Mono- and Dimeric Xanthones with Anti-Glioma and Anti-Inflammatory Activities from the Ascidian-Derived Fungus Diaporthe sp. SYSU-MS4722

Mar Drugs. 2022 Jan 5;20(1):51. doi: 10.3390/md20010051.

Abstract

Seven new xanthones, diaporthones A-G (1-7), together with 13 known analogues, including five mono- (8-14) and six dimeric xanthones (15-20), were obtained from the ascidian-derived fungus Diaporthe sp. SYSU-MS4722. Their planar structures were established by extensive spectroscopic analyses, including 1D and 2D NMR and high-resolution mass spectrometry (HR-ESIMS). The absolute configurations of 1-7 were clearly identified by X-ray crystallographic analysis and calculation of the ECD Spectra. Compounds 15-20 showed significant anti-inflammatory activity with IC50 values between 6.3 and 8.0 μM. In addition, dimeric xanthones (15-20) showed selective cytotoxicity against T98G cell lines with IC50 values ranging from 19.5 to 78.0 μM.

Keywords: Diaporthe sp.; anti-glioma activity; ascidian-derived fungus; xanthones.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / pharmacology*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Aquatic Organisms
  • Cell Line, Tumor / drug effects
  • Cell Proliferation / drug effects
  • Crystallography, X-Ray
  • Fungi*
  • Glioma / pathology
  • Humans
  • Inhibitory Concentration 50
  • Magnetic Resonance Spectroscopy
  • Mice
  • RAW 264.7 Cells
  • Structure-Activity Relationship
  • Urochordata*
  • Xanthones / chemistry
  • Xanthones / pharmacology*

Substances

  • Anti-Inflammatory Agents
  • Antineoplastic Agents
  • Xanthones