Anti-androgenic triterpenoids from the Brazilian medicinal plant, Cordia multispicata

Abstract

Compounds 1-6 were isolated from the AcOEt soluble fraction of leaves of the Brazilian medicinal plant, Cordia multispicata, and their structures were elucidated to be 3β,25-epoxy-21β-acetoxy-3α,22β-dihydroxyurs-12-en-28-al (1), 3β,25-epoxy-28-acetoxy-3α,21β,22β-trihydroxyurs-12-ene (2), 21β-acetoxy-22β-hydroxy-3-oxours-12-en-28-al (3), 28-acetoxy-6β,21β,22β-trihydroxy-3-oxours-12-ene (4), 21β,22β-dihydroxy-3-oxours-12-en28-al (5) and 3β,21β,22β-trihydroxyurs-12-en- 28-al (6), respectively, by means of spectral data, especially two dimensional NMR techniques. Triterpenes having the hemiketal structure at the A-ring, an acyloxy group at C-22 and/or ketone at C-3 showed potent anti-androgenic activity.