Synthesis and Biological Activity Evaluation of Novel 5-Methyl-7-phenyl-3H-thiazolo[4,5-b]pyridin-2-ones
A series of 5-methyl-7-phenyl-3H-thiazolo[4,5-b]pyridin-2-ones has been designed, synthesized, and characterized by spectral data. Target compounds were screened for their antimicrobial activity against some pathogenic bacteria and fungi, and most of them showed moderate activity, especially compoun...
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| Published in | Scientia pharmaceutica Vol. 89; no. 4; p. 52 |
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| Main Authors | , , , , , , , |
| Format | Journal Article |
| Language | English |
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| Abstract | A series of 5-methyl-7-phenyl-3H-thiazolo[4,5-b]pyridin-2-ones has been designed, synthesized, and characterized by spectral data. Target compounds were screened for their antimicrobial activity against some pathogenic bacteria and fungi, and most of them showed moderate activity, especially compound 3g, which displayed the potent inhibitory effect against Pseudomonas aeruginosa and Escherichia coli with MIC value of 0.21 μM. The active thiazolopyridine derivatives 3c, 3f, and 3g were screened for their cytotoxicity effects on HaCat, Balb/c 3T3 cells using MTT assay, which revealed promising results. In silico assessment for compounds 3c, 3f, and 3g also revealed suitable drug-like parameters and ADME properties. The binding interactions of the most active compound 3g were performed through molecular docking against MurD and DNA gyrase, with binding energies and an inhibitory constant compared to the reference drug ciprofloxacin. The tested thiazolo[4,5-b]pyridines constitute an exciting background for the further development of new synthetic antimicrobial agents. |
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| AbstractList | A series of 5-methyl-7-phenyl-3H-thiazolo[4,5-b]pyridin-2-ones has been designed, synthesized, and characterized by spectral data. Target compounds were screened for their antimicrobial activity against some pathogenic bacteria and fungi, and most of them showed moderate activity, especially compound 3g, which displayed the potent inhibitory effect against Pseudomonas aeruginosa and Escherichia coli with MIC value of 0.21 μM. The active thiazolopyridine derivatives 3c, 3f, and 3g were screened for their cytotoxicity effects on HaCat, Balb/c 3T3 cells using MTT assay, which revealed promising results. In silico assessment for compounds 3c, 3f, and 3g also revealed suitable drug-like parameters and ADME properties. The binding interactions of the most active compound 3g were performed through molecular docking against MurD and DNA gyrase, with binding energies and an inhibitory constant compared to the reference drug ciprofloxacin. The tested thiazolo[4,5-b]pyridines constitute an exciting background for the further development of new synthetic antimicrobial agents. |
| Author | Senkiv, Julia Karpenko, Olexandr Konechnyi, Yulian Khyluk, Dmytro Yushyn, Ihor Lozynskyi, Andrii Shepeta, Yulia Lesyk, Roman |
| Author_xml | – sequence: 1 givenname: Andrii surname: Lozynskyi fullname: Lozynskyi, Andrii – sequence: 2 givenname: Yulian orcidid: 0000-0003-4789-1675 surname: Konechnyi fullname: Konechnyi, Yulian – sequence: 3 givenname: Julia surname: Senkiv fullname: Senkiv, Julia – sequence: 4 givenname: Ihor orcidid: 0000-0001-7625-4531 surname: Yushyn fullname: Yushyn, Ihor – sequence: 5 givenname: Dmytro orcidid: 0000-0001-9306-7463 surname: Khyluk fullname: Khyluk, Dmytro – sequence: 6 givenname: Olexandr surname: Karpenko fullname: Karpenko, Olexandr – sequence: 7 givenname: Yulia orcidid: 0000-0002-2125-3766 surname: Shepeta fullname: Shepeta, Yulia – sequence: 8 givenname: Roman orcidid: 0000-0002-3322-0080 surname: Lesyk fullname: Lesyk, Roman |
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| Cites_doi | 10.1016/0378-4274(96)03660-0 10.1016/j.ejmech.2011.09.017 10.1016/j.bioorg.2018.01.028 10.1021/acs.jmedchem.7b00665 10.1002/(SICI)1096-987X(19981115)19:14<1639::AID-JCC10>3.0.CO;2-B 10.1007/s11696-017-0318-1 10.1016/j.bmcl.2008.10.129 10.1021/jo800825c 10.1016/j.bcab.2012.10.004 10.1016/j.bmcl.2009.06.099 10.1016/j.jpha.2015.11.005 10.1016/j.bmcl.2009.08.046 10.1016/S0960-894X(02)00332-3 10.1016/j.tet.2006.11.048 10.2174/138527206775473904 10.1039/C5MD00245A 10.1021/acs.jmedchem.5b00489 10.1002/jcc.21256 10.1016/j.bioorg.2016.05.006 10.1016/j.ejmech.2015.12.022 10.1515/hc-2014-0204 10.1039/C5RA10097F 10.3109/00498258209038931 10.1007/BF01169065 10.1080/00397911.2016.1180700 10.1002/ardp.200400939 10.1080/10629360290002316 10.1016/S1473-3099(14)70709-1 10.1007/s11030-017-9737-8 10.1016/j.bmc.2006.09.067 10.1080/10426507.2013.777723 10.1080/10426507.2019.1633318 10.1248/bpb.b15-00586 10.1016/j.ejmech.2011.02.051 10.2174/1568026616666160506145141 10.7124/bc.000A53 10.1007/s11164-015-2081-7 10.1080/10426500500269885 10.1016/j.molstruc.2020.128651 10.1080/00397911.2015.1076004 10.1016/S0960-894X(03)00134-3 10.1007/BF00755270 10.1021/jf00035a058 10.17344/acsi.2018.4570 10.1038/nature09197 |
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| References | Chebanov (ref_22) 2008; 73 Othman (ref_17) 2020; 1219 Morris (ref_45) 1998; 19 Skrobiszewski (ref_37) 2013; 2 Chebanov (ref_23) 2007; 63 Sun (ref_18) 2017; 60 Hegde (ref_33) 1993; 41 Lozynskyi (ref_27) 2015; 21 Bax (ref_43) 2010; 466 Lozynskyi (ref_28) 2017; 21 Eissa (ref_9) 2016; 67 ref_38 Mohamed (ref_32) 2006; 181 Youssef (ref_12) 2005; 338 Lozynskyi (ref_35) 2021; 37 Shi (ref_11) 2009; 19 Tomasic (ref_41) 2015; 58 Lozynskyi (ref_25) 2018; 72 Morris (ref_44) 2009; 30 Witherington (ref_15) 2003; 13 Lukevits (ref_1) 1995; 31 Dias (ref_10) 2007; 15 Carlson (ref_4) 1996; 85 Zaarour (ref_7) 2011; 46 ref_47 Cronin (ref_5) 2002; 13 Chung (ref_14) 2016; 42 Chaban (ref_30) 2013; 188 Kishbaugh (ref_2) 2016; 16 Damani (ref_3) 1982; 12 Bondock (ref_21) 2016; 46 Balouiri (ref_39) 2016; 6 Salem (ref_6) 2016; 39 Arabshahi (ref_8) 2015; 6 Das (ref_20) 2016; 109 Chebanov (ref_24) 2006; 10 Komaritsa (ref_36) 1968; 4 Lozynskyi (ref_26) 2015; 45 Lozynskyi (ref_34) 2019; 194 Khodarahmi (ref_29) 2015; 5 Zidar (ref_40) 2009; 19 Aiken (ref_46) 2014; 14 Chioua (ref_16) 2009; 19 Zidar (ref_42) 2011; 46 Abdelgawad (ref_13) 2018; 77 Fujita (ref_19) 2002; 12 Chaban (ref_31) 2019; 66 |
| References_xml | – volume: 85 start-page: 173 year: 1996 ident: ref_4 article-title: Comparison of the effects of pyridine and its metabolites on rat liver and kidney publication-title: Toxicol. Lett. doi: 10.1016/0378-4274(96)03660-0 contributor: fullname: Carlson – volume: 46 start-page: 5512 year: 2011 ident: ref_42 article-title: New 5-benzylidenethiazolidin-4-one inhibitors of bacterial MurD ligase: Design, synthesis, crystal structures, and biological evaluation publication-title: Eur. J. Med. Chem. doi: 10.1016/j.ejmech.2011.09.017 contributor: fullname: Zidar – volume: 77 start-page: 339 year: 2018 ident: ref_13 article-title: Novel pyrimidine-pyridine hybrids: Synthesis, cyclooxygenase inhibition, anti-inflammatory activity and ulcerogenic liability publication-title: Bioorg. Chem. doi: 10.1016/j.bioorg.2018.01.028 contributor: fullname: Abdelgawad – volume: 60 start-page: 6337 year: 2017 ident: ref_18 article-title: Discovery of potent and selective inhibitors of cdc2-like kinase 1 (clk1) as a new class of autophagy inducers publication-title: J. Med. Chem. doi: 10.1021/acs.jmedchem.7b00665 contributor: fullname: Sun – volume: 19 start-page: 1639 year: 1998 ident: ref_45 article-title: Automated docking using a Lamarckian genetic algorithm and an empirical binding free energy function publication-title: J. Comput. Chem. doi: 10.1002/(SICI)1096-987X(19981115)19:14<1639::AID-JCC10>3.0.CO;2-B contributor: fullname: Morris – ident: ref_47 – volume: 72 start-page: 669 year: 2018 ident: ref_25 article-title: Synthesis and cytotoxicity of new thiazolo[4,5-b]pyridine-2(3H)-one derivatives based on α,β-unsaturated ketones and α-ketoacids publication-title: Chem. Pap. doi: 10.1007/s11696-017-0318-1 contributor: fullname: Lozynskyi – volume: 19 start-page: 153 year: 2009 ident: ref_40 article-title: Synthesis and biological evaluation of new glutamic acid-based inhibitors of MurD ligase publication-title: Bioorg. Med. Chem. Lett. doi: 10.1016/j.bmcl.2008.10.129 contributor: fullname: Zidar – volume: 73 start-page: 5110 year: 2008 ident: ref_22 article-title: Tuning of chemo-and regioselectivities in multicomponent condensations of 5-aminopyrazoles, dimedone, and aldehydes publication-title: J. Org. Chem. doi: 10.1021/jo800825c contributor: fullname: Chebanov – volume: 2 start-page: 26 year: 2013 ident: ref_37 article-title: Pleurotus ostreatus as a source of enoate reductase publication-title: Biocatal. Agric. Biotechnol. doi: 10.1016/j.bcab.2012.10.004 contributor: fullname: Skrobiszewski – volume: 19 start-page: 4566 year: 2009 ident: ref_16 article-title: Synthesis and biological evaluation of 3,6-diamino-1H-pyrazolo[3,4-b]pyridine derivatives as protein kinase inhibitors publication-title: Bioorg. Med. Chem. Lett. doi: 10.1016/j.bmcl.2009.06.099 contributor: fullname: Chioua – volume: 6 start-page: 71 year: 2016 ident: ref_39 article-title: Methods for in vitro evaluating antimicrobial activity: A review publication-title: J. Pharm. Anal. doi: 10.1016/j.jpha.2015.11.005 contributor: fullname: Balouiri – volume: 19 start-page: 5565 year: 2009 ident: ref_11 article-title: Green chemoselective synthesis of thiazolo[3,2-a]pyridine derivatives and evaluation of their antioxidant and cytotoxic activities publication-title: Bioorg. Med. Chem. Lett. doi: 10.1016/j.bmcl.2009.08.046 contributor: fullname: Shi – volume: 12 start-page: 1897 year: 2002 ident: ref_19 article-title: Synthesis and bioactivities of novel bicyclic thiophenes and 4,5,6,7-tetrahydrothieno[2,3-c]pyridines as inhibitors of tumor necrosis factor-α (TNF-α) production publication-title: Bioorg. Med. Chem. Lett. doi: 10.1016/S0960-894X(02)00332-3 contributor: fullname: Fujita – volume: 63 start-page: 1229 year: 2007 ident: ref_23 article-title: Cyclocondensation reactions of 5-aminopyrazoles, pyruvic acids and aldehydes. Multicomponent approaches to pyrazolopyridines and related products publication-title: Tetrahedron doi: 10.1016/j.tet.2006.11.048 contributor: fullname: Chebanov – volume: 10 start-page: 297 year: 2006 ident: ref_24 article-title: Dihydroazines based on α,β-unsaturated ketones reactions publication-title: Curr. Org. Chem. doi: 10.2174/138527206775473904 contributor: fullname: Chebanov – volume: 6 start-page: 1987 year: 2015 ident: ref_8 article-title: A synthesis, in silico, in vitro and in vivo study of thieno[2,3-b]pyridine anticancer analogues publication-title: MedChemComm doi: 10.1039/C5MD00245A contributor: fullname: Arabshahi – volume: 58 start-page: 5501 year: 2015 ident: ref_41 article-title: Discovery of 4, 5, 6, 7-tetrahydrobenzo[1,2-d]thiazoles as novel DNA gyrase inhibitors targeting the ATP-binding site publication-title: J. Med. Chem. doi: 10.1021/acs.jmedchem.5b00489 contributor: fullname: Tomasic – volume: 30 start-page: 2785 year: 2009 ident: ref_44 article-title: AutoDock4 and AutoDockTools4: Automated docking with selective receptor flexibility publication-title: J. Comput. Chem. doi: 10.1002/jcc.21256 contributor: fullname: Morris – volume: 67 start-page: 43 year: 2016 ident: ref_9 article-title: Design, synthesis, molecular modeling and biological evaluation of novel 1H-pyrazolo[3,4-b]pyridine derivatives as potential anticancer agents publication-title: Bioorg. Chem. doi: 10.1016/j.bioorg.2016.05.006 contributor: fullname: Eissa – volume: 109 start-page: 89 year: 2016 ident: ref_20 article-title: Recent developments of 2-aminothiazoles in medicinal chemistry publication-title: Eur. J. Med. Chem. doi: 10.1016/j.ejmech.2015.12.022 contributor: fullname: Das – volume: 21 start-page: 55 year: 2015 ident: ref_27 article-title: Arylidene pyruvic acids motif in the synthesis of new thiopyrano[2,3-d] thiazoles as potential biologically active compounds publication-title: Heterocycl. Commun. doi: 10.1515/hc-2014-0204 contributor: fullname: Lozynskyi – volume: 5 start-page: 58055 year: 2015 ident: ref_29 article-title: Design of novel potential aromatase inhibitors via hybrid pharmacophore approach: Docking improvement using the QM/MM method publication-title: RSC Adv. doi: 10.1039/C5RA10097F contributor: fullname: Khodarahmi – volume: 12 start-page: 527 year: 1982 ident: ref_3 article-title: Species differences in the metabolic C-and N-oxidation, and N-methylation of [14C] pyridine in vivo publication-title: Xenobiotica doi: 10.3109/00498258209038931 contributor: fullname: Damani – volume: 31 start-page: 639 year: 1995 ident: ref_1 article-title: Pyridine derivatives in the drug arsenal (150 years of pyridine chemistry) publication-title: Chem. Heterocycl. Compd. doi: 10.1007/BF01169065 contributor: fullname: Lukevits – volume: 46 start-page: 1081 year: 2016 ident: ref_21 article-title: Progress in the chemistry of 5-acetylthiazoles publication-title: Synth. Commun. doi: 10.1080/00397911.2016.1180700 contributor: fullname: Bondock – volume: 338 start-page: 175 year: 2005 ident: ref_12 article-title: Synthesis and in vitro antioxidant activity of some new fused pyridine analogs publication-title: Arch. Pharm. doi: 10.1002/ardp.200400939 contributor: fullname: Youssef – volume: 13 start-page: 167 year: 2002 ident: ref_5 article-title: The importance of hydrophobicity and electrophilicity descriptors in mechanistically-based QSARs for toxicological endpoints publication-title: SAR QSAR Environ. Res. doi: 10.1080/10629360290002316 contributor: fullname: Cronin – volume: 14 start-page: 550 year: 2014 ident: ref_46 article-title: Antibiotic resistance needs global solutions publication-title: Lancet Infect. Dis. doi: 10.1016/S1473-3099(14)70709-1 contributor: fullname: Aiken – volume: 21 start-page: 427 year: 2017 ident: ref_28 article-title: Synthesis, antioxidant and antimicrobial activities of novel thiopyrano[2,3-d]thiazoles based on aroylacrylic acids publication-title: Mol. Divers. doi: 10.1007/s11030-017-9737-8 contributor: fullname: Lozynskyi – volume: 15 start-page: 211 year: 2007 ident: ref_10 article-title: Synthesis, in vitro evaluation, and SAR studies of a potential antichagasic 1H-pyrazolo[3,4-b]pyridine series publication-title: Bioorg. Med. Chem. doi: 10.1016/j.bmc.2006.09.067 contributor: fullname: Dias – volume: 188 start-page: 1611 year: 2013 ident: ref_30 article-title: Synthesis and antioxidant activity evaluation of novel 5,7-dimethyl-3H-thiazolo[4,5-b]pyridines publication-title: Phosphorus Sulfur Silicon Relat. Elem. doi: 10.1080/10426507.2013.777723 contributor: fullname: Chaban – volume: 194 start-page: 1149 year: 2019 ident: ref_34 article-title: Synthesis and cytotoxicity of new 2-oxo-7-phenyl-2,3-dihydrothiazolo[4,5-b]pyridine-5-carboxylic acid amides publication-title: Phosphorus Sulfur Silicon Relat. Elem. doi: 10.1080/10426507.2019.1633318 contributor: fullname: Lozynskyi – volume: 39 start-page: 473 year: 2016 ident: ref_6 article-title: Novel pyrazolo[3,4-b]pyridine derivatives: Synthesis, characterization, antimicrobial and antiproliferative profile publication-title: Biol. Pharm. Bull. doi: 10.1248/bpb.b15-00586 contributor: fullname: Salem – volume: 46 start-page: 1874 year: 2011 ident: ref_7 article-title: Design, synthesis and in vitro antimicrobial evaluation of novel Imidazo[1,2-a]pyridine and imidazo[2,1-b][1,3]benzothiazole motifs publication-title: Eur. J. Med. Chem. doi: 10.1016/j.ejmech.2011.02.051 contributor: fullname: Zaarour – volume: 16 start-page: 3274 year: 2016 ident: ref_2 article-title: Pyridines and Imidazopyridines with medicinal significance publication-title: Curr. Top. Med. Chem. doi: 10.2174/1568026616666160506145141 contributor: fullname: Kishbaugh – volume: 37 start-page: 153 year: 2021 ident: ref_35 article-title: Antimicrobial and cytotoxic activities of thiazolo[4,5-b]pyridine derivatives publication-title: Biopolym. Cell doi: 10.7124/bc.000A53 contributor: fullname: Lozynskyi – ident: ref_38 – volume: 42 start-page: 1195 year: 2016 ident: ref_14 article-title: Synthesis and anti-inflammatory activities of 4H-chromene and chromeno[2,3-b]pyridine derivatives publication-title: Res. Chem. Intermed. doi: 10.1007/s11164-015-2081-7 contributor: fullname: Chung – volume: 181 start-page: 631 year: 2006 ident: ref_32 article-title: Recent trends in chemistry of thiazolopyridines publication-title: Phosphorus Sulfur Silicon Relat. Elem. doi: 10.1080/10426500500269885 contributor: fullname: Mohamed – volume: 1219 start-page: 128651 year: 2020 ident: ref_17 article-title: Novel fused pyridine derivatives containing pyrimidine moiety as prospective tyrosyl-tRNA synthetase inhibitors: Design, synthesis, pharmacokinetics and molecular docking studies publication-title: J. Mol. Struct. doi: 10.1016/j.molstruc.2020.128651 contributor: fullname: Othman – volume: 45 start-page: 2266 year: 2015 ident: ref_26 article-title: Arylidene pyruvic acids motif in the synthesis of new 2H,5H-chromeno [4′,3′:4,5]thiopyrano[2,3-d]thiazoles via tandem hetero-Diels–Alder-hemiacetal reaction publication-title: Synth. Commun. doi: 10.1080/00397911.2015.1076004 contributor: fullname: Lozynskyi – volume: 13 start-page: 1577 year: 2003 ident: ref_15 article-title: 5-Aryl-pyrazolo[3,4-b]pyridines: Potent inhibitors of glycogen synthase kinase-3 (GSK-3) publication-title: Bioorg. Med. Chem. Lett. doi: 10.1016/S0960-894X(03)00134-3 contributor: fullname: Witherington – volume: 4 start-page: 324 year: 1968 ident: ref_36 article-title: Studies on azolidones and their derivatives publication-title: Chem. Heterocycl. Compd. doi: 10.1007/BF00755270 contributor: fullname: Komaritsa – volume: 41 start-page: 2131 year: 1993 ident: ref_33 article-title: Synthesis and herbicidal activity of 5-(haloalkyl)-substituted thiazolo[4,5-b]pyridine-3(2H)-acetic acid derivatives publication-title: J. Agric. Food Chem. doi: 10.1021/jf00035a058 contributor: fullname: Hegde – volume: 66 start-page: 103 year: 2019 ident: ref_31 article-title: Synthesis, anti-inflammatory and antioxidant activities of novel 3H-thiazolo[4,5-b]pyridines publication-title: Acta Chim. Slov. doi: 10.17344/acsi.2018.4570 contributor: fullname: Chaban – volume: 466 start-page: 935 year: 2010 ident: ref_43 article-title: Type IIA topoisomerase inhibition by a new class of antibacterial agents publication-title: Nature doi: 10.1038/nature09197 contributor: fullname: Bax |
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| SubjectTerms | Acids antimicrobial activity Antimicrobial agents Biological activity Cancer Cytotoxicity Kinases molecular docking pharmacokinetics prediction thiazolo[4,5-b]pyridines Tumor necrosis factor-TNF |
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| Title | Synthesis and Biological Activity Evaluation of Novel 5-Methyl-7-phenyl-3H-thiazolo[4,5-b]pyridin-2-ones |
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