1. Anti-androgenic triterpenoids from the Brazilian medicinal plant, Cordia multispicata.
- Author
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Kuroyanagi M, Seki T, Hayashi T, Nagashima Y, Kawahara N, Sekita S, and Satake M
- Subjects
- 3-Oxo-5-alpha-Steroid 4-Dehydrogenase metabolism, 5-alpha Reductase Inhibitors, Androgen Antagonists isolation & purification, Brazil, Flavonoids chemistry, Flavonoids isolation & purification, Flavonoids pharmacology, Plant Extracts chemistry, Plant Extracts isolation & purification, Plant Extracts pharmacology, Triterpenes isolation & purification, Androgen Antagonists chemistry, Androgen Antagonists pharmacology, Plants, Medicinal chemistry, Triterpenes chemistry, Triterpenes pharmacology
- 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 3beta,25-epoxy-21beta-acetoxy-3alpha,22beta-dihydroxyurs-12-en-28-al (1), 3beta,25-epoxy-28-acetoxy-3alpha,21beta,22beta-trihydroxyurs-12-ene (2), 21beta-acetoxy-22beta-hydroxy-3-oxours-12-en-28-al (3), 28-acetoxy-6beta, 21beta,22beta-trihydroxy-3-oxours-12-ene (4), 21beta,22beta-dihydroxy-3-oxours-1 2-en-28-al (5) and 3beta,21beta,22beta-trihydroxyurs-I2-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.
- Published
- 2001
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