Plant antimutagens, 6. Intricatin and intricatinol, new antimutagenic homoisoflavonoids from Hoffmanosseggia intricata

J Nat Prod. 1989 Jul-Aug;52(4):774-8. doi: 10.1021/np50064a018.

Abstract

Intricatin [1] and intricatinol [2] are new homoisoflavonoids isolated from a desert plant Hoffmanosseggia intricata, which was collected in Baja California, Mexico. The structures of the compounds were elucidated using a variety of spectroscopic techniques. The structure of 1 was shown to be 7,4'-dimethoxy-8-hydroxyhomoisoflavone, and 2 was shown to be 4'-methoxy-7,8-dihydroxyhomoisoflavone. Both compounds 1 and 2 displayed activity in the inhibition of the mutagenicity of 2AN toward Salmonella typhimurium (T98). Compound 2 was much more active than 1 in the case of the inhibition of the mutagenicity of AAF toward S. typhimurium (T98) and the inhibition of EMS towards S. typhimurium (T100). Compounds 1 and 2 are the first examples of antimutagenic activity in homoisoflavones.

MeSH terms

  • Animals
  • Chromones*
  • Crystallization
  • Flavonoids / isolation & purification*
  • In Vitro Techniques
  • Isoflavones / analysis
  • Isoflavones / isolation & purification*
  • Isoflavones / pharmacology
  • Magnetic Resonance Spectroscopy
  • Mutagenicity Tests
  • Mutation*
  • Plants, Medicinal / analysis*
  • Rats
  • Salmonella typhimurium / genetics

Substances

  • Chromones
  • Flavonoids
  • Isoflavones
  • intricatin
  • intricatinol