000180693900005 article-title: Importance of the thiomorpholine introduction in new pyrrole derivatives as antimycobacterial agents analogues of BM 212 publication-title: BIOORGANIC & MEDICINAL CHEMISTRY contributor: fullname: Biava, M – volume: 58 start-page: 8503 year: 2015 ident: WOS:000364796100012 article-title: Discovery of Azaindole Ureas as a Novel Class of Bacterial Gyrase B Inhibitors publication-title: JOURNAL OF MEDICINAL CHEMISTRY doi: 10.1021/acs.jmedchem.5b00961 contributor: fullname: Zhang, J – volume: 40 start-page: 277 year: 2015 ident: MEDLINE:25859123 article-title: The antibiotic resistance crisis: part 1: causes and threats. publication-title: P & T : a peer-reviewed journal for formulary management contributor: fullname: Ventola, C Lee – volume: 25 start-page: 338 year: 2017 ident: WOS:000397052800035 article-title: Design, synthesis and biological evaluation of 4,5-dibromo-N-(thiazol-2yl)-1H-pyrrole-2-carboxamide derivatives as novel DNA gyrase inhibitors publication-title: BIOORGANIC & MEDICINAL CHEMISTRY doi: 10.1016/j.bmc.2016.10.038 contributor: fullname: Tomasic, T – volume: 284 start-page: 1318 year: 1999 ident: WOS:000080430600043 article-title: Bacterial biofilms: A common cause of persistent infections publication-title: SCIENCE contributor: fullname: Costerton, JW – volume: 55 start-page: 351 year: 2004 ident: WOS:000220980600014 article-title: A hierarchical approach to all-atom protein loop prediction publication-title: PROTEINS-STRUCTURE FUNCTION AND BIOINFORMATICS doi: 10.1002/prot.10613 contributor: fullname: Jacobson, MP – volume: 25 start-page: 1831 year: 2015 ident: WOS:000353205000003 article-title: Tricyclic 1,5-naphthyridinone oxabicyclooctane-linked novel bacterial topoisomerase inhibitors as broad-spectrum antibacterial agents-SAR of left-hand-side moiety (Part-2) publication-title: BIOORGANIC & MEDICINAL CHEMISTRY LETTERS doi: 10.1016/j.bmcl.2015.03.044 contributor: fullname: Singh, SB – volume: 29 start-page: 27 year: 2014 ident: WOS:000347746500005 article-title: Third-generation cephalosporin resistance in gram-negative bacteria in the community: a growing public health concern publication-title: KOREAN JOURNAL OF INTERNAL MEDICINE doi: 10.3904/kjim.2014.29.1.27 contributor: fullname: Park, SH – volume: 60 start-page: 1767 year: 2016 ident: WOS:000376490800073 article-title: Evolution of Pseudomonas aeruginosa Antimicrobial Resistance and Fitness under Low and High Mutation Rates publication-title: ANTIMICROBIAL AGENTS AND CHEMOTHERAPY doi: 10.1128/AAC.02676-15 contributor: fullname: Cabot, G – volume: 13 start-page: 366 year: 2008 ident: WOS:000259009100002 article-title: grlA and gyrA mutations and antimicrobial susceptibility in clinical isolates of ciprofloxacin-methicillin-resistant Staphylococcus aureus publication-title: EUROPEAN JOURNAL OF MEDICAL RESEARCH contributor: fullname: Coskun-Ari, FF – volume: 1 start-page: 973 year: 2006 ident: WOS:000480664100037.31 publication-title: CHEMMEDCHEM doi: 10.1002/CMDC.200600026 contributor: fullname: MANETTI F – volume: 20 start-page: 593 year: 2014 ident: 10.1016/j.ejmech.2019.05.087_bib35 article-title: Multi-drug-resistant Staphylococcus aureus and future chemotherapy publication-title: J. Infect. Chemother. doi: 10.1016/j.jiac.2014.08.001 contributor: fullname: Hiramatsu – volume: 176 start-page: 1 year: 1988 ident: 10.1016/j.ejmech.2019.05.087_bib29 article-title: Permeation of hydrophilic molecules through the outer membrane of gram-negative bacteria. Review on bacterial porins publication-title: Eur. J. Biochem. doi: 10.1111/j.1432-1033.1988.tb14245.x contributor: fullname: Benz – volume: 49 start-page: 4946 year: 2006 ident: 10.1016/j.ejmech.2019.05.087_bib22 article-title: Antimycobacterial agents. Novel diarylpyrrole derivatives of BM212 endowed with high activity toward Mycobacterium tuberculosis and Low Cytotoxicity publication-title: J. Med. Chem. doi: 10.1021/jm0602662 contributor: fullname: Biava – volume: 13 start-page: 785 year: 2013 ident: 10.1016/j.ejmech.2019.05.087_bib7 article-title: Clinical epidemiology of the global expansion of Klebsiella pneumoniaecarbapenemases publication-title: Lancet Infect. Dis. doi: 10.1016/S1473-3099(13)70190-7 contributor: fullname: Munoz-Price – volume: 50 start-page: 2137 year: 2006 ident: 10.1016/j.ejmech.2019.05.087_bib56 article-title: Genetic changes that correlate with reduced susceptibility to daptomycin in Staphylococcus aureus publication-title: Antimicrob. Agents Chemother. doi: 10.1128/AAC.00039-06 contributor: fullname: Friedman – volume: 89 start-page: 88 year: 2011 ident: 10.1016/j.ejmech.2019.05.087_bib14 article-title: Race against time to develop new antibiotics publication-title: Bull. World Health Organ. doi: 10.2471/BLT.11.030211 contributor: fullname: Braine – volume: 55 start-page: 6413 year: 2012 ident: 10.1016/j.ejmech.2019.05.087_bib47 article-title: Structure based discovery of substituted 4,5'-bithiazoles as novel DNA gyrase inhibitors publication-title: J. Med. Chem. doi: 10.1021/jm300395d contributor: fullname: Brvar – volume: 6 start-page: 10048 year: 2015 ident: 10.1016/j.ejmech.2019.05.087_bib38 article-title: Structural basis of DNA gyrase inhibition by antibacterial QPT-1, anticancer drug etoposide and moxifloxacin publication-title: Nat. Commun. doi: 10.1038/ncomms10048 contributor: fullname: Chan – volume: 40 start-page: 277 year: 2015 ident: 10.1016/j.ejmech.2019.05.087_bib5 article-title: The antibiotic resistance crisis part 1: causes and threats publication-title: Pharmacol. Ther. contributor: fullname: Ventola – volume: 162 start-page: 722 year: 1985 ident: 10.1016/j.ejmech.2019.05.087_bib30 article-title: Ion selectivity of gram-negative bacterial porins publication-title: J. Bacteriol. doi: 10.1128/JB.162.2.722-727.1985 contributor: fullname: Benz – ident: 10.1016/j.ejmech.2019.05.087_bib53 – volume: 19 start-page: 453 year: 2018 ident: 10.1016/j.ejmech.2019.05.087_bib42 article-title: Novel bacterial topoisomerase inhibitors exploit asp83 and the intrinsic flexibility of the DNA gyrase binding site publication-title: Int. J. Mol. Sci. doi: 10.3390/ijms19020453 contributor: fullname: Franco-Ulloa – volume: 114 start-page: 2313 year: 2014 ident: 10.1016/j.ejmech.2019.05.087_bib36 article-title: Non-quinolone inhibitors of bacterial type IIa topoisomerases: a feat of bioisosterism publication-title: Chem. Rev. doi: 10.1021/cr4003984 contributor: fullname: Mayer – volume: 125 start-page: 500 year: 2017 ident: 10.1016/j.ejmech.2019.05.087_bib45 article-title: Linker-switch approach towards new ATP binding site inhibitors of DNA gyrase B publication-title: Eur. J. Med. Chem. doi: 10.1016/j.ejmech.2016.09.040 contributor: fullname: Jukiča – volume: 55 start-page: 351 year: 2004 ident: 10.1016/j.ejmech.2019.05.087_bib52 article-title: A hierarchical approach to all-atom protein loop prediction publication-title: Proteins doi: 10.1002/prot.10613 contributor: fullname: Jacobson – volume: 22 start-page: 438 year: 2014 ident: 10.1016/j.ejmech.2019.05.087_bib8 article-title: Fluoroquinolone resistance: mechanisms, impact on bacteria, and role in evolutionary success publication-title: Trends Microbiol. doi: 10.1016/j.tim.2014.04.007 contributor: fullname: Redgrave – volume: 60 start-page: 1767 year: 2016 ident: 10.1016/j.ejmech.2019.05.087_bib11 article-title: Evolution of Pseudomonas aeruginosa antimicrobial resistance and fitness under low and high mutation rates publication-title: Antimicrob. Agents Chemother. doi: 10.1128/AAC.02676-15 contributor: fullname: Cabot – volume: 119 start-page: 162 year: 2014 ident: 10.1016/j.ejmech.2019.05.087_bib19 article-title: Discovery and preclinical development of new antibiotics publication-title: Ups. J. Med. Sci. doi: 10.3109/03009734.2014.896437 contributor: fullname: Hughes – volume: 1794 start-page: 808 year: 2009 ident: 10.1016/j.ejmech.2019.05.087_bib28 article-title: Outer membrane permeability and antibiotic resistance publication-title: Biochim. Biophys. Acta doi: 10.1016/j.bbapap.2008.11.005 contributor: fullname: Delcour – volume: 161 start-page: 154 year: 2019 ident: 10.1016/j.ejmech.2019.05.087_bib18 article-title: Synthetic small molecules as anti-biofilm agents in the struggle against antibiotic resistance publication-title: Eur. J. Med. Chem. doi: 10.1016/j.ejmech.2018.10.036 contributor: fullname: Parrino – volume: 49 start-page: 84 year: 2009 ident: 10.1016/j.ejmech.2019.05.087_bib37 article-title: Empirical scoring functions for advanced protein-ligand docking with PLANTS publication-title: J. Chem. Inf. Model. doi: 10.1021/ci800298z contributor: fullname: Korb – volume: 21 start-page: 7416 year: 2011 ident: 10.1016/j.ejmech.2019.05.087_bib31 article-title: Pyrrolamide DNA gyrase inhibitors: optimization of antibacterial activity and efficacy publication-title: Bioorg. Med. Chem. Lett doi: 10.1016/j.bmcl.2011.10.010 contributor: fullname: Sherer – volume: 6 start-page: 6947 year: 2015 ident: 10.1016/j.ejmech.2019.05.087_bib34 article-title: Deoxynybomycins inhibit mutant DNA gyrase and rescue mice infected with fluoroquinolone-resistant bacteria publication-title: Nat. Commun. doi: 10.1038/ncomms7947 contributor: fullname: Parkinson – volume: 3 start-page: 162 year: 2014 ident: 10.1016/j.ejmech.2019.05.087_bib44 article-title: Pharmacophore approaches in protein kinase inhibitors design publication-title: World J. Pharmacol. doi: 10.5497/wjp.v3.i4.162 contributor: fullname: Starosyla – volume: 1 start-page: 973 year: 2006 ident: 10.1016/j.ejmech.2019.05.087_bib26 article-title: Ligand-based virtual screening, parallel solution-phase and microwave-assisted synthesis as tools to identify and synthesize new inhibitors of mycobacterium tuberculosis publication-title: ChemMedChem doi: 10.1002/cmdc.200600026 contributor: fullname: Manetti – volume: 11 start-page: 515 year: 2003 ident: 10.1016/j.ejmech.2019.05.087_bib60 article-title: Importance of the thiomorpholine introduction in new pyrrole derivatives as antimycobacterial agents analogues of BM 212 publication-title: Bioorg. Med. Chem. doi: 10.1016/S0968-0896(02)00455-8 contributor: fullname: Biava – volume: 25 start-page: 338 year: 2017 ident: 10.1016/j.ejmech.2019.05.087_bib32 article-title: Design, synthesis and biological evaluation of 4,5-dibromo-N-(thiazol-2-yl)-1H-pyrrole-2-carboxamide derivatives as novel DNA gyrase inhibitors publication-title: Bioorg. Med. Chem. Lett doi: 10.1016/j.bmc.2016.10.038 contributor: fullname: Tomašič – volume: 13 start-page: 366 year: 2008 ident: 10.1016/j.ejmech.2019.05.087_bib33 article-title: GrlA and gyrA mutations and antimicrobial susceptibility in clinical isolates of ciprofloxacin- methicillin-resistant Staphylococcus aureus publication-title: Eur. J. Med. Res. contributor: fullname: Coskun-Ari – ident: 10.1016/j.ejmech.2019.05.087_bib27 – volume: 56 start-page: 968 year: 2005 ident: 10.1016/j.ejmech.2019.05.087_bib23 article-title: Identification of a new antitubercular drug candidate, SQ109, from a combinatorial library of 1,2-ethylenediamines publication-title: J. Antimicrob. Chemother. doi: 10.1093/jac/dki319 contributor: fullname: Protopopova – volume: 61 year: 2017 ident: 10.1016/j.ejmech.2019.05.087_bib55 article-title: Mechanisms of increased resistance to chlorhexidine and cross-resistance to colistin following exposure of Klebsiella pneumoniae clinical isolates to chlorhexidine publication-title: Antimicrob. Agents Chemother. doi: 10.1128/AAC.01162-16 contributor: fullname: Wand – volume: 15 start-page: 5207 year: 2005 ident: 10.1016/j.ejmech.2019.05.087_bib46 article-title: In silico fragment-based discovery of indolin-2-one analogues as potent DNA gyrase inhibitors publication-title: Bioorg. Med. Chem. Lett doi: 10.1016/j.bmcl.2005.08.068 contributor: fullname: Oblak – volume: 48 start-page: 4495 year: 2004 ident: 10.1016/j.ejmech.2019.05.087_bib40 article-title: A mutation in Escherichia coli DNA gyrase conferring quinolone resistance results in sensitivity to drugs targeting eukaryotic topoisomerase II publication-title: Antimicrob. Agents Chemother. doi: 10.1128/AAC.48.12.4495-4504.2004 contributor: fullname: Gruger – volume: 52 start-page: 2806 year: 2008 ident: 10.1016/j.ejmech.2019.05.087_bib39 article-title: Discovery and characterization of QPT-1, the progenitor of a new class of bacterial topoisomerase inhibitors publication-title: Antimicrob. Agents Chemother. doi: 10.1128/AAC.00247-08 contributor: fullname: Miller – volume: 29 start-page: 27 year: 2014 ident: 10.1016/j.ejmech.2019.05.087_bib6 article-title: Third-generation cephalosporin resistance in gram-negative bacteria in the community: a growing public health concern publication-title: Korean J. Intern. Med. doi: 10.3904/kjim.2014.29.1.27 contributor: fullname: Park – volume: 145 start-page: 539 year: 2018 ident: 10.1016/j.ejmech.2019.05.087_bib57 article-title: In vivo potent BM635 analogue with improved drug-like properties publication-title: Eur. J. Med. Chem. doi: 10.1016/j.ejmech.2017.12.075 contributor: fullname: Poce – volume: 21 start-page: 7416 year: 2011 ident: 10.1016/j.ejmech.2019.05.087_bib49 article-title: Pyrrolamide DNA gyrase inhibitors: optimization of antibacterial activity and efficacy publication-title: Bioorg. Med. Chem. Lett doi: 10.1016/j.bmcl.2011.10.010 contributor: fullname: Sherer – volume: 51 start-page: 5243 year: 2008 ident: 10.1016/j.ejmech.2019.05.087_bib48 article-title: Novel dual-targeting benzimidazole urea inhibitors of DNA gyrase and topoisomerase IV possessing potent antibacterial activity: intelligent design and evolution through the judicious use of structure guided design and structure-activity relationships publication-title: J. Med. Chem. doi: 10.1021/jm800318d contributor: fullname: Charifson – volume: 133 start-page: 152 year: 2017 ident: 10.1016/j.ejmech.2019.05.087_bib20 article-title: Antibiotics in late clinical development publication-title: Biochem. Pharmacol. doi: 10.1016/j.bcp.2016.09.025 contributor: fullname: Fernandes – volume: 8 start-page: 43 year: 2002 ident: 10.1016/j.ejmech.2019.05.087_bib4 article-title: The patient's role in the spread and control of bacterial resistance to antibiotics publication-title: Clin. Microbiol. Infect. doi: 10.1046/j.1469-0691.8.s.2.6.x contributor: fullname: Davey – volume: 51 start-page: 3644 year: 2008 ident: 10.1016/j.ejmech.2019.05.087_bib59 article-title: 1,5-Diphenylpyrrole derivatives as antimycobacterial agents. probing the influence on antimycobacterial activity of lipophilic substituents at the phenyl rings publication-title: J. Med. Chem. doi: 10.1021/jm701560p contributor: fullname: Biava – volume: 85 start-page: 57 year: 2002 ident: 10.1016/j.ejmech.2019.05.087_bib9 article-title: Methicillin resistance in Staphylococcus aureus: mechanisms and modulation publication-title: Sci. Prog. doi: 10.3184/003685002783238870 contributor: fullname: Stapleton – volume: 284 start-page: 1311 year: 1999 ident: 10.1016/j.ejmech.2019.05.087_bib12 article-title: Bacterial biofilms: a common cause of persistent infections publication-title: Science doi: 10.1126/science.284.5418.1318 contributor: fullname: Costerton – volume: 58 start-page: 8503 year: 2015 ident: 10.1016/j.ejmech.2019.05.087_bib43 article-title: Discovery of azaindole ureas as a novel class of bacterial gyrase b inhibitors publication-title: J. Med. Chem. doi: 10.1021/acs.jmedchem.5b00961 contributor: fullname: Zhang – volume: 5 start-page: 101 year: 1995 ident: 10.1016/j.ejmech.2019.05.087_bib10 article-title: The worldwide prevalence of methicillin-resistant Staphylococcus aureus publication-title: Int. J. Antimicrob. Agents doi: 10.1016/0924-8579(94)00036-T contributor: fullname: Voss – volume: 12 start-page: 81 year: 1973 ident: 10.1016/j.ejmech.2019.05.087_bib25 article-title: A new method for addition of aldehydes to activated double bonds publication-title: Angew Chem. Int. Ed. Engl. doi: 10.1002/anie.197300811 contributor: fullname: Stetter – ident: 10.1016/j.ejmech.2019.05.087_bib24 – volume: 175 start-page: 72 year: 2019 ident: 10.1016/j.ejmech.2019.05.087_bib17 article-title: Porphyrinoid photosensitizers mediated photodynamic inactivation against bacteria publication-title: Eur. J. Med. Chem. doi: 10.1016/j.ejmech.2019.04.057 contributor: fullname: Sobotta – volume: 60 start-page: 8268 year: 2017 ident: 10.1016/j.ejmech.2019.05.087_bib15 article-title: Pharmaceutical approaches to target antibiotic resistance mechanisms publication-title: J. Med. Chem. doi: 10.1021/acs.jmedchem.7b00215 contributor: fullname: Schillaci – volume: 17 start-page: 4460 year: 2015 ident: 10.1016/j.ejmech.2019.05.087_bib58 article-title: Copper/Manganese cocatalyzed oxidative coupling of vinylarenes with ketones publication-title: Org. Lett. doi: 10.1021/acs.orglett.5b02116 contributor: fullname: Lan – year: 2017 ident: 10.1016/j.ejmech.2019.05.087_bib51 – volume: 10 start-page: 23 year: 2004 ident: 10.1016/j.ejmech.2019.05.087_bib3 article-title: Antimicrobial drug development – the past, the present, and the future publication-title: Clin. Microbiol. Infect. doi: 10.1111/j.1465-0691.2004.1007.x contributor: fullname: Powers – volume: 25 start-page: 1831 year: 2015 ident: 10.1016/j.ejmech.2019.05.087_bib41 article-title: Tricyclic 1,5-naphthyridinone oxabicyclooctane-linked novel bacterial topoisomerase inhibitors as broad-spectrum antibacterial agents-SAR of left-hand-side moiety (Part-2) publication-title: Bioorg. Med. Chem. Lett doi: 10.1016/j.bmcl.2015.03.044 contributor: fullname: Singh – volume: 73 start-page: 1452 year: 2018 ident: 10.1016/j.ejmech.2019.05.087_bib16 article-title: Discovery and development of new antibacterial drugs: learning from experience? publication-title: J. Antimicrob. Chemother. doi: 10.1093/jac/dky019 contributor: fullname: Jackson – volume: 59 start-page: 2780 year: 2016 ident: 10.1016/j.ejmech.2019.05.087_bib21 publication-title: J. Med. Chem. doi: 10.1021/acs.jmedchem.6b00031 contributor: fullname: Bhakta – volume: 27 start-page: 701 year: 1992 ident: 10.1016/j.ejmech.2019.05.087_bib61 article-title: Studies on anti-Candida agents with a pyrrole moiety. Synthesis and microbiological activity of some 3-aminomethyl-1,5-diaryl-2-methyl-pyrrole derivatives publication-title: Eur. J. Med. Chem. doi: 10.1016/0223-5234(92)90090-N contributor: fullname: Cerreto – volume: 43 start-page: 269 year: 2014 ident: 10.1016/j.ejmech.2019.05.087_bib50 article-title: Development of novel N-linked aminopiperidine-based mycobacterial DNA gyrase B inhibitors: scaffold hopping from known antibacterial leads publication-title: Int. J. Antimicrob. Agents doi: 10.1016/j.ijantimicag.2013.12.006 contributor: fullname: Jeankumar – volume: 2 start-page: 7400 year: 2017 ident: 10.1016/j.ejmech.2019.05.087_bib13 article-title: Antibiotic resistance: current perspectives publication-title: ACS Omega doi: 10.1021/acsomega.7b01368 contributor: fullname: Petchiappan – volume: 70 start-page: 2209 year: 2015 ident: 10.1016/j.ejmech.2019.05.087_bib54 article-title: Retention of virulence following adaptation to colistin in Acinetobacter baumannii reflects the mechanism of resistance publication-title: J. Antimicrob. Chemother. doi: 10.1093/jac/dkv097 contributor: fullname: Wand |
SSID | ssj0005600 |
Score | 2.4414177 |
Snippet | Antibiotic resistance represents a major threat worldwide. Gram-positive and Gram-negative opportunistic pathogens are becoming resistant to all known drugs... |
Source | Web of Science |
SourceID | proquest crossref pubmed webofscience elsevier |
SourceType | Aggregation Database Index Database Enrichment Source Publisher |
StartPage | 500 |
SubjectTerms | Antimicrobial resistance Chemistry, Medicinal DNA gyrase Drug resistance ESKAPE bacteria Life Sciences & Biomedicine Pharmacology & Pharmacy Pyrrole Science & Technology |
Title | Switching on the activity of 1,5-diaryl-pyrrole derivatives against drug-resistant ESKAPE bacteria: Structure-activity relationships and mode of action studies |
URI | https://dx.doi.org/10.1016/j.ejmech.2019.05.087 http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=FullRecord&UT=000480664100037 https://www.ncbi.nlm.nih.gov/pubmed/31202995 https://search.proquest.com/docview/2242114874 |
Volume | 178 |
WOS | 000480664100037 |
WOSCitedRecordID | wos000480664100037 |
hasFullText | 1 |
inHoldings | 1 |
isFullTextHit | |
isPrint | |
link | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV1Lb9NAEB616QEuFZRXClSLVPWUJXF21xtzi6JUgYoqUlqpN2t3vSmuwInyAOXCX-GvMuO1ExCVQBz9fsx4vlnvN98AnHpnO5lVNDaJHZcYG7n1XcNtL-m6zEotHRUnf7yMR9fyw4262YNBXQtDtMoq9oeYXkbrak27epvteZ63J4g-mD2QHpmgdmx6Hw4QjqRswEH__cXocsf0iEMlCu5P4y5ZV9CVNC9_98WXsxJRUkp4ErfufoT6MwO9F6xKYDp_BIdVRsn64aYfw54vjuDBoG7kdgRn4yBPvWmxq1211bLFzth4J1y9eQI_Jt_yVcmtZLOCYWbIqOqBmkuw2ZRFLcXRmRabz3y-WRArkWXovl9L5fAlM7cmx1STZYv1LccxPOWlxYoNJxf98ZDZIApt3rFJKVi7Xni-PfmiJuR9yud4oiJj1J-HrhmqLtgykB2fwvX58Gow4lUDB-4QF1d8Kr3GjCYRVsnMSyci5afTRCmH0KwMhgbb0z3S1Dc953TSVSamH1F6aoXMtBPPoFHMCv8CWMeKjnHC-sxj2InixGqvjVDOiEQK65rAa6Ol86DTkdYEtrs0GDklI6cdleIVm6Bry6a_-VuKUPKXI9_UjpCiIWl-xRR-tl6mXZpex-Gllk14Hjxkey8i6nYQ-VUTTn91me32UNwfxzIqJYGaEP3LboNKx530C1bH__1IL-EhLRENJlKvoIGO4F9jrrWyJ7D_9nt0Un1RPwGhvisj |
link.rule.ids | 315,786,790,4521,24144,27955,27956,45618,45712 |
linkProvider | Elsevier |
linkToHtml | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV3db9owED919KF7qbbui-7Lk6o-YUFiOyZ7Q4iKjhYhQaW-WbZjOqotID428dfsX905TmDTKm3aa-zYTu5yd45_9zuAM2dNKzPC700SSznaRmpcrKlpp7HNDJfc-uTk62HSv-GfbsXtAXSrXBgPqyxtf7DphbUurzTLt9lczGbNMXofjB48Hxnz5djkIzjkQkZxDQ47l4P-cI_0SEImCvb3-y5eZdAVMC93_9UVpxJRWlB4emzdwx7qzwj0QWdVOKaLJ3BcRpSkExb9FA5cfgJH3aqQ2wmcjwI99bZBJvtsq1WDnJPRnrh6-wx-jL_P1gW2ksxzgpEh8VkPvrgEmU9J1BAUlWm5_UIX26VHJZIM1fdbwRy-IvpOzzDUJNlyc0dxD-_j0nxNeuNBZ9QjJpBC649kXBDWbpaO7gZfVoC8z7MFDpRnxNfn8XOGrAuyCmDH53Bz0Zt0-7Qs4EAt-sU1nXInMaJJmRE8c9yySLjpNBXComsWGk2Dacu259TXbWtlGgud-B9RcmoYz6RlL6CWz3P3CkjLsJa2zLjModmJktRIJzUTVrOUM2PrQCuhqUXg6VAVgO1eBSErL2TVEgpnrIOsJKt-0zeFruQvd36oFEGhIP35is7dfLNSsT9ex-2l5HV4GTRktxYWxS30_KIOZ7-qzK49JPcnCY8KSqA6RP_SrVvyuHv-gvXpfz_SezjqT66v1NXlcPAaHvsWD4mJxBuooVK4txh3rc278rv6CcqGLRM |
openUrl | ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=Switching+on+the+activity+of+1%2C5-diaryl-pyrrole+derivatives+against+drug-resistant+ESKAPE+bacteria%3A+Structure-activity+relationships+and+mode+of+action+studies&rft.jtitle=European+journal+of+medicinal+chemistry&rft.au=Masci%2C+Domiziana&rft.au=Hind%2C+Charlotte&rft.au=Islam%2C+Mohammad+K&rft.au=Toscani%2C+Anita&rft.date=2019-09-15&rft.eissn=1768-3254&rft.volume=178&rft.spage=500&rft.epage=514&rft_id=info:doi/10.1016%2Fj.ejmech.2019.05.087&rft.externalDBID=NO_FULL_TEXT |
thumbnail_l | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=0223-5234&client=summon |
thumbnail_m | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=0223-5234&client=summon |
thumbnail_s | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=0223-5234&client=summon |