质谱法
立体化学
化学
屎肠球菌
立体异构
肽
糖肽
二酮哌嗪
绝对构型
组合化学
色谱法
分子
生物化学
有机化学
抗生素
作者
Dongliang Xiao,Wenhua Li,Tianyi Li,Jianshuang Zhou,Mei Zhang,Xinqi Chen,Liwen Zhang,Qiulin Yue,Baoqing Dun,Chen Wang,Yuquan Xu
标识
DOI:10.1021/acs.jnatprod.2c01168
摘要
Mass spectrometry-based dereplication and prioritization led to the discovery of four multi-N-methylated cyclodecapeptides, auyuittuqamides E–H (1–4), from a soil-derived Sesquicillium sp. The planar structures of these compounds were elucidated based on analysis of HRESIMS and NMR data. Absolute configurations of the chiral amino acid residues were assigned by a combination of the advanced Marfey’s method, chiral-phase LC-MS analysis, and J-based configuration analysis, revealing that 1–4 contain both d- and l-isomers of N-methylleucine (MeLeu). Differentiation of d- and l-MeLeu in the sequence was achieved by advanced Marfey’s analysis of the diagnostic peptide fragments generated from partial hydrolysis of 1. Bioinformatic analysis identified a putative biosynthetic gene cluster (auy) for auyuittuqamides E–H, and a plausible biosynthetic pathway was proposed. These newly identified fungal cyclodecapeptides (1–4) displayed in vitro growth inhibitory activity against vancomycin-resistant Enterococcus faecium with MIC values of 8 μg/mL.
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