Comparative X-ray and Conformational Analysis of a New Crystal of 13α,21-dihydroeurycomanone With Eurycomanone From Eurycoma Longifolia and Their Anti-Estrogenic Activity Using the Uterotrophic Assay

Planta Med. 2011 Jan;77(2):128-32. doi: 10.1055/s-0030-1250159. Epub 2010 Jul 21.

Abstract

13 α,21-Dihydroeurycomanone (1), a known quassinoid of Eurycoma longifolia Jack was recrystallized from chloroform into a novel crystal structure in space group P2 (1). Its X-ray data were compared with those of eurycomanone ( 2). Following intraperioneal injections at similar doses of 2.44 µmol/kg/day for 3 consecutive days, 2 displayed comparable potency with tamoxifen but was more potent than 1 in the anti-estrogenic effect against 17 α-ethynylestradiol (EE)-induced uterotrophy of immature rats.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Crystallography, X-Ray
  • Estrogen Antagonists / chemistry*
  • Estrogen Antagonists / isolation & purification
  • Estrogen Antagonists / pharmacology*
  • Estrogen Antagonists / therapeutic use
  • Ethinyl Estradiol / pharmacology
  • Eurycoma / chemistry*
  • Female
  • Molecular Conformation
  • Plant Extracts / chemistry
  • Plant Extracts / isolation & purification
  • Plant Extracts / pharmacology
  • Plant Extracts / therapeutic use
  • Plant Roots / chemistry
  • Plants, Medicinal / chemistry
  • Quassins / chemistry*
  • Quassins / isolation & purification
  • Quassins / pharmacology*
  • Quassins / therapeutic use
  • Rats
  • Tamoxifen / pharmacology
  • Tamoxifen / therapeutic use
  • Uterus / drug effects

Substances

  • Estrogen Antagonists
  • Plant Extracts
  • Quassins
  • eurycomanone
  • Tamoxifen
  • Ethinyl Estradiol