Anti-tumor-promoting effects of 25-methoxyporicoic acid A and other triterpene acids from Poria cocos.

Abstract

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 16alpha,27-dihydroxydehyrotrametenoic acid (1), 25-hydroxy-3-epitumulosic acid (3), 16alpha,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 IC(50) 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).

• Authors: Toshihiro Akihisa, Emiko Uchiyama, Takashi Kikuchi, Harukuni Tokuda, Takashi Suzuki, Yumiko Kimura
• Journal: Journal of natural products (J Nat Prod) Vol. 72 Issue 10 Pg. 1786-92 (Oct 2009) ISSN: 1520-6025 [Electronic] United States
• PMID: 19746919 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• 25-methoxyporicoic acid A
• Anticarcinogenic Agents
• Antigens, Viral
• Epstein-Barr virus early antigen
• Triterpenes
• Lanosterol
• Tetradecanoylphorbol Acetate

Topics

• Anticarcinogenic Agents (chemistry, isolation & purification, pharmacology)
• Antigens, Viral (drug effects)
• Drug Screening Assays, Antitumor
• HL-60 Cells
• Humans
• Lanosterol (analogs & derivatives, chemistry, isolation & purification, pharmacology)
• Molecular Structure
• Poria (chemistry)
• Tetradecanoylphorbol Acetate (pharmacology)
• Triterpenes (chemistry, isolation & purification, pharmacology)