Isolation, identification and antimicrobial activities of two secondary metabolites of Talaromyces verruculosus

Molecules. 2012 Nov 28;17(12):14091-8. doi: 10.3390/molecules171214091.

Abstract

From the ethyl acetate extract of the culture broth of Talaromyces verruculosus, a rhizosphere fungus of Stellera chamaejasme L., (-)-8-hydroxy-3-(4-hydroxypentyl)-3,4-dihydroisocoumarin (1) and (E)-3-(2,5-dioxo-3-(propan-2-ylidene)pyrrolidin-1-yl)acrylic acid (2) were isolated and evaluated for their antimicrobial activities. Their structures were elucidated by UV, IR, MS, 1H-NMR, 13C-NMR and 2D NMR spectra. Compound 1 exhibited the significant activities in vitro against two strains of bacteria and four strains of fungi. Compound 2 gave slight activities on the fungi at 100 µg mL(-1), but no activities on the bacteria. Compound 1 should be considered as a new lead or model compound to develop new isocoumarin antimicrobial agents.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acrylates / chemistry*
  • Anti-Infective Agents* / chemistry
  • Anti-Infective Agents* / isolation & purification
  • Anti-Infective Agents* / metabolism
  • Bacteria / drug effects
  • Coumarins / chemistry*
  • Coumarins / isolation & purification
  • Coumarins / pharmacology
  • Fungi / drug effects
  • Isocoumarins
  • Magnetic Resonance Spectroscopy
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Pyrrolidines / chemistry*
  • Pyrrolidines / isolation & purification
  • Pyrrolidines / pharmacology
  • Talaromyces* / chemistry
  • Talaromyces* / metabolism

Substances

  • (-)-8-hydroxy-3-(4-hydroxypentyl)-3,4-dihydroisocoumarin
  • (E)-3-(2,5-dioxo-3-(propan-2-ylidene)pyrrolidin-1-yl)acrylic acid
  • Acrylates
  • Anti-Infective Agents
  • Coumarins
  • Isocoumarins
  • Pyrrolidines
  • coumarin
  • pyrrolidine