Cancer chemopreventive activity of lupane- and oleanane-type triterpenoids from the cones of Liquidamber styraciflua.

Abstract

In a search for cancer chemopreventive agents from natural sources, four lupane-type and seven oleanane-type triterpenoids, and ten synthetic analogs were screened as potential anti-tumor promoters by using the in vitro short-term 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced Epstein-Barr virus early antigen (EBV-EA) activation assay. Among them, 25-acetoxy-3alpha-hydroxyolean-12-en-28-oic acid (1) and 3beta,25-epoxy-3alpha-hydroxylup-20(29)-en-28-oic acid (2) were examined for anti-tumor promoting activity in a two-stage carcinogenesis assay on mouse skin with 7,12-dimethylbenz[a]anthracene (DMBA) and TPA as promoter. 25-Acetoxy-3alpha-hydroxyolean-12-en-28-oic acid (1) and 3beta,25-epoxy-3alpha-hydroxylup-20(29)-en-28-oic acid (2) showed moderate inhibitory activities.

• Authors: Yuko Fukuda, Kuniyoshi Sakai, Shunyo Matsunaga, Harukuni Tokuda, Reiko Tanaka
• Journal: Chemistry & biodiversity (Chem Biodivers) Vol. 2 Issue 3 Pg. 421-8 (Mar 2005) ISSN: 1612-1880 [Electronic] Switzerland
• PMID: 17191990 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Anticarcinogenic Agents
• Carcinogens
• Triterpenes
• oleanane
• lupane
• 9,10-Dimethyl-1,2-benzanthracene
• Oleanolic Acid
• Tetradecanoylphorbol Acetate

Topics

• 9,10-Dimethyl-1,2-benzanthracene (toxicity)
• Animals
• Anticarcinogenic Agents (pharmacology)
• Carcinogens (toxicity)
• Cell Line
• Chromatography, Gel
• Humans
• Liquidambar (chemistry)
• Mice
• Neoplasms, Experimental (prevention & control)
• Oleanolic Acid (analogs & derivatives, chemistry)
• Tetradecanoylphorbol Acetate (toxicity)
• Triterpenes (chemistry, pharmacology)