Abstract
Staphylococcus aureus (S. aureus), a prominent, highly contagious nosocomial and community- acquired bacterial pathogen, can cause a broad spectrum of diseases. Antibiotic-resistant S. aureus strains, which pose potential causes of morbidity and mortality, have continuously emerged in recent years, calling for novel anti-S. aureus agents. 1,2,3-triazole and 1,2,4-triazole, the bioisostere of amides, esters, and carboxylic acids, are potent inhibitors of DNA gyrase, topoisomerase IV, efflux pumps, filamentous temperature-sensitive protein Z, and penicillin-binding protein. In particular, 1,2,3-triazole- and 1,2,4-triazole-containing hybrids have the potential to exert dual or multiple antibacterial mechanisms of action. Moreover, 1,2,3-triazole-cephalosporin hybrid cefatrizine, 1,2,3- triazole-oxazolidinone hybrid radezolid, and 1,2,4-triazolo[1,5-a]pyrimidine hybrid essramycin, have already been used in clinical practice to treat bacterial infections. Hence, 1,2,3-triazole- and 1,2,4- triazole-containing hybrids possess promising broad-spectrum antibacterial activity against diverse clinically significant organisms, including drug-resistant forms. This review is an update on the latest development of 1,2,3-triazole- and 1,2,4-triazole-containing hybrids with anti-S. aureus activity, covering articles published between January 2020 and July 2021.
Keywords: 1, 2, 3-triazole, 1, 4-triazole, Hybrid compounds, Antibacterial, Staphylococcus aureus, Synthesis.
Graphical Abstract
[http://dx.doi.org/10.22207/JPAM.14.4.01]
[http://dx.doi.org/10.1016/j.jiac.2019.10.003] [PMID: 31676266]
[http://dx.doi.org/10.1128/CMR.00134-14] [PMID: 26016486]
[http://dx.doi.org/10.1080/21505594.2021.1878688] [PMID: 33522395]
[http://dx.doi.org/10.1093/femsre/fuz030] [PMID: 31841134]
[http://dx.doi.org/10.4236/aim.2018.81006]
[http://dx.doi.org/10.1186/s43094-021-00241-3] [PMID: 34056014]
[http://dx.doi.org/10.1016/j.ejmech.2020.113069] [PMID: 33388593]
[http://dx.doi.org/10.1002/ardp.202000223] [PMID: 32985011]
[http://dx.doi.org/10.3390/ph14030224] [PMID: 33799936]
[http://dx.doi.org/10.1097/IPC.0000000000000638]
[http://dx.doi.org/10.1016/j.micpath.2019.103866] [PMID: 31715321]
[http://dx.doi.org/10.1038/ja.2008.124] [PMID: 18503193]
[http://dx.doi.org/10.1016/j.ccr.2020.213217]
[http://dx.doi.org/10.1016/j.tetlet.2015.03.136]
[http://dx.doi.org/10.1021/acs.chemrev.5b00302] [PMID: 27115045]
[http://dx.doi.org/10.1021/acs.chemrev.6b00466] [PMID: 27960271]
[http://dx.doi.org/10.7897/2230-8407.097121]
[http://dx.doi.org/10.1007/s10593-006-0255-3]
[http://dx.doi.org/10.1002/cbdv.201800261] [PMID: 29987907]
[http://dx.doi.org/10.3390/molecules26185667] [PMID: 34577138]
[http://dx.doi.org/10.1016/j.ejmech.2020.112604] [PMID: 32731187]
[http://dx.doi.org/10.1016/j.bioorg.2020.104398] [PMID: 33137559]
[http://dx.doi.org/10.1016/j.bmc.2021.116138] [PMID: 33857737]
[http://dx.doi.org/10.1016/j.ejmech.2021.113624] [PMID: 34153574]
[http://dx.doi.org/10.1016/j.bioorg.2019.103475] [PMID: 31791683]
[http://dx.doi.org/10.1016/j.bioorg.2021.104992] [PMID: 34051415]
[http://dx.doi.org/10.1016/j.bmcl.2019.126850] [PMID: 31836439]
[http://dx.doi.org/10.1016/j.molstruc.2021.130636]
[http://dx.doi.org/10.1007/s11224-020-01512-0]
[http://dx.doi.org/10.1007/s11030-020-10112-3] [PMID: 32507981]
[http://dx.doi.org/10.2174/1871520620666200929153138] [PMID: 32990543]
[http://dx.doi.org/10.1016/j.bioorg.2021.104920] [PMID: 33910078]
[http://dx.doi.org/10.1016/j.molstruc.2020.129503]
[http://dx.doi.org/10.1021/acscombsci.0c00060] [PMID: 32691584]
[http://dx.doi.org/10.33224/rrch.2020.65.3.03]
[http://dx.doi.org/10.1007/s00044-021-02711-y]
[http://dx.doi.org/10.1007/s00706-020-02571-z]
[http://dx.doi.org/10.3390/ma13184080] [PMID: 32937873]
[http://dx.doi.org/10.1002/jhet.4159]
[http://dx.doi.org/10.1002/slct.202000191]
[http://dx.doi.org/10.1002/jhet.3929]
[http://dx.doi.org/10.3390/molecules25061339] [PMID: 32183502]
[http://dx.doi.org/10.1002/slct.202003786]
[http://dx.doi.org/10.1007/s11030-021-10212-8] [PMID: 33834361]
[http://dx.doi.org/10.1134/S1068162021020217]
[http://dx.doi.org/10.1007/s12039-020-01844-8]
[http://dx.doi.org/10.1016/j.molstruc.2020.128705]
[http://dx.doi.org/10.1134/S1068162020010069]
[http://dx.doi.org/10.1080/10406638.2020.1857272]]
[http://dx.doi.org/10.1002/jhet.4083]
[http://dx.doi.org/10.3390/molecules25102433] [PMID: 32456041]
[http://dx.doi.org/10.1002/ardp.202000473] [PMID: 33656194]
[http://dx.doi.org/10.1080/00397911.2020.1781182]
[http://dx.doi.org/10.2174/1568026620666200819143029] [PMID: 32814526]
[http://dx.doi.org/10.3390/molecules26092597] [PMID: 33946936]
[http://dx.doi.org/10.1016/j.bmcl.2021.128004] [PMID: 33811989]
[http://dx.doi.org/10.1080/00397911.2020.1726397]
[http://dx.doi.org/10.1016/j.bmcl.2020.127746] [PMID: 33333162]
[http://dx.doi.org/10.1016/j.jscs.2019.12.001]
[http://dx.doi.org/10.1177/1747519820966971]
[http://dx.doi.org/10.1039/D1NJ00773D]
[http://dx.doi.org/10.1016/j.molstruc.2020.128552]
[http://dx.doi.org/10.1016/j.cdc.2020.100429]
[http://dx.doi.org/10.1016/j.cdc.2020.100486]
[http://dx.doi.org/10.1002/jhet.3956]
[http://dx.doi.org/10.3390/molecules26010170] [PMID: 33396536]
[http://dx.doi.org/10.1016/j.steroids.2020.108675] [PMID: 32531313]
[http://dx.doi.org/10.1002/ejoc.202000811]
[http://dx.doi.org/10.1002/jhet.4020]
[http://dx.doi.org/10.1002/slct.202000492]
[http://dx.doi.org/10.1002/slct.201903834]
[http://dx.doi.org/10.1016/j.bmcl.2019.126846] [PMID: 31839540]
[http://dx.doi.org/10.1080/00397911.2020.1802758]
[http://dx.doi.org/10.2174/1573406414666181106124852] [PMID: 30398118]
[PMID: 32122843]
[http://dx.doi.org/10.1016/j.bmcl.2021.128201] [PMID: 34139328]
[http://dx.doi.org/10.1016/j.molstruc.2020.128234]
[http://dx.doi.org/10.1111/lam.13359] [PMID: 32725897]
[http://dx.doi.org/10.3390/molecules25040790] [PMID: 32059480]
[http://dx.doi.org/10.1002/jhet.4151]
[http://dx.doi.org/10.1016/j.ejmech.2020.113021] [PMID: 33248851]
[http://dx.doi.org/10.1098/rsos.200290] [PMID: 32874626]
[http://dx.doi.org/10.1002/jhet.3890]
[http://dx.doi.org/10.1002/jhet.4138]
[http://dx.doi.org/10.1088/1742-6596/1795/1/012011]
[http://dx.doi.org/10.1088/1742-6596/1795/1/012021]
[http://dx.doi.org/10.1016/j.bioorg.2021.104841] [PMID: 33798851]
[http://dx.doi.org/10.1371/journal.pone.0229891] [PMID: 32497076]
[http://dx.doi.org/10.1002/jhet.4230]
[http://dx.doi.org/10.1016/j.bioorg.2020.104164] [PMID: 32896807]
[http://dx.doi.org/10.1134/S1068162020050076]
[http://dx.doi.org/10.1016/j.bmcl.2020.127579] [PMID: 32987135]
[http://dx.doi.org/10.1016/j.bioorg.2020.104441] [PMID: 33181409]
[http://dx.doi.org/10.1016/j.ejmech.2020.112444] [PMID: 32497961]
[http://dx.doi.org/10.1039/D0NJ02591G]
[http://dx.doi.org/10.1080/00397911.2020.1728333]