Synthesis and in Vitro Evaluation of the Antitubercular and Antibacterial Activity of Novel Oxazolidinones Bearing Octahydrocyclopenta[c]pyrrol-2-yl Moieties
DC Field | Value | Language |
---|---|---|
dc.contributor.author | Bhattarai, Deepak | - |
dc.contributor.author | Lee, Ju-hyeon | - |
dc.contributor.author | Seo, Seon Hee | - |
dc.contributor.author | Nam, Ghilsoo | - |
dc.contributor.author | Choo, Hyunah | - |
dc.contributor.author | Kang, Soon Bang | - |
dc.contributor.author | Kwak, Jin-Hwan | - |
dc.contributor.author | Oh, Taegwon | - |
dc.contributor.author | Cho, Sang-Nae | - |
dc.contributor.author | Pae, Ae Nim | - |
dc.contributor.author | Kim, Eunice Eunkyeong | - |
dc.contributor.author | Jeong, Nakcheol | - |
dc.contributor.author | Keum, Gyochang | - |
dc.date.accessioned | 2021-09-05T02:37:14Z | - |
dc.date.available | 2021-09-05T02:37:14Z | - |
dc.date.created | 2021-06-15 | - |
dc.date.issued | 2014-12 | - |
dc.identifier.issn | 0009-2363 | - |
dc.identifier.uri | https://scholar.korea.ac.kr/handle/2021.sw.korea/96678 | - |
dc.description.abstract | A novel series of oxazolidinone-class antimicrobial agents with 5-substituted octahydrocyclopenta[c]pyrrole moieties at the C-ring of linezolid and an acetamide or 1,2,3-triazole ring as the C-5 side chain of the oxazolidinone ring were prepared. The resulting series of compounds were evaluated for in vitro antimicrobial activity against Mycobacterium tuberculosis and a panel of clinically important resistant Gram-positive and -negative bacteria. Among them, endo-alcohol 2a and exo-alcohol 2b showed potent inhibitory activity against M. tuberculosis H(37)Rv, which was superior to that of linezolid. Several analogues in this series showed potent in vitro antibacterial activity against the clinically important vancomycin-resistant bacteria and showed similar or better potency against linezolid-resistant methicillin-resistant Staphylococcus aureus (MASA) strains. The hydroxyl group in the azabicyclic C-ring interacted with the same hydrophobic pocket as linezolid based on a docking study. Selected compounds with high antimicrobial activity showed good human microsomal stability and low CYP isozyme and monoamine oxidase (MAO) inhibition. | - |
dc.language | English | - |
dc.language.iso | en | - |
dc.publisher | PHARMACEUTICAL SOC JAPAN | - |
dc.subject | RESISTANT STAPHYLOCOCCUS-AUREUS | - |
dc.subject | LINEZOLID RESISTANCE | - |
dc.subject | MYCOBACTERIUM-TUBERCULOSIS | - |
dc.subject | AGENTS | - |
dc.subject | ANTIBIOTICS | - |
dc.subject | INFECTIONS | - |
dc.subject | OUTBREAK | - |
dc.subject | SYSTEM | - |
dc.subject | RNA | - |
dc.title | Synthesis and in Vitro Evaluation of the Antitubercular and Antibacterial Activity of Novel Oxazolidinones Bearing Octahydrocyclopenta[c]pyrrol-2-yl Moieties | - |
dc.type | Article | - |
dc.contributor.affiliatedAuthor | Jeong, Nakcheol | - |
dc.identifier.doi | 10.1248/cpb.c14-00510 | - |
dc.identifier.scopusid | 2-s2.0-84919903153 | - |
dc.identifier.wosid | 000345495500008 | - |
dc.identifier.bibliographicCitation | CHEMICAL & PHARMACEUTICAL BULLETIN, v.62, no.12, pp.1214 - 1224 | - |
dc.relation.isPartOf | CHEMICAL & PHARMACEUTICAL BULLETIN | - |
dc.citation.title | CHEMICAL & PHARMACEUTICAL BULLETIN | - |
dc.citation.volume | 62 | - |
dc.citation.number | 12 | - |
dc.citation.startPage | 1214 | - |
dc.citation.endPage | 1224 | - |
dc.type.rims | ART | - |
dc.type.docType | Article | - |
dc.description.journalClass | 1 | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
dc.relation.journalResearchArea | Pharmacology & Pharmacy | - |
dc.relation.journalResearchArea | Chemistry | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Medicinal | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Multidisciplinary | - |
dc.relation.journalWebOfScienceCategory | Pharmacology & Pharmacy | - |
dc.subject.keywordPlus | RESISTANT STAPHYLOCOCCUS-AUREUS | - |
dc.subject.keywordPlus | LINEZOLID RESISTANCE | - |
dc.subject.keywordPlus | MYCOBACTERIUM-TUBERCULOSIS | - |
dc.subject.keywordPlus | AGENTS | - |
dc.subject.keywordPlus | ANTIBIOTICS | - |
dc.subject.keywordPlus | INFECTIONS | - |
dc.subject.keywordPlus | OUTBREAK | - |
dc.subject.keywordPlus | SYSTEM | - |
dc.subject.keywordPlus | RNA | - |
dc.subject.keywordAuthor | oxazolidinone | - |
dc.subject.keywordAuthor | antibacterial agent | - |
dc.subject.keywordAuthor | Gram-positive bacteria | - |
dc.subject.keywordAuthor | Mycobacterium tuberculosis | - |
dc.subject.keywordAuthor | linezolid | - |
Items in ScholarWorks are protected by copyright, with all rights reserved, unless otherwise indicated.
(02841) 서울특별시 성북구 안암로 14502-3290-1114
COPYRIGHT © 2021 Korea University. All Rights Reserved.
Certain data included herein are derived from the © Web of Science of Clarivate Analytics. All rights reserved.
You may not copy or re-distribute this material in whole or in part without the prior written consent of Clarivate Analytics.