含 3-羟基-4-甲基癸酸的环十四肽内寄生真菌

3-Hydroxy-4-methyldecanoic Acid-Containing Cyclotetradepsipeptides from an Endolichenic sp.

机构信息

State Key Laboratory of Phytochemistry and Plant Resources in West China, and Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, 650201 Yunnan, People's Republic of China.

University of Chinese Academy of Sciences, Beijing 100049, People's Republic of China.

出版信息

J Nat Prod. 2021 Apr 23;84(4):1244-1253. doi: 10.1021/acs.jnatprod.0c01305. Epub 2021 Mar 23.

DOI:10.1021/acs.jnatprod.0c01305

PMID:33754723

Abstract

An investigation of an endolichenic sp. led to the discovery of seven new cyclotetradepsipeptides, beauveamides A-G (-), along with the known beauverolide Ka (). All incorporate a 3-hydroxy-4-methyldecanoic acid (HMDA) moiety in their structures. Their configuration was determined through Marfey's, -based configuration analysis, and NMR computational methods, representing the first time that the stereostructures of HMDA-moiety-containing cyclotetradepsipeptides have been established. Compounds and exhibited protecting effects on HEI-OC1 cells at 10 μM, while , , and could stimulate glucose uptake in cultured rat L6 myoblasts at 50 μM. Compound showed dose-dependent activity in both L6 myoblasts and myotubes.

摘要

一项针对内生真菌的调查导致发现了七种新型环十肽，即 beauveamides A-G（-），以及已知的 beauverolide Ka（）。所有这些化合物的结构中都含有 3-羟基-4-甲基癸酸（HMDA）部分。它们的构型通过 Marfey's 基于的构型分析和 NMR 计算方法确定，这代表了首次建立含有 HMDA 部分的环十肽立体结构。化合物和在 10 μM 时对 HEI-OC1 细胞表现出保护作用，而、、和在 50 μM 时可以刺激培养的大鼠 L6 成肌细胞的葡萄糖摄取。化合物在 L6 成肌细胞和肌管中均表现出剂量依赖性活性。