Anti-inflammatory and cytotoxic agents from Xylaria sp. SWUF09-62 fungus

Nat Prod Res. 2021 Jun;35(12):2010-2019. doi: 10.1080/14786419.2019.1652292. Epub 2019 Aug 16.

Abstract

The ongoing search for anti-cancer agents from microorganisms led to the isolation of four new compounds including 6-ethyl-8-hydroxy-4H-chromen-4-one (1), 6-ethyl-7,8-dihydroxy-4H-chromen-4-one (2), (3S)-3,4-dihydro-8-hydroxy-7-methoxy-3-methylisocoumarin (3) and (3S)-3,4-dihydro-5,7,8-trihydroxy-3-methylisocoumarin (4), together with eleven known compounds (5-15) from Xylaria sp. SWUF09-62 fungus. The chemical structures were deduced from IR, 1D and 2D NMR, and MS data. The absolute configurations of 3 and 4 were determined by ECD experiment. Compounds 2 and 4 indicated possible chemo-prevention and chemo-therapeutic properties, exhibited anti-inflammatory properties by reducing nitric oxide production in LPS-stimulated RAW264.7 cells (IC50 = 1.57 ± 0.25 and 3.02 ± 0.27 μg/mL) and cytotoxicity against HT29 cells (IC50 = 16.46 ± 0.48 and 97.78 ± 7.14 μg/mL).

Keywords: Anti-inflammatory; Xylaria; chromone; cytotoxicity; mellein; nitric oxide (NO).

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / pharmacology*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Biological Products / chemistry
  • Biological Products / pharmacology*
  • Drug Evaluation, Preclinical
  • HCT116 Cells
  • HT29 Cells
  • Humans
  • Lipopolysaccharides / toxicity
  • Magnetic Resonance Spectroscopy
  • Mice
  • Molecular Structure
  • Nitric Oxide / metabolism
  • RAW 264.7 Cells
  • Xylariales / chemistry*

Substances

  • Anti-Inflammatory Agents
  • Antineoplastic Agents
  • Biological Products
  • Lipopolysaccharides
  • Nitric Oxide