Inhibition of chitin synthases and antifungal activities by 2'-benzoyloxycinnamaldehyde from Pleuropterus ciliinervis and its derivatives

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dc.contributor.authorTae Hoon Kang-
dc.contributor.authorE I Hwang-
dc.contributor.authorBong Sik Yun-
dc.contributor.authorK D Park-
dc.contributor.authorByoung-Mog Kwon-
dc.contributor.authorC S Shin-
dc.contributor.authorSung Uk Kim-
dc.date.accessioned2017-04-19T09:06:43Z-
dc.date.available2017-04-19T09:06:43Z-
dc.date.issued2007-
dc.identifier.issn0918-6158-
dc.identifier.uri10.1248/bpb.30.598ko
dc.identifier.urihttps://oak.kribb.re.kr/handle/201005/7821-
dc.description.abstractIn the course of search for potent chitin synthase inhibitors from natural resources, a novel chitin synthases inhibitor, 2′-benzoyloxycinnamaldehyde (2′-BCA) (I), was isolated from the aerial parts of Pleuropterus ciliinervis NAKAI. 2′-BCA inhibited chitin synthase 1 and 2 of Saccharomyces cerevisiae with the IC50s of 54.9 and 70.8 μg/ml, respectively, whereas it exhibited no inhibitory activity for chitin synthase 3 up to 280 μg/ml. Its derivatives, 2′-chloro- (V) and 2(-bromo-cinnamaldehyde (VI), each showed 1.9 and 2.7-fold stronger inhibitory activities than 2′-BCA, with the IC50s of 37.2 and 26.6 μg/ml, respectively. Especially, the IC50 of compound VI against chitin synthase 2 represented 1.7-fold more potent inhibitory activity than polyoxin D, a well-known chitin synthase inhibitor. Furthermore, compounds V and VI showed potent antifungal activities against various fungi including human pathogenic fungi, with a particularly strong inhibitory activity against Cryptococcus neoformans (MIC=16 μg/ml). Although the chemical synthesis of this compound has been reported, the present study is the first report to describe the isolation of 2′-BCA from natural resources and chitin synthases inhibitory activities of its derivatives. These results suggested that 2′-BCA and its derivatives can potentially serve as useful lead compounds for development of antifungal agents.-
dc.publisherPharmaceutical Soc Japan-
dc.titleInhibition of chitin synthases and antifungal activities by 2'-benzoyloxycinnamaldehyde from Pleuropterus ciliinervis and its derivatives-
dc.title.alternativeInhibition of chitin synthases and antifungal activities by 2'-benzoyloxycinnamaldehyde from Pleuropterus ciliinervis and its derivatives-
dc.typeArticle-
dc.citation.titleBiological & Pharmaceutical Bulletin-
dc.citation.number3-
dc.citation.endPage602-
dc.citation.startPage598-
dc.citation.volume30-
dc.contributor.affiliatedAuthorTae Hoon Kang-
dc.contributor.affiliatedAuthorBong Sik Yun-
dc.contributor.affiliatedAuthorByoung-Mog Kwon-
dc.contributor.affiliatedAuthorSung Uk Kim-
dc.contributor.alternativeName강태훈-
dc.contributor.alternativeName황의일-
dc.contributor.alternativeName윤봉식-
dc.contributor.alternativeName박기덕-
dc.contributor.alternativeName권병목-
dc.contributor.alternativeName신철수-
dc.contributor.alternativeName김성욱-
dc.identifier.bibliographicCitationBiological & Pharmaceutical Bulletin, vol. 30, no. 3, pp. 598-602-
dc.identifier.doi10.1248/bpb.30.598-
dc.subject.keyword2′-benzoyloxycinnamaldehyde-
dc.subject.keywordAntifungal activity-
dc.subject.keywordChitin synthase inhibitor-
dc.subject.keywordPleuropterus ciliinervis-
dc.subject.local2'-Benzoyloxycinnamaldehyde (BCA)-
dc.subject.local2'-Benzoyloxycinnamaldehyde-
dc.subject.local2′-benzoyloxycinnamaldehyde-
dc.subject.localAntifungal activity-
dc.subject.localAnti-fungal activity-
dc.subject.localantifungal activity-
dc.subject.localChitin synthase inhibitor-
dc.subject.localpleuropterus ciliinervis-
dc.subject.localPleuropterus ciliinervis-
dc.description.journalClassY-
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