Polysulfide derivatives from Ferula foetida

J Nat Prod. 2002 Nov;65(11):1667-9. doi: 10.1021/np010541h.

Abstract

The ethyl acetate-soluble fraction from a methanol extract of Ferula foetida has afforded six new sulfide derivatives, (E)-3-methylsulfinyl-2-propenyl sec-butyl disulfide (foetisulfide A) (1), (Z)-3-methylsulfinyloxy-2-propenyl sec-butyl disulfide (foetisulfide B) (2), (E)-3-methylsulfinyloxy-2-propenyl sec-butyl disulfide (foetisulfide C) (3), bis(3-methylthio-2E-propenyl) disulfide (foetisulfide D) (4), 3,4,5-trimethyl-2-thiophenecarboxylic acid (foetithiophene A) (5), 3,4,5-trimethyl-2-(methylsulfinyloxymethyl)thiophene (foetithiophene B) (6), along with six known compounds. The structures of 1-6 were established on the basis of spectroscopic studies, with the elucidation of 5 confirmed by single-crystal X-ray crystallography.

MeSH terms

  • Chromatography, High Pressure Liquid
  • Crystallography, X-Ray
  • Ferula / chemistry*
  • Medicine, Traditional
  • Molecular Conformation
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Plant Roots / chemistry
  • Plants, Medicinal / chemistry*
  • Stereoisomerism
  • Sulfides / chemistry
  • Sulfides / isolation & purification*
  • Thiophenes / chemistry
  • Thiophenes / isolation & purification
  • Uzbekistan

Substances

  • Sulfides
  • Thiophenes
  • polysulfide