Synthesis and antimicrobial activities of 3-O-alkyl analogues of (+)-catechin: Improvement of stability and proposed action mechanism

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dc.contributor.authorKi Duk Park-
dc.contributor.authorS J Cho-
dc.date.accessioned2017-04-19T09:17:23Z-
dc.date.available2017-04-19T09:17:23Z-
dc.date.issued2010-
dc.identifier.issn0223-5234-
dc.identifier.uri10.1016/j.ejmech.2009.11.045ko
dc.identifier.urihttps://oak.kribb.re.kr/handle/201005/9408-
dc.description.abstractWe report here the synthesis and biological properties of 3-O-alkyl analogues of (+)-catechin (5), which itself is one of the major natural polyphenols found in green tea and has several physiological activities. Starting from 5, a series of 3-O-alkyl-(+)-catechin derivatives were investigated as potent antimicrobial agents. The presence of an alkyl chain rather than acyl on 3-O- showed an increase in antimicrobial activity which may be due to stability in standard culture condition. The most promising compound is 8e, 3-O-decyl analogue, with the MIC of 0.5-2, 32-128 and 2-4 μg/mL against Gram-positive bacteria, Gram-negative bacteria and human pathogenic fungi, respectively. Regarding action mechanism, the antimicrobial activity is possibly due to the lipophilicity and disrupting ability of the analogues to the liposome membrane.-
dc.publisherElsevier-
dc.titleSynthesis and antimicrobial activities of 3-O-alkyl analogues of (+)-catechin: Improvement of stability and proposed action mechanism-
dc.title.alternativeSynthesis and antimicrobial activities of 3-O-alkyl analogues of (+)-catechin: Improvement of stability and proposed action mechanism-
dc.typeArticle-
dc.citation.titleEuropean Journal of Medicinal Chemistry-
dc.citation.number3-
dc.citation.endPage1033-
dc.citation.startPage1028-
dc.citation.volume45-
dc.contributor.affiliatedAuthorKi Duk Park-
dc.contributor.alternativeName박기덕-
dc.contributor.alternativeName조성진-
dc.identifier.bibliographicCitationEuropean Journal of Medicinal Chemistry, vol. 45, no. 3, pp. 1028-1033-
dc.identifier.doi10.1016/j.ejmech.2009.11.045-
dc.subject.keyword3-O-acyl-(+)-catechins-
dc.subject.keyword3-O-Alkyl-(+)-catechins-
dc.subject.keywordAntimicrobial activity-
dc.subject.local3-O-acyl-(+)-catechins-
dc.subject.local3-O-Alkyl-(+)-catechins-
dc.subject.localAntimicrobial activity-
dc.subject.localantimicrobial activity-
dc.subject.localantimicrobial activities-
dc.description.journalClassY-
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