Chrysoxanthones A⁻C, Three New Xanthone⁻Chromanone Heterdimers from Sponge-Associated Penicillium chrysogenum HLS111 Treated with Histone Deacetylase Inhibitor

Mar Drugs. 2018 Oct 1;16(10):357. doi: 10.3390/md16100357.

Abstract

By treating with histone-deacetylase inhibitor valproate sodium, three new heterdimeric tetrahydroxanthone⁻chromanone lactones chrysoxanthones A⁻C (13), along with 17 known compounds were isolated from a sponge-associated Penicillium chrysogenum HLS111. The planar structures of chrysoxanthones A⁻C were elucidated by means of spectroscopic analyses, including MS, 1D, and 2D NMR. Their absolute configurations were established by electronic circular dichroism (ECD) calculations. Chrysoxanthones A⁻C exhibited moderate antibacterial activities against Bacillus subtilis with minimum inhibitory concentration (MIC) values of 5⁻10 μg/mL.

Keywords: Penicillium chrysogenum; antibacterial activity; histone-deacetylase inhibitor; polyketide synthase; secondary metabolites.

MeSH terms

  • Animals
  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / pharmacology
  • Bacillus subtilis / drug effects
  • Histone Deacetylase Inhibitors / pharmacology*
  • Microbial Sensitivity Tests / methods
  • Penicillium chrysogenum / chemistry*
  • Penicillium chrysogenum / drug effects*
  • Porifera / chemistry*
  • Porifera / drug effects
  • Valproic Acid / pharmacology
  • Xanthones / chemistry*
  • Xanthones / pharmacology

Substances

  • Anti-Bacterial Agents
  • Histone Deacetylase Inhibitors
  • Xanthones
  • Valproic Acid
  • xanthone