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Two novel amphomycin analogues from Streptomyces canus strain FIM-0916

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Two novel amphomycin analogues from Streptomyces canus strain FIM-0916

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作者
Huang-Jian Yang, Xiao-Zhen Huang, Zhu-Lan Zhang, Chuan-Xi Wang, Jian Zhou, Kai Huang, Jing-Ming Zhou,Wei Zheng*
刊物名称
Natural product research
2014
28
12
861-867

{Author}: Huang-Jian Yang, Xiao-Zhen Huang, Zhu-Lan Zhang, Chuan-Xi Wang, Jian Zhou, Kai Huang, Jing-Ming Zhou,Wei Zheng*

{Journal}: Natural product research

{Year}: 2014

{Volume}: 28

{Issue}:12

{Pages}:861-867

{Keywords}: NMR spectroscopy; amphomycins; aspartocins; lipopeptide antibiotics; structure elucidation

{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.

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