Structure determination of inonotsuoxides A and B and in vivo anti-tumor promoting activity of inotodiol from the sclerotia of Inonotus obliquus
Copyright policy )Structure determination of inonotsuoxides A and B and in vivo anti-tumor promoting activity of inotodiol from the sclerotia of Inonotus obliquus
Two new lanostane-type triterpenoids, inonotsuoxides A (1) and B (2) along with three known lanostane-type triterpenoids, inotodiol (3), trametenolic acid (4), and lanosterol (5), were isolated from the sclerotia of Inonotus obliquus (Pers.: Fr.) (Japanese name: Kabanoanakake) (Russian name: Chaga). Their structures were determined to be 22R,25-epoxylanost-8-ene-3beta,24S-diol (1) and 22S,25-epoxylanost-8-ene-3beta,24S-diol (2) on the basis of spectral data including single crystal X-ray analysis. These compounds except for 2 were tested for their inhibitory effects on Epstein-Barr virus early antigen (EBV-EA) activation induced by 12-O-tetradecanoylphorbol-13-acetate (TPA), as a test for potential cancer chemopreventive agents. The most abundant triterpene, inotodiol (3), was investigated for the inhibitory effect in a two-stage carcinogenesis test on mouse skin using 7,12-dimethylbenz[a]anthracene (DMBA) as an initiator and TPA as a promoter. Compound 3 was found to exhibit the potent anti-tumor promoting activity in the in vivo carcinogenesis test.
Models, Molecular, Mice, Inbred ICR, Magnetic Resonance Spectroscopy, Plant Extracts, 9,10-Dimethyl-1,2-benzanthracene, Basidiomycota, Molecular Conformation, Antineoplastic Agents, Stereoisomerism, Adenocarcinoma, Reference Standards, Crystallography, X-Ray, Lanosterol, Mice, Structure-Activity Relationship, Cell Line, Tumor, Animals, Female, Drug Screening Assays, Antitumor, Antigens, Viral
Models, Molecular, Mice, Inbred ICR, Magnetic Resonance Spectroscopy, Plant Extracts, 9,10-Dimethyl-1,2-benzanthracene, Basidiomycota, Molecular Conformation, Antineoplastic Agents, Stereoisomerism, Adenocarcinoma, Reference Standards, Crystallography, X-Ray, Lanosterol, Mice, Structure-Activity Relationship, Cell Line, Tumor, Animals, Female, Drug Screening Assays, Antitumor, Antigens, Viral
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