Composition and antifungal activity of the essential oil from the rhizome and roots of Ferula hermonis

Phytochemistry. 2011 Aug;72(11-12):1406-13. doi: 10.1016/j.phytochem.2011.04.013. Epub 2011 May 24.

Abstract

The analysis of the essential oil from rhizome and roots of Ferula hermonis Boiss. (Apiaceae) by GC-FID, GC-MS and ¹³C NMR allowed the identification of 79 constituents, more than 90% of the oil, the major one being α-pinene (43.3%), followed by α-bisabolol (11.1%) and the unusual acetylenic compound 3,5-nonadiyne (4.4%). The antifungal activity of the essential oil before and after fractionation was assayed against several yeasts and filamentous fungi. Purification of the active fractions afforded 3,5-nonadiyne, α-bisabolol, jaeschkeanadiol angelate, α-bisabolol oxide B and trans-verbenol, as well as two purified fractions, one of them (JB73) with 73% of jaeschkeanadiol benzoate and the other with 50% of spathulenol. Determination of MIC and MFC values of all these products evidenced strong antifungal activities for JB73 and 3,5-nonadiyne. Particularly, against the dermatophyte Tricophyton mentagrophytes, MIC and MFC values were 0.25 μg/ml for JB73, and 8 μg/ml for 3,5-nonadiyne, the former being more active than amphotericin B and nystatin.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemistry
  • Antifungal Agents / chemistry
  • Antifungal Agents / pharmacology*
  • Bicyclic Monoterpenes
  • Chemical Fractionation
  • Ferula / chemistry*
  • Fungi / drug effects
  • Microbial Sensitivity Tests
  • Monocyclic Sesquiterpenes
  • Monoterpenes / chemistry
  • Monoterpenes / isolation & purification
  • Monoterpenes / pharmacology
  • Oils, Volatile / chemistry*
  • Oils, Volatile / pharmacology
  • Plant Roots / chemistry*
  • Rhizome / chemistry*
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification
  • Sesquiterpenes / pharmacology

Substances

  • 3,5-nonadiyne
  • Alkynes
  • Antifungal Agents
  • Bicyclic Monoterpenes
  • Monocyclic Sesquiterpenes
  • Monoterpenes
  • Oils, Volatile
  • Sesquiterpenes
  • jaeschkeanadiol
  • bisabolol
  • spathulenol
  • verbenol
  • alpha-pinene