Isolation and identification of 5-hydroxyl-5-methyl-2-hexenoic acid from Actinoplanes sp. HBDN08 with antifungal activity

Bioresour Technol. 2010 Nov;101(21):8383-8. doi: 10.1016/j.biortech.2010.06.052. Epub 2010 Jul 2.

Abstract

A bioactivity-guided approach was employed to isolate and determine the chemical identity of bioactive constituents with antifungal activity from Actinoplanes sp. HBDN08. The structure of the antifungal metabolite was elucidated as 5-hydroxyl-5-methyl-2-hexenoic acid on the basis of spectral analysis. This compound showed strong in vitro antifungal activity against Botrytis cinerea, Cladosporium cucumerinum and Corynespora cassiicola, with an IC(50) of 32.45, 27.17, and 30.66 mg/L, respectively; however, it only moderately inhibited hyphal growth of Rhizoctonia solani with an IC(50) of 61.64 mg/L. The in vivo antifungal activity under greenhouse conditions demonstrated that 5-hydroxyl-5-methyl-2-hexenoic acid could effectively control the diseases caused by B. cinerea, C. cucumerinum and C. cassiicola with 71.42%, 78.63% and 65.13% control values at 350 mg/L, respectively. This strong antifungal activity suggests that 5-hydroxyl-5-methyl-2-hexenoic acid might be a promising candidate for new antifungal agents.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antifungal Agents / chemistry
  • Antifungal Agents / isolation & purification*
  • Antifungal Agents / pharmacology*
  • Caproates / chemistry
  • Caproates / isolation & purification*
  • Caproates / pharmacology*
  • Fungi / drug effects
  • Inhibitory Concentration 50
  • Microbial Sensitivity Tests
  • Micromonosporaceae / chemistry*
  • Micromonosporaceae / genetics
  • Phylogeny
  • Time Factors

Substances

  • 5-hydroxy-5-methyl-2-hexenoic acid
  • Antifungal Agents
  • Caproates