Two novel amphomycin analogues from Streptomyces canus strain FIM-0916

Two novel amphomycin analogues from Streptomyces canus strain FIM-0916
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DOI:
10.1080/14786419.2014.886210
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发表时间:
2014-06-18
影响因子:
2.2
通讯作者:
Zheng, Wei
Zheng, Wei
中科院分区:
化学3区
文献类型:
--
作者:
Yang, Huang-Jian;Huang, Xiao-Zhen;Zheng, Wei

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通过使用各种柱层析技术,从 Canus 链霉菌 FIM0916 菌株的发酵液提取中获得了三种脂肽,即已知的化合物安福霉素,以及两种名为天冬氨酸 D (1) 和天冬氨酸 E (2) 的新型化合物。它们的结构通过光谱方法(主要是广泛的核磁共振分析)得以阐明。结果表明,化合物1和2是新型安福霉素类似物,其结构与天冬氨酸类似。对于天冬氨酸 D 和天冬氨酸,化合物 1 和 2 具有相同的环十肽核心 (Dab2-Pip3-MeAsp4-Asp5-Gly6-Asp7-Gly8-Dab9-Val10-Pro11-),仅对应于 Asp1-o3-异十二烯酸和 Asp1-o3-异十二烯酸的侧链部分不同E. 在生物测定中,化合物 1 和 2 在 Ca2+ (1.25mM) 存在下表现出对革兰氏阳性菌的抗菌活性;特别是,较高浓度的钙可以增强活性。
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-o3-isohendecenoic acid and Asp1-o3-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 Ca2+ (1.25mM); particularly, the activities were enhanced with higher concentrations of calcium.