Kadsuracoccinic Acids A−C, Ring-A seco-Lanostane Triterpenes from Kadsura coccinea and Their Effects on Embryonic Cell Division of Xenopus laevis

• Published in: Journal of natural products (Washington, D.C.) D.C.), 2008-04, Vol.71 (4), p.739-741
• Main Authors: Li, Heran, Wang, Liyan, Miyata, Syohei, Kitanaka, Susumu
• Format: Article
• Language: English
• Subjects: Animals; Biological and medical sciences; cell division; Cell Division - drug effects; chemical structure; Crystallography, X-Ray; Drugs, Chinese Herbal - chemistry; Drugs, Chinese Herbal - isolation & purification; Drugs, Chinese Herbal - pharmacology; General pharmacology; Kadsura; Kadsura - chemistry; Kadsura coccinea; kadsuracoccinic Acid; lanostane triterpenes; Lanosterol - analogs & derivatives; Lanosterol - chemistry; Lanosterol - isolation & purification; Lanosterol - pharmacology; Medical sciences; medicinal plants; Molecular Conformation; Molecular Structure; Oriental traditional medicine; Pharmacognosy. Homeopathy. Health food; Pharmacology. Drug treatments; Plants, Medicinal - chemistry; spectral analysis; stereochemistry; Triterpenes - chemistry; Triterpenes - isolation & purification; Triterpenes - pharmacology; triterpenoids; Xenopus laevis; Xenopus laevis - embryology
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/np700739t

Three new 3,4-seco-lanostanes, kadsuracoccinic acids A−C (1−3), were isolated from the medicinal plant Kadsura coccinea, in addition to the known compounds kadsuric acid (4) and micranoic acid A (5). The structures of 1−3 were elucidated by analysis of their 2D-NMR spectroscopic data. Furthermore, the relative conformation of 1 was confirmed by an X-ray crystallographic study. This is the first report of a 3,4-seco-lanostane-type triterpene with a 17(20)-ene functional group. Treatment of cultured individual Xenopus laevis cells with 1 at the blastular stage arrested cleavage of these cells with an IC50 of 0.32 µg/mL.