Drimane Sesquiterpene-Conjugated Amino Acids from a Marine Isolate of the Fungus Talaromyces minioluteus (Penicillium Minioluteum)

Mar Drugs. 2015 Jun 5;13(6):3567-80. doi: 10.3390/md13063567.

Abstract

Four new sesquiterpene lactones (3, 4, 6 and 7) and three known compounds, purpuride (1), berkedrimane B (2) and purpuride B (5), were isolated from the marine fungus, Talaromyces minioluteus (Penicillium minioluteum). New compounds were drimane sesquiterpenes conjugated with N-acetyl-l-valine, and their structures were elucidated by analysis of spectroscopic data, as well as by single crystal X-ray analysis. The isolated compounds could not inhibit the apoptosis-regulating enzyme, caspase-3, while three of the compounds (2, 3 and 7) exhibited weak cytotoxic activity.

Keywords: Penicillium minioluteum; Talaromyces minioluteus; caspase-3; cytotoxic activity; drimane; fungal metabolites; marine fungi; sesquiterpene.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acids / chemistry
  • Crystallography, X-Ray
  • Humans
  • Lactones / chemistry
  • Lactones / isolation & purification
  • Lactones / pharmacology*
  • Penicillium / chemistry*
  • Polycyclic Sesquiterpenes
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification
  • Sesquiterpenes / pharmacology*
  • Spectrum Analysis
  • Talaromyces / chemistry*

Substances

  • Amino Acids
  • Lactones
  • Polycyclic Sesquiterpenes
  • Sesquiterpenes
  • drimane