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

Compounds 1-6 were isolated from the AcOEt soluble fraction of leaves of th e Brazilian medicinal plant, Cordia multispicata, and their structures were elucidated to be 3 beta ,25-epoxy-21 beta -acetoxy-3 alpha ,22 beta -dihyd roxyurs-12-en-28-al (1), 3 beta ,25-epoxy-28-acetoxy-3 alpha ,21 beta ,22 b eta -trihydroxyurs-12-ene (2), 21 beta -acetoxy-22 beta -hydroxy-3-oxours-1 2-en-28-al (3), 28-acetoxy-6 beta ,21 beta ,22 beta -trihydroxy-3-oxours-12 -ene (4), 21 beta ,22 beta -dihydroxy-3-oxours-12-en-28-al (5) and 3 beta , 21 beta ,22 beta -trihydroxyurs-12-en-28-al (6), respectively, by means of spectral data, especially two dimensional NMR techniques. Triterpenes havin g the hemiketal structure at the A-rin, an acyloxy group at C-22 and/or ket one at C-3 showed potent anti-androgenic activity.