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桑宁环肽,一种来自真菌的缩肽 新属及新组合

Morinagadepsin, a Depsipeptide from the Fungus gen. et comb. nov.

作者信息

Harms Karen, Surup Frank, Stadler Marc, Stchigel Alberto Miguel, Marin-Felix Yasmina

机构信息

Department Microbial Drugs, Helmholtz Centre for Infection Research, Inhoffenstrasse 7, 38124 Braunschweig, Germany.

Institute of Microbiology, Technische Universität Braunschweig, Spielmannstrasse 7, 38106 Braunschweig, Germany.

出版信息

Microorganisms. 2021 May 31;9(6):1191. doi: 10.3390/microorganisms9061191.

Abstract

The new genus is introduced herein to accommodate the fungus as inferred from a phylogenetic study based on sequences of the internal transcribed spacer region (ITS), the nuclear rDNA large subunit (LSU), and partial fragments of ribosomal polymerase II subunit 2 (2) and β-tubulin (2) genes. was analyzed for the production of secondary metabolites, resulting in the isolation of a new depsipeptide named morinagadepsin (), and the already known chaetone B (). While the planar structure of was elucidated by extensive 1D- and 2D-NMR analysis and high-resolution mass spectrometry, the absolute configuration of the building blocks Ala, Val, and Leu was determined as -l by Marfey's method. The configuration of the 3-hydroxy-2-methyldecanyl unit was assigned as 22,23 by -based configuration analysis and Mosher's method after partial hydrolysis of the morinagadepsin to the linear derivative compound . Compound showed cytotoxic activity against the mammalian cell lines KB3.1 and L929, but no antimicrobial activity against the fungi and bacteria tested was observed, while was inactive. Compound was weakly cytotoxic against the cell line L929, but did not show any antimicrobial activity.

摘要

本文引入了一个新属,以容纳基于内部转录间隔区(ITS)、核糖体DNA大亚基(LSU)以及核糖体聚合酶II亚基2(RPB2)和β-微管蛋白(TUB2)基因部分片段序列的系统发育研究推断出的真菌。对该真菌进行了次生代谢产物的分析,从中分离出一种名为morinagadepsin()的新环肽以及已知的chaetone B()。通过广泛的一维和二维核磁共振分析以及高分辨率质谱确定了的平面结构,通过马尔菲方法将组成单元丙氨酸、缬氨酸和亮氨酸的绝对构型确定为 -L型。在将morinagadepsin部分水解为线性衍生物化合物后,通过基于的构型分析和莫舍尔方法将3-羟基-2-甲基癸烷基单元的构型指定为22,23。化合物对哺乳动物细胞系KB3.1和L929表现出细胞毒性活性,但未观察到对所测试的真菌和细菌有抗菌活性,而则无活性。化合物对细胞系L929有微弱的细胞毒性,但未表现出任何抗菌活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9484/8230337/d4ebafc6c3f9/microorganisms-09-01191-g001.jpg

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