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

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

Abstract

An investigation of an endolichenic Beauveria sp. led to the discovery of seven new cyclotetradepsipeptides, beauveamides A-G (2-8), along with the known beauverolide Ka (1). All incorporate a 3-hydroxy-4-methyldecanoic acid (HMDA) moiety in their structures. Their configuration was determined through Marfey's, J-based configuration analysis, and NMR computational methods, representing the first time that the stereostructures of HMDA-moiety-containing cyclotetradepsipeptides have been established. Compounds 1 and 2 exhibited protecting effects on HEI-OC1 cells at 10 μM, while 1, 4, and 5 could stimulate glucose uptake in cultured rat L6 myoblasts at 50 μM. Compound 1 showed dose-dependent activity in both L6 myoblasts and myotubes.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Ascomycota
  • Beauveria / chemistry*
  • Cell Line
  • China
  • Decanoic Acids*
  • Depsipeptides / pharmacology*
  • Humans
  • Lichens / microbiology
  • Molecular Structure
  • Myoblasts / drug effects*
  • Myoblasts / metabolism
  • Rats

Substances

  • Decanoic Acids
  • Depsipeptides

Supplementary concepts

  • Gypsoplaca macrophylla