Chromone and isocoumarin derivatives from the endophytic fungus Xylomelasma sp. Samif07, and their antibacterial and antioxidant activities

Nat Prod Res. 2021 Nov;35(22):4616-4620. doi: 10.1080/14786419.2019.1696333. Epub 2019 Nov 29.

Abstract

Five chromone derivatives, including 2,6-dimethyl-5-methoxyl-7-hydroxylchromone (1), 6-hydroxymethyleugenin (2), 6-methoxymethyleugenin (3), chaetoquadrin D (4), and isoeugenitol (5), and three isocoumarin congeners, namely diaporthin (6), 8-hydroxy-6-methoxy-3-methylisocoumarin (7), and 6-methoxymellein (8), were isolated from the culture of the endophytic fungus Xylomelasma sp. Samif07 derived from the medicinal plant Salvia miltiorrhiza Bunge. Among them, compound 1 was a new natural product. Their structures were determined by spectroscopic methods and comparison with the literature. The isolated compounds were evaluated for their antibacterial and antioxidant activities. Compound 5 showed notable antitubercular activity against Mycobacterium tuberculosis with MIC value of 10.31 µg/mL, while compounds 1-3, and 5-7 displayed inhibitory activities against the other bacteria with MIC range of 25 ∼ 100 µg/mL. Meanwhile, compound 6 showed potent hydroxyl radical-scavenging activity with EC50 value of 15.1 µg/mL, while compounds 5-7 showed certain ferric reducing ability.

Keywords: Endophytic fungus; Xylomelasma sp. Samif07; antibacterial activity; antioxidant activity; chromone; isocoumarin.

MeSH terms

  • Anti-Bacterial Agents / pharmacology
  • Antioxidants* / pharmacology
  • Antitubercular Agents
  • Ascomycota*
  • Chromones / pharmacology
  • Isocoumarins / pharmacology
  • Microbial Sensitivity Tests
  • Molecular Structure

Substances

  • Anti-Bacterial Agents
  • Antioxidants
  • Antitubercular Agents
  • Chromones
  • Isocoumarins