Chromone-Derived Polyketides from the Deep-Sea Fungus Diaporthe phaseolorum FS431

Mar Drugs. 2019 Mar 20;17(3):182. doi: 10.3390/md17030182.

Abstract

Five new chromone-derived polyketides phaseolorins A-F (15), together with nine known compounds, were isolated from the deep-sea derived fungus Diaporthe phaseolorum FS431. The structures of new compounds were determined by analysis of their NMR and high-resolution electrospray ionization mass spectroscopy (HRESIMS) spectroscopic data. The absolute configurations were confirmed by chemical transformations, extensively experimental electron capture detection (ECD) calculations, or X-ray crystallography. Among them, compound 2 represented the first example for a new family of chromone derivative possessing an unprecedented recombined five-member γ-lactone ring. Moreover, the new compounds (15) were evaluated for in vitro cytotoxic activities against a panel of human cancer cell lines.

Keywords: Diaporthe phaseolorum; chromone-derived polyketides; deep-sea derived fungus; phaseolorins A-F.

MeSH terms

  • Aquatic Organisms / chemistry*
  • Cell Line, Tumor
  • Chromones / chemistry
  • Crystallography, X-Ray
  • Drug Screening Assays, Antitumor
  • Fungi / chemistry*
  • Humans
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Polyketides / chemistry*
  • Polyketides / isolation & purification
  • Polyketides / pharmacology
  • Spectrometry, Mass, Electrospray Ionization

Substances

  • Chromones
  • Polyketides