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来自犬链霉菌菌株FIM-0916的两种新型两性霉素类似物。

Two novel amphomycin analogues from Streptomyces canus strain FIM-0916.

作者信息

Yang Huang-Jian, Huang Xiao-Zhen, Zhang Zhu-Lan, Wang Chuan-Xi, Zhou Jian, Huang Kai, Zhou Jing-Ming, Zheng Wei

机构信息

a Department of Pharmaceutical Microbiology, Fujian Institute of Microbiology , Fuzhou 350007 , P.R. China.

出版信息

Nat Prod Res. 2014;28(12):861-7. doi: 10.1080/14786419.2014.886210. Epub 2014 Feb 25.

DOI:10.1080/14786419.2014.886210
PMID:24568288
Abstract

Three lipopeptides, the known compound amphomycin, together with two novel compounds named aspartocin D (1) and aspartocin E (2) were obtained from the fermentation broth extraction of Streptomyces canus strain FIM0916 by using various column chromatography techniques. Their structures were elucidated by using spectroscopic methods, mainly by an extensive NMR analysis. It was demonstrated that compounds 1 and 2 are novel analogues of amphomycin, whose structures are similar to aspartocins. Compounds 1 and 2 share the same cyclic decapeptide core of cyclo (Dab2-Pip3-MeAsp4-Asp5-Gly6-Asp7-Gly8-Dab9-Val10-Pro11-), differing only in the side-chain moiety corresponding to Asp1-△3-isohendecenoic acid and Asp1-△3-isododecenoic acid, for aspartocin D and aspartocin E. In bioassays, compounds 1 and 2 exhibited antimicrobial activities against Gram-positive bacteria in the presence of Ca(2+) (1.25 mM); particularly, the activities were enhanced with higher concentrations of calcium.

摘要

通过各种柱色谱技术,从犬链霉菌菌株FIM0916的发酵液提取物中获得了三种脂肽,即已知化合物两性霉素,以及两种名为天冬菌素D(1)和天冬菌素E(2)的新化合物。它们的结构通过光谱方法进行了阐明,主要是通过广泛的核磁共振分析。结果表明,化合物1和2是两性霉素的新型类似物,其结构与天冬菌素相似。化合物1和2具有相同的环(Dab2 - Pip3 - MeAsp4 - Asp5 - Gly6 - Asp7 - Gly8 - Dab9 - Val10 - Pro11 -)环十肽核心,仅在对应于天冬菌素D的Asp1 - △3 - 异十一碳烯酸和天冬菌素E的Asp1 - △3 - 异十二碳烯酸的侧链部分有所不同。在生物测定中,化合物1和2在存在Ca(2+)(1.25 mM)的情况下对革兰氏阳性菌表现出抗菌活性;特别是,随着钙浓度的升高,活性增强。

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