A new diketopiperazine isolated from a Nocardiopsis strain TRM20105 guided by bioassay against Candida albicans

Nat Prod Res. 2019 Dec;33(23):3421-3425. doi: 10.1080/14786419.2018.1475389. Epub 2018 Jun 5.

Abstract

An actinomycete strain TRM20105 with antifungal activity was identified as Nocardiopsis dassonvillei subsp. dassonvillei DSM43111 (98.34% similarity) by 16S rDNA phylogenetic analysis and morphology observation. The fermentation broth of TRM20105 cultured with oat-soybean medium was subjected to discover bioactive compounds. Guided by antifungal bioassay against Candida albicans, a new diketopiperazine compound was purified via various column chromatographies together with pHPLC. The purified active compound was identified as 1-demethylnocazine A, (3Z,6Z)-5-methoxy-3,6-bis(4-methoxybenzylidene) -1,6-dihydropyrazin-2(3H)-one by the analyses of 1D & 2D NMR data.

Keywords: 1-demethylnocazine A; antifungal activity; diketopiperazine.

MeSH terms

  • Actinobacteria / chemistry*
  • Antifungal Agents / chemistry
  • Antifungal Agents / isolation & purification*
  • Biological Assay
  • Candida albicans / drug effects*
  • Chromatography
  • Diketopiperazines / chemistry
  • Diketopiperazines / isolation & purification*
  • Diketopiperazines / pharmacology
  • Magnetic Resonance Spectroscopy
  • Nocardia / chemistry*
  • Phylogeny
  • RNA, Ribosomal, 16S / genetics

Substances

  • Antifungal Agents
  • Diketopiperazines
  • RNA, Ribosomal, 16S