Anti-Tumor-Promoting Effects of 25-Methoxyporicoic Acid A and Other Triterpene Acids from Poria cocos

• Published in: Journal of natural products (Washington, D.C.) Vol. 72; no. 10; pp. 1786 - 1792
• Main Authors: Akihisa, Toshihiro, Uchiyama, Emiko, Kikuchi, Takashi, Tokuda, Harukuni, Suzuki, Takashi, Kimura, Yumiko
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society and American Society of Pharmacognosy 23.10.2009; Amer Chemical Soc; American Society of Pharmacognosy
• Subjects: Anticarcinogenic Agents - chemistry; Anticarcinogenic Agents - isolation & purification; Anticarcinogenic Agents - pharmacology; Antigens, Viral - drug effects; Biological and medical sciences; Chemistry, Medicinal; Drug Screening Assays, Antitumor; Epstein-Barr virus; General pharmacology; HL-60 Cells; Humans; Lanosterol - analogs & derivatives; Lanosterol - chemistry; Lanosterol - isolation & purification; Lanosterol - pharmacology; Life Sciences & Biomedicine; Medical sciences; Molecular Structure; Pharmacognosy. Homeopathy. Health food; Pharmacology & Pharmacy; Pharmacology. Drug treatments; Plant Sciences; Poria; Poria - chemistry; Science & Technology; Tetradecanoylphorbol Acetate - pharmacology; Triterpenes - chemistry; Triterpenes - isolation & purification; Triterpenes - pharmacology; Asia; China; LANOSTANE-TYPE TRITERPENES; CONSTITUENTS; Steroid; Alcohol; Cytotoxicity; Anticarcinogen; Antitumor promotor; Basidiomycota; Fungi; Folk medicine; Carboxylic acid; Tumor cell; Lanostane derivatives; Human; Promyelocytic leukemia; Terpenoid; Pharmacognosy; Burkitt lymphoma; Melanoma; Tetracyclic compound; Tricyclic compound; In vitro; Biological activity; HL60 cell line; Infection; Cell line; Viral disease; Triterpene; Isolation; Structural analysis
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/np9003239

Nine new (1, 3, 5, 8, 12, 13, 15, 17, and 18) and nine known (2, 4, 6, 7, 9−11, 14, and 16) lanostane-type triterpene acids and a known diterpene acid (19) were isolated from the epidermis of the sclerotia of Poria cocos. The structures of the new compounds were established as 16α,27-dihydroxydehyrotrametenoic acid (1), 25-hydroxy-3-epitumulosic acid (3), 16α,25-dihydroxyeburiconic acid (5), 25-methoxyporicoic acid A (8), 26-hydroxyporicoic acid DM (12), 25-hydroxyporicoic acid C (13), poricoic acid GM (15), poricoic acid HM (17), and 6,7-dehydroporicoic acid H (18), on the basis of spectroscopic methods. On evaluation of the nine new and two of the known compounds, 4 and 19, against the Epstein−Barr virus early antigen (EBV-EA) activation induced by 12-O-tetradecanoylphorbol-13-acetate (TPA) in Raji cells, all of the compounds exhibited inhibitory effects, with IC50 values in the range 187−348 mol ratio/32 pmol TPA. In addition, compound 8 exhibited an inhibitory effect on skin tumor promotion in an in vivo two-stage carcinogenesis test using 7,12-dimethylbenz[a]anthracene (DMBA) as an initiator and TPA as a promoter. Further, 17 compounds, 1−14, 16, 18, and 19, were evaluated for their cytotoxic activity against two human tumor cell lines, HL60 (leukemia) and CRL1579 (melanoma).