Two new cyclopentenone metabolites from Streptomyces sp. HU119

J Asian Nat Prod Res. 2022 Nov;24(11):1058-1063. doi: 10.1080/10286020.2021.2023505. Epub 2022 Feb 10.

Abstract

Two previously undescribed cyclopentenone metabolites, (S)-2-(3-acetylamino-2-methyl)propyl-3-butyl-2-cyclopenten-1-one (1) and (S)-2-(3-acetylamino-2-ethyl)propyl-3-butyl-2-cyclopenten-1-one (2), were isolated from the fermentation broth of the strain Streptomyces sp. HU119. The structures of 1 and 2 were determined by the comprehensive spectroscopic analysis, including 1 D, 2 D NMR, MS spectral analysis and the comparison with data from the literature. The absolute configurations were elucidated by experimental and calculated optical rotations (OR). Compounds 1 and 2 displayed weak cytotoxic activity.

Keywords: Cyclopentenone metabolites; Streptomyces sp. HU119; Tai Lake sediment; structure elucidation.

MeSH terms

  • Cyclopentanes / pharmacology
  • Fermentation
  • Molecular Structure
  • Streptomyces* / chemistry

Substances

  • cyclopentenone
  • Cyclopentanes