Discovery of a small-molecule inhibitor and cellular probe of Keap1–Nrf2 protein–protein interaction
A high-throughput screen (HTS) of the MLPCN library using a homogenous fluorescence polarization assay identified a small molecule as a first-in-class direct inhibitor of Keap1–Nrf2 protein–protein interaction. The HTS hit has three chiral centers; a combination of flash and chiral chromatographic s...
Saved in:
| Published in | Bioorganic & medicinal chemistry letters Vol. 23; no. 10; pp. 3039 - 3043 |
|---|---|
| Main Authors | , , , , , , , , , , , , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
OXFORD
Elsevier Ltd
15.05.2013
Elsevier |
| Subjects | |
| Online Access | Get full text |
Cover
Loading…
| Abstract | A high-throughput screen (HTS) of the MLPCN library using a homogenous fluorescence polarization assay identified a small molecule as a first-in-class direct inhibitor of Keap1–Nrf2 protein–protein interaction. The HTS hit has three chiral centers; a combination of flash and chiral chromatographic separation demonstrated that Keap1-binding activity resides predominantly in one stereoisomer (SRS)-5 designated as ML334 (LH601A), which is at least 100× more potent than the other stereoisomers. The stereochemistry of the four cis isomers was assigned using X-ray crystallography and confirmed using stereospecific synthesis. (SRS)-5 is functionally active in both an ARE gene reporter assay and an Nrf2 nuclear translocation assay. The stereospecific nature of binding between (SRS)-5 and Keap1 as well as the preliminary but tractable structure–activity relationships support its use as a lead for our ongoing optimization |
|---|---|
| AbstractList | A high-throughput screen (HTS) of the MLPCN library using a homogenous fluorescence polarization assay identified a small molecule as a first-in-class direct inhibitor of Keap1–Nrf2 protein–protein interaction. The HTS hit has three chiral centers; a combination of flash and chiral chromatographic separation demonstrated that Keap1-binding activity resides predominantly in one stereoisomer (SRS)-5 designated as ML334 (LH601A), which is at least 100× more potent than the other stereoisomers. The stereochemistry of the four cis isomers was assigned using X-ray crystallography and confirmed using stereospecific synthesis. (SRS)-5 is functionally active in both an ARE gene reporter assay and an Nrf2 nuclear translocation assay. The stereospecific nature of binding between (SRS)-5 and Keap1 as well as the preliminary but tractable structure–activity relationships support its use as a lead for our ongoing optimization A high-throughput screen (HTS) of the MLPCN library using a homogenous fluorescence polarization assay identified a small molecule as a first-in-class direct inhibitor of Keap1-Nrf2 protein-protein interaction. The HTS hit has three chiral centers; a combination of flash and chiral chromatographic separation demonstrated that Keap1-binding activity resides predominantly in one stereoisomer (SRS)-5 designated as ML334 (LH601A), which is at least 100× more potent than the other stereoisomers. The stereochemistry of the four cis isomers was assigned using X-ray crystallography and confirmed using stereospecific synthesis. (SRS)-5 is functionally active in both an ARE gene reporter assay and an Nrf2 nuclear translocation assay. The stereospecific nature of binding between (SRS)-5 and Keap1 as well as the preliminary but tractable structure-activity relationships support its use as a lead for our ongoing optimization. A high-throughput screen (HTS) of the MLPCN library using a homogenous fluorescence polarization assay identified a small molecule as a first-in-class direct inhibitor of Keap1-Nrf2 protein protein interaction. The HTS hit has three chiral centers; a combination of flash and chiral chromatographic separation demonstrated that Keap1-binding activity resides predominantly in one stereoisomer (SRS)-5 designated as ML334 (LH601A), which is at least 100x more potent than the other stereoisomers. The stereochemistry of the four cis isomers was assigned using X-ray crystallography and confirmed using stereospecific synthesis. (SRS)-5 is functionally active in both an ARE gene reporter assay and an Nrf2 nuclear translocation assay. The stereospecific nature of binding between (SRS)-5 and Keap1 as well as the preliminary but tractable structure activity relationships support its use as a lead for our ongoing optimization (C) 2013 Elsevier Ltd. All rights reserved. A high-throughput screen (HTS) of the MLPCN library using a homogenous fluorescence polarization assay identified a small molecule as a first-in-class direct inhibitor of Keap1-Nrf2 protein-protein interaction. The HTS hit has three chiral centers; a combination of flash and chiral chromatographic separation demonstrated that Keap1-binding activity resides predominantly in one stereoisomer ( SRS )- 5 designated as ML334 (LH601A), which is at least 100× more potent than the other stereoisomers. The stereochemistry of the four cis isomers was assigned using X-ray crystallography and confirmed using stereospecific synthesis. ( SRS )- 5 is functionally active in both an ARE gene reporter assay and an Nrf2 nuclear translocation assay. The stereospecific nature of binding between ( SRS )- 5 and Keap1 as well as the preliminary but tractable structure-activity relationships support its use as a lead for our ongoing optimization. |
| Author | Shen, Jian Palmer, Michelle Kong, Ah-Ng Tony Chen, Lin Kerrigan, John E. Beamer, Lesa J. Chen, Yu Emge, Thomas J. Munoz, Benito Magesh, Sadagopan Dandapani, Sivaraman Wang, Lili Hu, Longqin Inoyama, Daigo Lewis, Timothy A. Khodier, Carol Schreiber, Stuart L. |
| AuthorAffiliation | a Department of Medicinal Chemistry, Ernest Mario School of Pharmacy, Rutgers, The State University of New Jersey, Piscataway, NJ 08854, USA c Chemical Biology Platform and Probe Development Center, Broad Institute of MIT and Harvard, 7 Cambridge Center, Cambridge, MA 02142, USA b The Cancer Institute of New Jersey, New Brunswick, NJ 08901, USA d Department of Biochemistry, University of Missouri, Columbia, MO, USA e Department of Chemistry and Chemical Biology, Rutgers, The State University of New Jersey, Piscataway, NJ 08854, USA f Department of Pharmaceutics, Ernest Mario School of Pharmacy, Rutgers, The State University of New Jersey, Piscataway, NJ 08854, USA |
| AuthorAffiliation_xml | – name: f Department of Pharmaceutics, Ernest Mario School of Pharmacy, Rutgers, The State University of New Jersey, Piscataway, NJ 08854, USA – name: e Department of Chemistry and Chemical Biology, Rutgers, The State University of New Jersey, Piscataway, NJ 08854, USA – name: b The Cancer Institute of New Jersey, New Brunswick, NJ 08901, USA – name: d Department of Biochemistry, University of Missouri, Columbia, MO, USA – name: a Department of Medicinal Chemistry, Ernest Mario School of Pharmacy, Rutgers, The State University of New Jersey, Piscataway, NJ 08854, USA – name: c Chemical Biology Platform and Probe Development Center, Broad Institute of MIT and Harvard, 7 Cambridge Center, Cambridge, MA 02142, USA |
| Author_xml | – sequence: 1 givenname: Longqin surname: Hu fullname: Hu, Longqin email: LongHu@rutgers.edu organization: Department of Medicinal Chemistry, Ernest Mario School of Pharmacy, Rutgers, The State University of New Jersey, Piscataway, NJ 08854, USA – sequence: 2 givenname: Sadagopan surname: Magesh fullname: Magesh, Sadagopan organization: Department of Medicinal Chemistry, Ernest Mario School of Pharmacy, Rutgers, The State University of New Jersey, Piscataway, NJ 08854, USA – sequence: 3 givenname: Lin surname: Chen fullname: Chen, Lin organization: Department of Medicinal Chemistry, Ernest Mario School of Pharmacy, Rutgers, The State University of New Jersey, Piscataway, NJ 08854, USA – sequence: 4 givenname: Lili surname: Wang fullname: Wang, Lili organization: Chemical Biology Platform and Probe Development Center, Broad Institute of MIT and Harvard, 7 Cambridge Center, Cambridge, MA 02142, USA – sequence: 5 givenname: Timothy A. surname: Lewis fullname: Lewis, Timothy A. organization: Chemical Biology Platform and Probe Development Center, Broad Institute of MIT and Harvard, 7 Cambridge Center, Cambridge, MA 02142, USA – sequence: 6 givenname: Yu surname: Chen fullname: Chen, Yu organization: Department of Medicinal Chemistry, Ernest Mario School of Pharmacy, Rutgers, The State University of New Jersey, Piscataway, NJ 08854, USA – sequence: 7 givenname: Carol surname: Khodier fullname: Khodier, Carol organization: Chemical Biology Platform and Probe Development Center, Broad Institute of MIT and Harvard, 7 Cambridge Center, Cambridge, MA 02142, USA – sequence: 8 givenname: Daigo surname: Inoyama fullname: Inoyama, Daigo organization: Department of Medicinal Chemistry, Ernest Mario School of Pharmacy, Rutgers, The State University of New Jersey, Piscataway, NJ 08854, USA – sequence: 9 givenname: Lesa J. surname: Beamer fullname: Beamer, Lesa J. organization: Department of Biochemistry, University of Missouri, Columbia, MO, USA – sequence: 10 givenname: Thomas J. surname: Emge fullname: Emge, Thomas J. organization: Department of Chemistry and Chemical Biology, Rutgers, The State University of New Jersey, Piscataway, NJ 08854, USA – sequence: 11 givenname: Jian surname: Shen fullname: Shen, Jian organization: Department of Medicinal Chemistry, Ernest Mario School of Pharmacy, Rutgers, The State University of New Jersey, Piscataway, NJ 08854, USA – sequence: 12 givenname: John E. surname: Kerrigan fullname: Kerrigan, John E. organization: The Cancer Institute of New Jersey, New Brunswick, NJ 08901, USA – sequence: 13 givenname: Ah-Ng Tony surname: Kong fullname: Kong, Ah-Ng Tony organization: The Cancer Institute of New Jersey, New Brunswick, NJ 08901, USA – sequence: 14 givenname: Sivaraman surname: Dandapani fullname: Dandapani, Sivaraman organization: Chemical Biology Platform and Probe Development Center, Broad Institute of MIT and Harvard, 7 Cambridge Center, Cambridge, MA 02142, USA – sequence: 15 givenname: Michelle surname: Palmer fullname: Palmer, Michelle organization: Chemical Biology Platform and Probe Development Center, Broad Institute of MIT and Harvard, 7 Cambridge Center, Cambridge, MA 02142, USA – sequence: 16 givenname: Stuart L. surname: Schreiber fullname: Schreiber, Stuart L. organization: Chemical Biology Platform and Probe Development Center, Broad Institute of MIT and Harvard, 7 Cambridge Center, Cambridge, MA 02142, USA – sequence: 17 givenname: Benito surname: Munoz fullname: Munoz, Benito organization: Chemical Biology Platform and Probe Development Center, Broad Institute of MIT and Harvard, 7 Cambridge Center, Cambridge, MA 02142, USA |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/23562243$$D View this record in MEDLINE/PubMed |
| BookMark | eNqNkcuKFDEUhoOMOD2jL-BCay_VnlyqUgUiDO0VB13ogLuQSp1Mp0knTaq6ZXa-g2_ok5ii2kY3YjiQ2__9Sf5ckLMQAxLymMKSAq2fb5bd1vglA8qXkIvye2RBRS1KLqA6IwtoayibVnw9JxfDsAGgAoR4QM4Zr2rGBF-Q9Ss3mHjAdFdEW-hi2Grvy230aPYeCxfWrnNjTIUOfWHQ-73Xqdil2OEEfEC9oz-___iYLJtWR3QhT4-jjI-YtBldDA_Jfav9gI-O_SW5efP6y-pdef3p7fvV1XVpKlGNZVsZTmWndYO0riyTWtgauZWyM9JahL6y0PXCGEENl7qSrEeDUrSNsZwjvyQvZ9_dvttibzCMSXu1S26r052K2qm_d4Jbq9t4ULwWTdvKbMBmA5PiMCS0J5aCmnJXGzXlrqbcFeSiPENP_jz1hPwOOguaWfANu2gH4zAYPMkAgNNGVjA1wVZu1FNmq7gPY0af_T-a1U9ntdVR6dvkBnXzOV81CyhnwKervJgVmL_h4DCpo2fvEppR9dH966m_ALhzxXo |
| CitedBy_id | crossref_primary_10_1021_acs_jmedchem_2c00457 crossref_primary_10_1021_acs_jmedchem_6b00775 crossref_primary_10_1016_j_cotox_2016_10_005 crossref_primary_10_1016_j_freeradbiomed_2020_10_022 crossref_primary_10_1002_mnfr_201700908 crossref_primary_10_1248_yakushi_17_00211_5 crossref_primary_10_1080_14756366_2022_2124408 crossref_primary_10_1002_med_21396 crossref_primary_10_1021_acs_jmedchem_2c00170 crossref_primary_10_1016_j_pharep_2016_12_011 crossref_primary_10_1093_abbs_gmaa053 crossref_primary_10_1021_acs_jmedchem_9b01865 crossref_primary_10_1016_j_ejmech_2024_116270 crossref_primary_10_1177_1087057114520975 crossref_primary_10_1016_j_redox_2021_102129 crossref_primary_10_1038_s41467_024_48364_4 crossref_primary_10_1360_TB_2023_0034 crossref_primary_10_1016_j_saa_2017_11_033 crossref_primary_10_1021_acs_jmedchem_5b00602 crossref_primary_10_1039_C3MD00240C crossref_primary_10_1021_acs_jmedchem_9b00818 crossref_primary_10_1186_s13065_019_0633_4 crossref_primary_10_1016_j_ejmech_2020_112734 crossref_primary_10_3389_fcell_2022_879632 crossref_primary_10_1016_j_bmc_2020_115343 crossref_primary_10_1039_C6MB00030D crossref_primary_10_1016_j_redox_2017_09_004 crossref_primary_10_1007_s00044_020_02539_y crossref_primary_10_1007_s11011_021_00762_z crossref_primary_10_1016_j_ejmech_2015_08_049 crossref_primary_10_1021_acs_jmedchem_9b01451 crossref_primary_10_1128_MCB_00099_20 crossref_primary_10_1124_pr_117_014753 crossref_primary_10_1021_acs_jmedchem_5b00170 crossref_primary_10_1016_j_celrep_2018_06_081 crossref_primary_10_1016_j_drudis_2023_103800 crossref_primary_10_1038_nrd_2016_29 crossref_primary_10_1002_biof_1907 crossref_primary_10_1016_j_bmc_2017_01_005 crossref_primary_10_4103_1673_5374_194706 crossref_primary_10_1016_j_ejmech_2020_112467 crossref_primary_10_1042_BJ20130597 crossref_primary_10_1042_BST20150051 crossref_primary_10_1016_j_phrs_2021_105577 crossref_primary_10_1039_C3AN02216A crossref_primary_10_3109_14756366_2016_1158714 crossref_primary_10_1016_j_freeradbiomed_2015_06_006 crossref_primary_10_1021_acs_jmedchem_5b00185 crossref_primary_10_1016_j_tips_2014_10_011 crossref_primary_10_1016_j_ejmech_2022_114380 crossref_primary_10_3390_ijms24108900 crossref_primary_10_3390_molecules21091140 crossref_primary_10_1016_j_freeradbiomed_2015_04_036 crossref_primary_10_1080_14756366_2016_1205047 crossref_primary_10_3390_molecules24224085 crossref_primary_10_1016_j_bmcl_2019_126852 crossref_primary_10_3103_S0027131424700081 crossref_primary_10_1007_s10565_023_09832_7 crossref_primary_10_1021_acs_jmedchem_6b00228 crossref_primary_10_1177_2472555220935816 crossref_primary_10_1016_j_intimp_2023_111469 crossref_primary_10_1002_bies_202300176 crossref_primary_10_1039_C6MD00500D crossref_primary_10_1016_j_phymed_2023_154992 crossref_primary_10_1016_j_bmcl_2018_03_003 crossref_primary_10_55959_SU0579_9384_2_2024_65_2_96_112 crossref_primary_10_1016_j_bmcl_2015_11_082 crossref_primary_10_1021_acs_jmedchem_8b01133 crossref_primary_10_1021_jm5000529 crossref_primary_10_1021_acsmedchemlett_9b00594 crossref_primary_10_1002_cplu_201700539 crossref_primary_10_1016_j_freeradbiomed_2018_02_010 crossref_primary_10_1016_j_ejmech_2023_116104 crossref_primary_10_1016_j_bmcl_2017_10_008 crossref_primary_10_1016_j_fob_2015_06_011 crossref_primary_10_1016_j_semcancer_2021_06_003 crossref_primary_10_3390_metabo12020151 crossref_primary_10_3390_ijms24097842 crossref_primary_10_1021_acs_jmedchem_6b00586 crossref_primary_10_1038_s41392_020_00315_3 crossref_primary_10_1074_jbc_M115_678136 crossref_primary_10_1016_j_redox_2022_102570 crossref_primary_10_1016_j_neuint_2021_105014 crossref_primary_10_1016_j_jconrel_2017_11_004 crossref_primary_10_3390_ijms160613885 crossref_primary_10_1021_acs_jmedchem_8b00358 crossref_primary_10_1042_BJ20141450 crossref_primary_10_1039_D3OB01154B crossref_primary_10_1186_s13065_020_00696_0 crossref_primary_10_1080_13543776_2017_1325464 crossref_primary_10_1038_s41573_018_0008_x crossref_primary_10_1016_j_ejmech_2020_112532 crossref_primary_10_1111_bph_14537 crossref_primary_10_4155_fmc_15_138 crossref_primary_10_1007_s12551_016_0244_4 crossref_primary_10_1016_j_ejmech_2023_115302 crossref_primary_10_1021_jm400970m crossref_primary_10_1155_2016_7316492 crossref_primary_10_1016_j_abb_2017_08_003 crossref_primary_10_1002_pro_2384 crossref_primary_10_3390_antiox9030193 crossref_primary_10_3390_ijms18091935 crossref_primary_10_3390_biom10060904 crossref_primary_10_3390_molecules27010167 crossref_primary_10_1002_cbic_201800170 crossref_primary_10_3390_molecules22060883 crossref_primary_10_3390_molecules22122142 crossref_primary_10_1021_acs_jmedchem_9b00723 crossref_primary_10_1016_j_cotox_2016_08_002 crossref_primary_10_1155_2019_9372182 crossref_primary_10_1016_j_ejmech_2017_11_048 crossref_primary_10_1021_acsmedchemlett_3c00067 crossref_primary_10_1002_adsc_201900178 crossref_primary_10_1016_j_bmc_2021_116300 crossref_primary_10_1021_jm400224q crossref_primary_10_1021_acs_jmedchem_2c00830 crossref_primary_10_1021_acs_jmedchem_2c00799 crossref_primary_10_1155_2016_7469326 crossref_primary_10_1002_cmdc_201300525 crossref_primary_10_12688_f1000research_12111_1 crossref_primary_10_1002_jbt_21693 crossref_primary_10_1007_s00044_019_02376_8 crossref_primary_10_1016_j_taap_2022_116243 crossref_primary_10_1021_acschembio_0c00104 crossref_primary_10_3390_molecules25112653 crossref_primary_10_1042_BST20130215 crossref_primary_10_1039_C5RA16262A crossref_primary_10_1039_D2CS00148A crossref_primary_10_1080_14756366_2019_1623209 crossref_primary_10_1002_med_21925 crossref_primary_10_3390_antiox11061128 crossref_primary_10_1016_j_ejmech_2019_111862 crossref_primary_10_1016_j_biochi_2018_07_020 crossref_primary_10_1016_j_phrs_2019_104404 crossref_primary_10_1016_j_ddtec_2017_10_001 crossref_primary_10_1021_acs_jmedchem_3c00712 crossref_primary_10_1177_2472555218807698 crossref_primary_10_1128_MCB_00189_20 crossref_primary_10_1177_2472555220965528 crossref_primary_10_1093_jpp_rgac038 crossref_primary_10_1016_j_bmcl_2015_04_019 crossref_primary_10_1021_jm4017174 crossref_primary_10_1021_acs_jmedchem_3c02171 crossref_primary_10_1021_acsmedchemlett_5b00407 crossref_primary_10_1016_j_apsb_2015_05_008 crossref_primary_10_1039_C5CS00252D crossref_primary_10_1039_D3CB00222E crossref_primary_10_1074_mcp_M115_055509 crossref_primary_10_1016_j_apsb_2023_07_019 crossref_primary_10_1021_acs_jmedchem_0c02094 |
| Cites_doi | 10.1158/1940-6207.CAPR-10-0296 10.1056/NEJMoa1105351 10.1016/j.bbrc.2011.03.046 10.1007/s00204-011-0694-1 10.1002/med.21257 10.1016/j.phrs.2008.09.003 10.1111/j.1747-0285.2011.01240.x 10.1089/ars.2008.2242 10.1016/S0957-4166(03)00579-2 10.1016/j.freeradbiomed.2004.04.033 10.1007/s00204-011-0674-5 10.1358/dnp.2007.20.2.1083437 10.1111/cbdd.12040 10.1021/ml300041g 10.1177/1087057111430124 10.1016/j.mrfmmm.2005.04.017 10.1002/cmdc.201000378 10.1159/000327599 10.1517/14728220903025762 10.1089/ars.2006.8.99 10.1073/pnas.90.7.2965 10.1207/s15327914nc5501_7 |
| ContentType | Journal Article |
| Copyright | 2013 Elsevier Ltd Copyright © 2013 Elsevier Ltd. All rights reserved. 2013 Elsevier Ltd. All rights reserved. 2013 |
| Copyright_xml | – notice: 2013 Elsevier Ltd – notice: Copyright © 2013 Elsevier Ltd. All rights reserved. – notice: 2013 Elsevier Ltd. All rights reserved. 2013 |
| DBID | FBQ 1KM BLEPL DTL GKMDS CGR CUY CVF ECM EIF NPM AAYXX CITATION 5PM |
| DOI | 10.1016/j.bmcl.2013.03.013 |
| DatabaseName | AGRIS Index Chemicus Web of Science Core Collection Science Citation Index Expanded Web of Science - Science Citation Index Expanded - 2013 Medline MEDLINE MEDLINE (Ovid) MEDLINE MEDLINE PubMed CrossRef PubMed Central (Full Participant titles) |
| DatabaseTitle | Web of Science MEDLINE Medline Complete MEDLINE with Full Text PubMed MEDLINE (Ovid) CrossRef |
| DatabaseTitleList | MEDLINE 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 – sequence: 3 dbid: FBQ name: AGRIS url: http://www.fao.org/agris/Centre.asp?Menu_1ID=DB&Menu_2ID=DB1&Language=EN&Content=http://www.fao.org/agris/search?Language=EN sourceTypes: Publisher |
| DeliveryMethod | fulltext_linktorsrc |
| Discipline | Medicine Anatomy & Physiology Chemistry |
| EISSN | 1464-3405 |
| EndPage | 3043 |
| ExternalDocumentID | 10_1016_j_bmcl_2013_03_013 23562243 000318750000042 US201500132033 S0960894X13003296 |
| Genre | Journal Article Research Support, N.I.H., Extramural |
| GrantInformation_xml | – fundername: NATIONAL HUMAN GENOME RESEARCH INSTITUTE; United States Department of Health & Human Services; National Institutes of Health (NIH) - USA; NIH National Human Genome Research Institute (NHGRI) grantid: U54HG005032 – fundername: NIH-MLPCN program grantid: 1 U54 HG005032-1 – fundername: NATIONAL CANCER INSTITUTE; United States Department of Health & Human Services; National Institutes of Health (NIH) - USA; NIH National Cancer Institute (NCI) grantid: R01CA133791 – fundername: National Institutes of Health; United States Department of Health & Human Services; National Institutes of Health (NIH) - USA grantid: CA133791; MH093197 – fundername: NATIONAL INSTITUTE OF MENTAL HEALTH; United States Department of Health & Human Services; National Institutes of Health (NIH) - USA; NIH National Institute of Mental Health (NIMH) grantid: R03MH093197 – fundername: NIMH NIH HHS grantid: MH093197 – fundername: NIMH NIH HHS grantid: R03 MH093197 – fundername: NCI NIH HHS grantid: CA133791 – fundername: NCI NIH HHS grantid: R01 CA133791 – fundername: NHGRI NIH HHS grantid: 1 U54 HG005032- 1 – fundername: NHGRI NIH HHS grantid: U54 HG005032 – fundername: National Institute of Mental Health : NIMH grantid: R03 MH093197 || MH – fundername: National Cancer Institute : NCI grantid: R01 CA133791 || CA |
| GroupedDBID | --- --K --M .~1 0R~ 1B1 1RT 1~. 1~5 23N 4.4 457 4G. 5GY 5VS 7-5 71M 8P~ 9JM 9JN AABNK AACTN AAEDT AAEDW AAIAV AAIKJ AAKOC AALRI AAOAW AAQFI AARLI AATCM AAXUO ABBQC ABFNM ABGSF ABJNI ABLVK ABMAC ABMZM ABUDA ABXDB ABYKQ ABZDS ACDAQ ACGFS ACIUM ACRLP ADBBV ADECG ADEZE ADUVX AEBSH AEHWI AEKER AENEX AFKWA AFTJW AFXIZ AFZHZ AGHFR AGUBO AGYEJ AHHHB AIEXJ AIKHN AITUG AJBFU AJOXV AJRQY AJSZI ALCLG ALMA_UNASSIGNED_HOLDINGS AMFUW AMRAJ ANZVX AXJTR BKOJK BLXMC BNPGV CS3 D0L DOVZS EBS EFJIC EFLBG EJD EO8 EO9 EP2 EP3 F5P FDB FIRID FLBIZ FNPLU FYGXN G-Q GBLVA IHE J1W KOM LCYCR LZ2 M29 M2Z M34 M41 MO0 N9A O-L O9- OAUVE OGGZJ OZT P-8 P-9 P2P PC. Q38 RIG ROL RPZ SCC SDF SDG SDP SES SPC SPCBC SSH SSK SSP SSU SSZ T5K YK3 ZMT ~02 ~G- .HR 53G 6TJ AAQXK ABPIF ABPTK ABTAH ACNNM ADMUD AFFNX AGRDE ASPBG AVWKF AZFZN FBQ FEDTE FGOYB G-2 HEA HMK HMO HMS HMT HVGLF HZ~ R2- SAE SCB SEW SOC SPT WUQ XFK XPP Y6R ZY4 1KM AAXKI AKRWK BLEPL DTL GROUPED_WOS_SCIENCE_CITATION_INDEX_EXPANDED CGR CUY CVF ECM EIF NPM AAYXX ACRPL ADNMO AFJKZ CITATION 5PM |
| ID | FETCH-LOGICAL-c545t-95c317baa8e165f27a4f6e3f77bc7ffe0d5f0bd4cc41c37a572dece7498cf33e3 |
| IEDL.DBID | AIKHN |
| ISICitedReferencesCount | 154 |
| ISICitedReferencesURI | https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=CitingArticles&UT=000318750000042 |
| ISSN | 0960-894X |
| IngestDate | Tue Sep 17 21:16:06 EDT 2024 Fri Dec 06 01:19:42 EST 2024 Sat Sep 28 08:01:07 EDT 2024 Wed Sep 18 01:10:13 EDT 2024 Fri Dec 13 18:07:28 EST 2024 Wed Dec 27 19:05:47 EST 2023 Fri Feb 23 02:17:10 EST 2024 |
| IsDoiOpenAccess | false |
| IsOpenAccess | true |
| IsPeerReviewed | true |
| IsScholarly | true |
| Issue | 10 |
| Keywords | Keap1 Nrf2 activation Nrf2 Inhibitors of protein–protein interaction TARGET Inhibitors of protein-protein interaction PATHWAY BARDOXOLONE METHYL MODULATORS KIDNEY-FUNCTION |
| Language | English |
| License | Copyright © 2013 Elsevier Ltd. All rights reserved. https://www.elsevier.com/tdm/userlicense/1.0 |
| LinkModel | DirectLink |
| LogoURL | https://exlibris-pub.s3.amazonaws.com/fromwos-v2.jpg |
| MergedId | FETCHMERGED-LOGICAL-c545t-95c317baa8e165f27a4f6e3f77bc7ffe0d5f0bd4cc41c37a572dece7498cf33e3 |
| Notes | http://dx.doi.org/10.1016/j.bmcl.2013.03.013 NIH RePORTER |
| ORCID | 0000-0001-9748-9575 0000-0002-1799-5652 |
| OpenAccessLink | https://europepmc.org/articles/pmc3648997?pdf=render |
| PMID | 23562243 |
| PageCount | 5 |
| ParticipantIDs | webofscience_primary_000318750000042CitationCount pubmed_primary_23562243 fao_agris_US201500132033 elsevier_sciencedirect_doi_10_1016_j_bmcl_2013_03_013 crossref_primary_10_1016_j_bmcl_2013_03_013 webofscience_primary_000318750000042 pubmedcentral_primary_oai_pubmedcentral_nih_gov_3648997 |
| PublicationCentury | 2000 |
| PublicationDate | 2013-05-15 |
| PublicationDateYYYYMMDD | 2013-05-15 |
| PublicationDate_xml | – month: 05 year: 2013 text: 2013-05-15 day: 15 |
| PublicationDecade | 2010 |
| PublicationPlace | OXFORD |
| PublicationPlace_xml | – name: OXFORD – name: England |
| PublicationTitle | Bioorganic & medicinal chemistry letters |
| PublicationTitleAbbrev | BIOORG MED CHEM LETT |
| PublicationTitleAlternate | Bioorg Med Chem Lett |
| PublicationYear | 2013 |
| Publisher | Elsevier Ltd Elsevier |
| Publisher_xml | – name: Elsevier Ltd – name: Elsevier |
| References | Magesh, Chen, Hu (b0005) 2012; 32 Pergola, Raskin, Toto, Meyer, Huff, Grossman, Krauth, Ruiz, Audhya, Christ-Schmidt, Wittes, Warnock (b0075) 2011; 365 Calkins, Johnson, Townsend, Vargas, Dowell, Williamson, Kraft, Lee, Li, Johnson (b0025) 2009; 11 Yates, Kensler (b0040) 2007; 20 Li, Ichikawa, Janicki, Cui (b0045) 2009; 13 Christov, González-Bulnes, Malhaire, Karabencheva, Goudet, Pin, Llebaria, Giraldo (b0115) 2011; 6 Baird, Dinkova-Kostova (b0020) 2011; 85 Steel, Cowan, Payerne, O’Connell, Searcey (b0060) 2012; 3 Pergola, Krauth, Huff, Ferguson, Ruiz, Meyer, Warnock (b0070) 2011; 33 Inoyama, Chen, Huang, Beamer, Kong, Hu (b0100) 2011; 17 Stewart, Hengstler, Bolt (b0015) 2011; 85 Lau, Villeneuve, Sun, Wong, Zhang (b0035) 2008; 58 Zhao, Redell, Moore, Dash (b0055) 2011; 407 Egner, Chen, Wang, Wu, Sun, Lu, Zhu, Zhang, Chen, Friesen, Jacobson, Munoz, Ng, Qian, Zhu, Chen, Botting, Zhang, Fahey, Talalay, Groopman, Kensler (b0085) 2011; 4 DiscoveRx. PathHunter® Keap1–Nrf2 Functional Assay for chemiluminescent detection of activated Nrf2. Product Booklet: 93-0821C3, 2011; p 12. Jeong, Jun, Kong (b0030) 2006; 8 Yu, Kensler (b0050) 2005; 591 Williamson, Amirahmadi, Joshi, Kaludov, Martinov, Johnson, Johnson (b0065) 2012; 80 Invitrogen. Cell Sensor™ ARE-bla Hep G2 Cell-based Assay Protocol, 2006; p 8. Prestera, Holtzclaw, Zhang, Talalay (b0095) 1993; 90 Bolm, Schiffers, Atodiresei, Hackenberger (b0110) 2003; 14 Shapiro, Fahey, Dinkova-Kostova, Holtzclaw, Stephenson, Wade, Ye, Talalay (b0090) 2006; 55 Nagaraj, Youn, Weber, Iclozan, Lu, Cotter, Meyer, Becerra, Fishman, Antonia, Sporn, Liby, Rawal, Lee, Gabrilovich (b0080) 1812; 2010 Nguyen, Yang, Pickett (b0010) 2004; 37 Chen, Inoyama, Kong, Beamer, Hu (b0105) 2011; 1014 DiscoveRx (000318750000042.1) 2011 Calkins, MJ (WOS:000262826500009) 2009; 11 Stewart, JD (WOS:000288899000001) 2011; 85 Pergola, PE (WOS:000293172200011) 2011; 365 Chen, Y (WOS:000297095000014) 2011; 78 Nagaraj, S. (000318750000042.14) 1812; 2010 Pergola, PE (WOS:000290841100011) 2011; 33 Egner, PA (WOS:000287963800015) 2011; 4 Inoyama, D (WOS:000301876800002) 2012; 17 Lau, A (WOS:000261855500002) 2008; 58 Magesh, S (WOS:000306140000002) 2012; 32 Invitrogen (000318750000042.2) 2006 Li, JQ (WOS:000267864000005) 2009; 13 Bolm, C (WOS:000186693200006) 2003; 14 Baird, L (WOS:000288899000002) 2011; 85 Yates, MS (WOS:000246239500005) 2007; 20 Christov, C (WOS:000288400000013) 2011; 6 Zhao, J (WOS:000289958500011) 2011; 407 Nguyen, T (WOS:000223053600001) 2004; 37 Yu, X (WOS:000233963200010) 2005; 591 Steel, R (WOS:000303786400013) 2012; 3 Jeong, WS (WOS:000236964000009) 2006; 8 PRESTERA, T (WOS:A1993KV97500085) 1993; 90 Williamson, TP (WOS:000310469500002) 2012; 80 Shapiro, TA (WOS:000240662000007) 2006; 55 8385353 - Proc Natl Acad Sci U S A. 1993 Apr 1;90(7):2965-9 21372038 - Cancer Prev Res (Phila). 2011 Mar;4(3):384-95 16487042 - Antioxid Redox Signal. 2006 Jan-Feb;8(1-2):99-106 21431330 - Arch Toxicol. 2011 Apr;85(4):239 22582137 - ACS Med Chem Lett. 2012 May 10;3(5):407-410 18838122 - Pharmacol Res. 2008 Nov-Dec;58(5-6):262-70 21920027 - Chem Biol Drug Des. 2011 Dec;78(6):1014-21 16965241 - Nutr Cancer. 2006;55(1):53-62 21699484 - N Engl J Med. 2011 Jul 28;365(4):327-36 22156223 - J Biomol Screen. 2012 Apr;17(4):435-47 21132834 - ChemMedChem. 2011 Jan 3;6(1):131-40 17440634 - Drug News Perspect. 2007 Mar;20(2):109-17 20215551 - Clin Cancer Res. 2010 Mar 15;16(6):1812-23 21365312 - Arch Toxicol. 2011 Apr;85(4):241-72 18717629 - Antioxid Redox Signal. 2009 Mar;11(3):497-508 21414291 - Biochem Biophys Res Commun. 2011 Apr 15;407(3):501-6 22925725 - Chem Biol Drug Des. 2012 Dec;80(6):810-20 19530984 - Expert Opin Ther Targets. 2009 Jul;13(7):785-94 16054659 - Mutat Res. 2005 Dec 11;591(1-2):93-102 22549716 - Med Res Rev. 2012 Jul;32(4):687-726 21508635 - Am J Nephrol. 2011;33(5):469-76 15256215 - Free Radic Biol Med. 2004 Aug 15;37(4):433-41 Li (10.1016/j.bmcl.2013.03.013_b0045) 2009; 13 Nguyen (10.1016/j.bmcl.2013.03.013_b0010) 2004; 37 Chen (10.1016/j.bmcl.2013.03.013_b0105) 2011; 1014 Egner (10.1016/j.bmcl.2013.03.013_b0085) 2011; 4 Christov (10.1016/j.bmcl.2013.03.013_b0115) 2011; 6 Stewart (10.1016/j.bmcl.2013.03.013_b0015) 2011; 85 Pergola (10.1016/j.bmcl.2013.03.013_b0075) 2011; 365 Yu (10.1016/j.bmcl.2013.03.013_b0050) 2005; 591 Zhao (10.1016/j.bmcl.2013.03.013_b0055) 2011; 407 Yates (10.1016/j.bmcl.2013.03.013_b0040) 2007; 20 Baird (10.1016/j.bmcl.2013.03.013_b0020) 2011; 85 Nagaraj (10.1016/j.bmcl.2013.03.013_b0080) 1812; 2010 10.1016/j.bmcl.2013.03.013_b0120 10.1016/j.bmcl.2013.03.013_b0125 Bolm (10.1016/j.bmcl.2013.03.013_b0110) 2003; 14 Magesh (10.1016/j.bmcl.2013.03.013_b0005) 2012; 32 Steel (10.1016/j.bmcl.2013.03.013_b0060) 2012; 3 Calkins (10.1016/j.bmcl.2013.03.013_b0025) 2009; 11 Jeong (10.1016/j.bmcl.2013.03.013_b0030) 2006; 8 Lau (10.1016/j.bmcl.2013.03.013_b0035) 2008; 58 Inoyama (10.1016/j.bmcl.2013.03.013_b0100) 2011; 17 Shapiro (10.1016/j.bmcl.2013.03.013_b0090) 2006; 55 Pergola (10.1016/j.bmcl.2013.03.013_b0070) 2011; 33 Prestera (10.1016/j.bmcl.2013.03.013_b0095) 1993; 90 Williamson (10.1016/j.bmcl.2013.03.013_b0065) 2012; 80 |
| References_xml | – volume: 14 start-page: 3455 year: 2003 ident: b0110 publication-title: Tetrahedron: Asymmetry contributor: fullname: Hackenberger – volume: 6 start-page: 131 year: 2011 ident: b0115 publication-title: ChemMedChem contributor: fullname: Giraldo – volume: 58 start-page: 262 year: 2008 ident: b0035 publication-title: Pharmacol. Res. contributor: fullname: Zhang – volume: 20 start-page: 109 year: 2007 ident: b0040 publication-title: Drug News Perspect. contributor: fullname: Kensler – volume: 4 start-page: 384 year: 2011 ident: b0085 publication-title: Cancer Prev. Res. contributor: fullname: Kensler – volume: 85 start-page: 241 year: 2011 ident: b0020 publication-title: Arch. Toxicol. contributor: fullname: Dinkova-Kostova – volume: 32 start-page: 687 year: 2012 ident: b0005 publication-title: Med. Res. Rev. contributor: fullname: Hu – volume: 407 start-page: 501 year: 2011 ident: b0055 publication-title: Biochem. Biophys. Res. Commun. contributor: fullname: Dash – volume: 11 start-page: 497 year: 2009 ident: b0025 publication-title: Antioxid. Redox Signal. contributor: fullname: Johnson – volume: 2010 start-page: 16 year: 1812 ident: b0080 publication-title: Clin. Cancer Res. contributor: fullname: Gabrilovich – volume: 365 start-page: 327 year: 2011 ident: b0075 publication-title: N. Engl. J. Med. contributor: fullname: Warnock – volume: 55 start-page: 53 year: 2006 ident: b0090 publication-title: Nutr. Cancer contributor: fullname: Talalay – volume: 1014 start-page: 78 year: 2011 ident: b0105 publication-title: Chem. Biol. Drug Des. contributor: fullname: Hu – volume: 8 start-page: 99 year: 2006 ident: b0030 publication-title: Antioxid. Redox Signal. contributor: fullname: Kong – volume: 17 start-page: 435 year: 2011 ident: b0100 publication-title: J. Biomol. Screen. contributor: fullname: Hu – volume: 85 start-page: 239 year: 2011 ident: b0015 publication-title: Arch. Toxicol. contributor: fullname: Bolt – volume: 3 start-page: 407 year: 2012 ident: b0060 publication-title: ACS Med. Chem. Lett. contributor: fullname: Searcey – volume: 90 start-page: 2965 year: 1993 ident: b0095 publication-title: Proc. Natl. Acad. Sci. U.S.A. contributor: fullname: Talalay – volume: 13 start-page: 785 year: 2009 ident: b0045 publication-title: Expert Opin. Ther. Targets contributor: fullname: Cui – volume: 591 start-page: 93 year: 2005 ident: b0050 publication-title: Mutat. Res. contributor: fullname: Kensler – volume: 80 start-page: 810 year: 2012 ident: b0065 publication-title: Chem. Biol. Drug Des. contributor: fullname: Johnson – volume: 37 start-page: 433 year: 2004 ident: b0010 publication-title: Free Radical Biol. Med. contributor: fullname: Pickett – volume: 33 start-page: 469 year: 2011 ident: b0070 publication-title: Am. J. Nephrol. contributor: fullname: Warnock – start-page: 8 year: 2006 ident: 000318750000042.2 publication-title: Cell Sensor™ ARE-bla Hep G2 Cell-based Assay Protocol contributor: fullname: Invitrogen – volume: 4 start-page: 384 year: 2011 ident: WOS:000287963800015 article-title: Bioavailability of Sulforaphane from Two Broccoli Sprout Beverages: Results of a Short-term, Cross-over Clinical Trial in Qidong, China publication-title: CANCER PREVENTION RESEARCH doi: 10.1158/1940-6207.CAPR-10-0296 contributor: fullname: Egner, PA – volume: 365 start-page: 327 year: 2011 ident: WOS:000293172200011 article-title: Bardoxolone Methyl and Kidney Function in CKD with Type 2 Diabetes publication-title: NEW ENGLAND JOURNAL OF MEDICINE doi: 10.1056/NEJMoa1105351 contributor: fullname: Pergola, PE – volume: 407 start-page: 501 year: 2011 ident: WOS:000289958500011 article-title: A novel strategy to activate cytoprotective genes in the injured brain publication-title: BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS doi: 10.1016/j.bbrc.2011.03.046 contributor: fullname: Zhao, J – volume: 85 start-page: 239 year: 2011 ident: WOS:000288899000001 article-title: Control of oxidative stress by the Keap1-Nrf2 pathway publication-title: ARCHIVES OF TOXICOLOGY doi: 10.1007/s00204-011-0694-1 contributor: fullname: Stewart, JD – volume: 32 start-page: 687 year: 2012 ident: WOS:000306140000002 article-title: Small Molecule Modulators of Keap1-Nrf2-ARE Pathway as Potential Preventive and Therapeutic Agents publication-title: MEDICINAL RESEARCH REVIEWS doi: 10.1002/med.21257 contributor: fullname: Magesh, S – volume: 55 start-page: 53 year: 2006 ident: WOS:000240662000007 article-title: Safety, tolerance, and metabolism of broccoli sprout glucosinolates and isothiocyanates: A clinical phase I study publication-title: NUTRITION AND CANCER-AN INTERNATIONAL JOURNAL contributor: fullname: Shapiro, TA – volume: 58 start-page: 262 year: 2008 ident: WOS:000261855500002 article-title: Dual roles of Nrf2 in cancer publication-title: PHARMACOLOGICAL RESEARCH doi: 10.1016/j.phrs.2008.09.003 contributor: fullname: Lau, A – volume: 78 start-page: 1014 year: 2011 ident: WOS:000297095000014 article-title: Kinetic Analyses of Keap1-Nrf2 Interaction and Determination of the Minimal Nrf2 Peptide Sequence Required for Keap1 Binding Using Surface Plasmon Resonance publication-title: CHEMICAL BIOLOGY & DRUG DESIGN doi: 10.1111/j.1747-0285.2011.01240.x contributor: fullname: Chen, Y – volume: 11 start-page: 497 year: 2009 ident: WOS:000262826500009 article-title: The Nrf2/ARE Pathway as a Potential Therapeutic Target in Neurodegenerative Disease publication-title: ANTIOXIDANTS & REDOX SIGNALING doi: 10.1089/ars.2008.2242 contributor: fullname: Calkins, MJ – volume: 8 start-page: 99 year: 2006 ident: WOS:000236964000009 article-title: Nrf2: A potential molecular target for cancer chemoprevention by natural compounds publication-title: ANTIOXIDANTS & REDOX SIGNALING contributor: fullname: Jeong, WS – volume: 2010 start-page: 16 year: 1812 ident: 000318750000042.14 publication-title: Clin. Cancer Res. contributor: fullname: Nagaraj, S. – volume: 14 start-page: 3455 year: 2003 ident: WOS:000186693200006 article-title: An alkaloid-mediated desymmetrization of meso-anhydrides via a nucleophilic ring opening with benzyl alcohol and its application in the synthesis of highly enantiomerically enriched beta-amino acids publication-title: TETRAHEDRON-ASYMMETRY doi: 10.1016/S0957-4166(03)00579-2 contributor: fullname: Bolm, C – volume: 37 start-page: 433 year: 2004 ident: WOS:000223053600001 article-title: The pathways and molecular mechanisms regulating Nrf2 activation in response to chemical stress publication-title: FREE RADICAL BIOLOGY AND MEDICINE doi: 10.1016/j.freeradbiomed.2004.04.033 contributor: fullname: Nguyen, T – volume: 85 start-page: 241 year: 2011 ident: WOS:000288899000002 article-title: The cytoprotective role of the Keap1-Nrf2 pathway publication-title: ARCHIVES OF TOXICOLOGY doi: 10.1007/s00204-011-0674-5 contributor: fullname: Baird, L – volume: 90 start-page: 2965 year: 1993 ident: WOS:A1993KV97500085 article-title: CHEMICAL AND MOLECULAR REGULATION OF ENZYMES THAT DETOXIFY CARCINOGENS publication-title: PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA contributor: fullname: PRESTERA, T – volume: 20 start-page: 109 year: 2007 ident: WOS:000246239500005 article-title: Chemopreventive promise of targeting the Nrf2 pathway publication-title: DRUG NEWS & PERSPECTIVES doi: 10.1358/dnp.2007.20.2.1083437 contributor: fullname: Yates, MS – volume: 80 start-page: 810 year: 2012 ident: WOS:000310469500002 article-title: Discovery of Potent, Novel Nrf2 Inducers Via Quantum Modeling, Virtual Screening, and In Vitro Experimental Validation publication-title: CHEMICAL BIOLOGY & DRUG DESIGN doi: 10.1111/cbdd.12040 contributor: fullname: Williamson, TP – start-page: 12 year: 2011 ident: 000318750000042.1 publication-title: PathHunter™ Keap1-Nrf2 Functional Assay for chemiluminescent detection of activated Nrf2 contributor: fullname: DiscoveRx – volume: 3 start-page: 407 year: 2012 ident: WOS:000303786400013 article-title: Anti-inflammatory Effect of a Cell-Penetrating Peptide Targeting the Nrf2/Keap1 Interaction publication-title: ACS MEDICINAL CHEMISTRY LETTERS doi: 10.1021/ml300041g contributor: fullname: Steel, R – volume: 17 start-page: 435 year: 2012 ident: WOS:000301876800002 article-title: Optimization of Fluorescently Labeled Nrf2 Peptide Probes and the Development of a Fluorescence Polarization Assay for the Discovery of Inhibitors of Keap1-Nrf2 Interaction publication-title: JOURNAL OF BIOMOLECULAR SCREENING doi: 10.1177/1087057111430124 contributor: fullname: Inoyama, D – volume: 591 start-page: 93 year: 2005 ident: WOS:000233963200010 article-title: Nrf2 as a target for cancer chemoprevention publication-title: MUTATION RESEARCH-FUNDAMENTAL AND MOLECULAR MECHANISMS OF MUTAGENESIS doi: 10.1016/j.mrfmmm.2005.04.017 contributor: fullname: Yu, X – volume: 6 start-page: 131 year: 2011 ident: WOS:000288400000013 article-title: Integrated Synthetic, Pharmacological, and Computational Investigation of cis-2-(3,5-Dichlorophenylcarbamoyl)cyclohexanecarboxylic Acid Enantiomers As Positive Allosteric Modulators of Metabotropic Glutamate Receptor Subtype 4 publication-title: CHEMMEDCHEM doi: 10.1002/cmdc.201000378 contributor: fullname: Christov, C – volume: 33 start-page: 469 year: 2011 ident: WOS:000290841100011 article-title: Effect of Bardoxolone Methyl on Kidney Function in Patients with T2D and Stage 3b-4 CKD publication-title: AMERICAN JOURNAL OF NEPHROLOGY doi: 10.1159/000327599 contributor: fullname: Pergola, PE – volume: 13 start-page: 785 year: 2009 ident: WOS:000267864000005 article-title: Targeting the Nrf2 pathway against cardiovascular disease publication-title: EXPERT OPINION ON THERAPEUTIC TARGETS doi: 10.1517/14728220903025762 contributor: fullname: Li, JQ – volume: 14 start-page: 3455 year: 2003 ident: 10.1016/j.bmcl.2013.03.013_b0110 publication-title: Tetrahedron: Asymmetry doi: 10.1016/S0957-4166(03)00579-2 contributor: fullname: Bolm – ident: 10.1016/j.bmcl.2013.03.013_b0120 – volume: 407 start-page: 501 year: 2011 ident: 10.1016/j.bmcl.2013.03.013_b0055 publication-title: Biochem. Biophys. Res. Commun. doi: 10.1016/j.bbrc.2011.03.046 contributor: fullname: Zhao – volume: 8 start-page: 99 year: 2006 ident: 10.1016/j.bmcl.2013.03.013_b0030 publication-title: Antioxid. Redox Signal. doi: 10.1089/ars.2006.8.99 contributor: fullname: Jeong – volume: 58 start-page: 262 year: 2008 ident: 10.1016/j.bmcl.2013.03.013_b0035 publication-title: Pharmacol. Res. doi: 10.1016/j.phrs.2008.09.003 contributor: fullname: Lau – volume: 2010 start-page: 16 year: 1812 ident: 10.1016/j.bmcl.2013.03.013_b0080 publication-title: Clin. Cancer Res. contributor: fullname: Nagaraj – volume: 4 start-page: 384 year: 2011 ident: 10.1016/j.bmcl.2013.03.013_b0085 publication-title: Cancer Prev. Res. doi: 10.1158/1940-6207.CAPR-10-0296 contributor: fullname: Egner – volume: 1014 start-page: 78 year: 2011 ident: 10.1016/j.bmcl.2013.03.013_b0105 publication-title: Chem. Biol. Drug Des. contributor: fullname: Chen – volume: 13 start-page: 785 year: 2009 ident: 10.1016/j.bmcl.2013.03.013_b0045 publication-title: Expert Opin. Ther. Targets doi: 10.1517/14728220903025762 contributor: fullname: Li – volume: 90 start-page: 2965 year: 1993 ident: 10.1016/j.bmcl.2013.03.013_b0095 publication-title: Proc. Natl. Acad. Sci. U.S.A. doi: 10.1073/pnas.90.7.2965 contributor: fullname: Prestera – volume: 11 start-page: 497 year: 2009 ident: 10.1016/j.bmcl.2013.03.013_b0025 publication-title: Antioxid. Redox Signal. doi: 10.1089/ars.2008.2242 contributor: fullname: Calkins – volume: 365 start-page: 327 year: 2011 ident: 10.1016/j.bmcl.2013.03.013_b0075 publication-title: N. Engl. J. Med. doi: 10.1056/NEJMoa1105351 contributor: fullname: Pergola – volume: 85 start-page: 241 year: 2011 ident: 10.1016/j.bmcl.2013.03.013_b0020 publication-title: Arch. Toxicol. doi: 10.1007/s00204-011-0674-5 contributor: fullname: Baird – volume: 20 start-page: 109 year: 2007 ident: 10.1016/j.bmcl.2013.03.013_b0040 publication-title: Drug News Perspect. doi: 10.1358/dnp.2007.20.2.1083437 contributor: fullname: Yates – volume: 55 start-page: 53 year: 2006 ident: 10.1016/j.bmcl.2013.03.013_b0090 publication-title: Nutr. Cancer doi: 10.1207/s15327914nc5501_7 contributor: fullname: Shapiro – volume: 6 start-page: 131 year: 2011 ident: 10.1016/j.bmcl.2013.03.013_b0115 publication-title: ChemMedChem doi: 10.1002/cmdc.201000378 contributor: fullname: Christov – volume: 3 start-page: 407 year: 2012 ident: 10.1016/j.bmcl.2013.03.013_b0060 publication-title: ACS Med. Chem. Lett. doi: 10.1021/ml300041g contributor: fullname: Steel – volume: 80 start-page: 810 year: 2012 ident: 10.1016/j.bmcl.2013.03.013_b0065 publication-title: Chem. Biol. Drug Des. doi: 10.1111/cbdd.12040 contributor: fullname: Williamson – volume: 17 start-page: 435 year: 2011 ident: 10.1016/j.bmcl.2013.03.013_b0100 publication-title: J. Biomol. Screen. doi: 10.1177/1087057111430124 contributor: fullname: Inoyama – volume: 85 start-page: 239 year: 2011 ident: 10.1016/j.bmcl.2013.03.013_b0015 publication-title: Arch. Toxicol. doi: 10.1007/s00204-011-0694-1 contributor: fullname: Stewart – volume: 37 start-page: 433 year: 2004 ident: 10.1016/j.bmcl.2013.03.013_b0010 publication-title: Free Radical Biol. Med. doi: 10.1016/j.freeradbiomed.2004.04.033 contributor: fullname: Nguyen – volume: 32 start-page: 687 year: 2012 ident: 10.1016/j.bmcl.2013.03.013_b0005 publication-title: Med. Res. Rev. doi: 10.1002/med.21257 contributor: fullname: Magesh – volume: 591 start-page: 93 year: 2005 ident: 10.1016/j.bmcl.2013.03.013_b0050 publication-title: Mutat. Res. doi: 10.1016/j.mrfmmm.2005.04.017 contributor: fullname: Yu – volume: 33 start-page: 469 year: 2011 ident: 10.1016/j.bmcl.2013.03.013_b0070 publication-title: Am. J. Nephrol. doi: 10.1159/000327599 contributor: fullname: Pergola – ident: 10.1016/j.bmcl.2013.03.013_b0125 |
| SSID | ssj0014044 |
| Score | 2.518324 |
| Snippet | A high-throughput screen (HTS) of the MLPCN library using a homogenous fluorescence polarization assay identified a small molecule as a first-in-class direct... |
| Source | Web of Science |
| SourceID | pubmedcentral crossref pubmed webofscience fao elsevier |
| SourceType | Open Access Repository Aggregation Database Index Database Enrichment Source Publisher |
| StartPage | 3039 |
| SubjectTerms | Chemistry Chemistry, Medicinal Chemistry, Organic chromatography cis-trans isomers Crystallography, X-Ray Dose-Response Relationship, Drug Drug Discovery fluorescence Fluorescence Polarization High-Throughput Screening Assays Humans Inhibitors of protein–protein interaction Intracellular Signaling Peptides and Proteins - metabolism Isoquinolines - chemistry Isoquinolines - pharmacology Keap1 Kelch-Like ECH-Associated Protein 1 Life Sciences & Biomedicine Models, Molecular Molecular Imaging Molecular Probes - chemistry Molecular Probes - pharmacology Molecular Structure NF-E2-Related Factor 2 - metabolism Nrf2 Nrf2 activation Pharmacology & Pharmacy Phthalimides - chemistry Phthalimides - pharmacology Physical Sciences Protein Binding - drug effects protein-protein interactions reporter genes Science & Technology Small Molecule Libraries - chemistry Small Molecule Libraries - pharmacology stereochemistry stereoisomers Structure-Activity Relationship structure-activity relationships X-ray diffraction |
| Title | Discovery of a small-molecule inhibitor and cellular probe of Keap1–Nrf2 protein–protein interaction |
| URI | https://dx.doi.org/10.1016/j.bmcl.2013.03.013 http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=FullRecord&UT=000318750000042 https://www.ncbi.nlm.nih.gov/pubmed/23562243 https://pubmed.ncbi.nlm.nih.gov/PMC3648997 |
| Volume | 23 |
| WOS | 000318750000042 |
| WOSCitedRecordID | wos000318750000042 |
| hasFullText | 1 |
| inHoldings | 1 |
| isFullTextHit | |
| isPrint | |
| link | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV1fb9MwELfWTQJeEHTAyp_JDxMvKDT-FyePVWEqTOvLqNS3yHZsmmlNq6487AXtO-wb8knwOW61IkAIKQ9J7FMin333O9_5DqETZV2hrZAJN4onHv_7NeeRaSJTVykocUwr8Oiej7PRhH-eiukeGm7OwkBYZZT9rUwP0jq-6cfR7C_run8B4Dsv-BQcMowWWQcdeHUEvtqDwaez0XjrTOBpqOkK_RMgiGdn2jAvPTfggSAs5Dol7E_6qePU4p6W-l0E5S9aK2io0yfocYSWeND-_VO0Z5suOhw03qye3-C3OAR7hl30Lno43BR666IH59G_fohmH-prA0GdN3jhsMLXc3V1lczbEroW182s1l4ErLBqKgx7_hDEiqEojQWCM6uW5Mft3XjlKA4ZIOrGP8Y7DKkpVu1Bimdocvrxy3CUxFoMifEYa50UwnikoZXKLcmEo1Jxl1nmpNRGOmfTSrhUV9wYTgyTSkhaWWMlL3LjGLPsOdpvFo09QtjmlVQk82KYBG9yrrUizltKubSM57qH3m04UC7blBvlJhbtsgR-lcCvMvUXYT0kNkwqdyZO6XXCX-mOPEdL9dXL0nJyQWHnB_xOKfNNL1rubj9PmYeJlPsWucP3bQdI0r3b0tSzkKybZdybtLKHTu7PkC1hGqSqFK2xRnuI_Eu3YczfDnkL1i__cwReoUc01PYQCRGv0f569c2-8QhrrY9R5_13chzX0U_OPSWe |
| link.rule.ids | 230,314,780,784,885,4502,24116,27924,27925,45585,45679 |
| linkProvider | Elsevier |
| linkToHtml | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV1Pb9MwFLe2ITEuCDpg5a8PExcUGv-Lk-NUmApbe9kq9WbZjk2D1rTqusMuE9-Bb8gn4dlJqxUBQkg5JLGtRH72ez_7Pf8eQkfa-cI4IRNuNU8A_8OcA2SayNSXOqQ4pmXw6A5H2WDMP0_EZAf112dhQlhlq_sbnR61dfum1_Zmb1FVvfMAvvOCT4JDhtEi20X3uAD0C4P6_e0mziPQx0QOKaidhOrtyZkmyMvMbPA_EBaZTgn7k3Xa9Xp-x0b9Ln7yF5sV7dPJI_SwBZb4uPn3x2jH1R10cFzDonp2g9_iGOoZ99A7aL-_TvPWQfeHrXf9AE0_VFc2hHTe4LnHGl_N9OVlMmsS6Dpc1dPKgAJYYl2XOOz4hxBWHFLSuNDg1OkF-fHt-2jpKY78D1UNj-0dDsQUy-YYxRM0Pvl40R8kbSaGxALCWiWFsIAzjNa5I5nwVGruM8e8lMZK711aCp-aklvLiWVSC0lLZ53kRW49Y449RXv1vHaHCLu8lJpkoIRJ9CXnxmjiYZ2US8d4brro3VoCatEQbqh1JNpXFeSlgrxUChdhXSTWQlJbw0aBRfhru0OQqNJfQJOq8TkN-z7B65QyKHrWSHfzecoAJFIOJXJL7psKgaJ7u6SuppGqm2UcFrSyi47ujpBNwzTqVCmapRrtIvIv1fote3tgLVg9_88eeIP2BxfDM3X2aXT6Aj2gMcuHSIh4ifZWy2v3CrDWyryOc-knf7Qmdw |
| 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=Discovery+of+a+small-molecule+inhibitor+and+cellular+probe+of+Keap1%E2%80%93Nrf2+protein%E2%80%93protein+interaction&rft.jtitle=Bioorganic+%26+medicinal+chemistry+letters&rft.au=Hu%2C+Longqin&rft.au=Magesh%2C+Sadagopan&rft.au=Chen%2C+Lin&rft.au=Wang%2C+Lili&rft.date=2013-05-15&rft.issn=0960-894X&rft.volume=23&rft.issue=10&rft.spage=3039&rft.epage=3043&rft_id=info:doi/10.1016%2Fj.bmcl.2013.03.013&rft.externalDBID=n%2Fa&rft.externalDocID=10_1016_j_bmcl_2013_03_013 |
| thumbnail_l | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=0960-894X&client=summon |
| thumbnail_m | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=0960-894X&client=summon |
| thumbnail_s | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=0960-894X&client=summon |