A new minor diketopiperazine from the sponge-derived fungus Simplicillium sp. YZ-11

Nat Prod Res. 2015;29(21):2013-7. doi: 10.1080/14786419.2015.1027890. Epub 2015 Apr 2.

Abstract

Chemical investigation of the cultures of a sponge-derived fungus Simplicillium sp. YZ-11 led to the isolation of a new minor diketopiperazine alkaloid cyclo-(2-hydroxy-Pro-Gly) (1) and a natural lactone (S)-dihydro-5-[(S)- hydroxyphenylmethyl]-2(3H)-furanone (2), together with five known ergostane-type sterols (3-7). Their structures were established based on extensive spectroscopic methods ((1)H and (13)C NMR, (1)H-(1)H COSY, HSQC and HMBC) and optical rotation analysis.

Keywords: Simplicillium sp; cyclo-(2-hydroxy-Pro-Gly); diketopiperazine; marine sponge; sterols.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemistry
  • Alkaloids / isolation & purification
  • Animals
  • Ascomycota / chemistry*
  • Diketopiperazines / chemistry*
  • Diketopiperazines / isolation & purification
  • Lactones / chemistry
  • Lactones / isolation & purification
  • Molecular Structure
  • Porifera / microbiology*
  • Sterols / chemistry
  • Sterols / isolation & purification

Substances

  • Alkaloids
  • Diketopiperazines
  • Lactones
  • Sterols