Biologically Active Metabolites from the Marine Sediment-Derived Fungus Aspergillus flocculosus

Mar Drugs. 2019 Oct 11;17(10):579. doi: 10.3390/md17100579.

Abstract

Four new compounds were isolated from the Vietnamese marine sediment-derived fungus Aspergillus flocculosus, one aspyrone-related polyketide aspilactonol G (2), one meroterpenoid 12-epi-aspertetranone D (4), two drimane derivatives (7,9), together with five known metabolites (1,3,5,6,8,10). The structures of compounds 1-10 were established by NMR and MS techniques. The absolute stereoconfigurations of compounds 1 and 2 were determined by a modified Mosher's method. The absolute configurations of compounds 4 and 7 were established by a combination of analysis of ROESY data and coupling constants as well as biogenetic considerations. Compounds 7 and 8 exhibited cytotoxic activity toward human prostate cancer 22Rv1, human breast cancer MCF-7, and murine neuroblastoma Neuro-2a cells.

Keywords: cytotoxicity; drimanes; marine-derived fungi; meroterpenoids; polyketides; secondary metabolites.

MeSH terms

  • Animals
  • Antineoplastic Agents / pharmacology*
  • Aquatic Organisms / metabolism*
  • Aspergillus / metabolism*
  • Biological Products / pharmacology*
  • Cell Line, Tumor
  • Drug Screening Assays, Antitumor / methods
  • Fungi / metabolism*
  • Geologic Sediments / microbiology
  • Humans
  • MCF-7 Cells
  • Magnetic Resonance Spectroscopy / methods
  • Marine Biology / methods
  • Mice
  • Polycyclic Sesquiterpenes / pharmacology
  • Polyketides / pharmacology
  • Sesquiterpenes / pharmacology

Substances

  • Antineoplastic Agents
  • Biological Products
  • Polycyclic Sesquiterpenes
  • Polyketides
  • Sesquiterpenes
  • aspertetranone D
  • drimane