Structurally Diverse Metabolites from the Marine-Derived Streptomyces sp. DS-27 Based on Two Different Culture Conditions

Chem Biodivers. 2023 Sep;20(9):e202301017. doi: 10.1002/cbdv.202301017. Epub 2023 Aug 21.

Abstract

Nine new compounds, including streptothiomycin A-E (1-5), two cyclopentenones (6, 7), one α-pyrone (8), wailupemycin Q (20), along with sixteen known compounds were identified from a rhizosphere strain Streptomyces sp. DS-27 derived from the marine cordgrass Spartina alterniflora under two different culture conditions. All of the structures were elucidated by extensive analysis of 1D/2D NMR and HR-ESI-MS data. The absolute configurations were determined by NOESY analysis, ECD, specific rotation and GIAO NMR calculations, and DP4+ probability analysis. Bioactivity investigation showed that compounds 5 and 7 exhibited significant inhibitory effects on LPS-induced NO production in a dose-dependent manner, which indicates their anti-inflammatory potential.

Keywords: DP4+ probability analysis; NMR calculation; Streptomyces; anti-inflammatory activity; secondary metabolites.

MeSH terms

  • Antineoplastic Agents* / pharmacology
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Pyrones / chemistry
  • Streptomyces* / chemistry

Substances

  • Antineoplastic Agents
  • Pyrones