Synthesis of four natural prenylflavonoids and their estrogen-like activities

Arch Pharm (Weinheim). 2007 Jul;340(7):372-6. doi: 10.1002/ardp.200700057.

Abstract

Four prenylflavonoids, bavachin 1, isobavachin 2, 7,4'-dihydroxy-8-prenylflavone 3, and 8-prenylapigenin 4 were synthesized and recognized for possessing estrogen-like activity in MCF-7/BOS cells, as evaluated by an estrogen-screening assay. All compounds significantly stimulated the proliferation of MCF-7/BOS cells in a dose-dependent manner. Isobavachin 2 showed the most potent activity, while bavachin 1 was the weakest. The estrogenic potency of these compounds is ranked as follows: 2 > 4 > 3 > 1.

MeSH terms

  • Cell Line, Tumor
  • Flavonoids / chemical synthesis*
  • Flavonoids / chemistry
  • Flavonoids / pharmacology*
  • Humans
  • Phytoestrogens / chemical synthesis*
  • Phytoestrogens / chemistry
  • Phytoestrogens / pharmacology*

Substances

  • Flavonoids
  • Phytoestrogens