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Cancer Chemopreventive Activity of Lupane‐ and Oleanane‐Type Triterpenoids from the Cones of Liquidamber styraciflua
Author(s) -
Fukuda Yuko,
Sakai Kuniyoshi,
Matsunaga Shunyo,
Tokuda Harukuni,
Tanaka Reiko
Publication year - 2005
Publication title -
chemistry and biodiversity
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.427
H-Index - 70
eISSN - 1612-1880
pISSN - 1612-1872
DOI - 10.1002/cbdv.200590021
Subject(s) - oleanane , chemistry , dmba , triterpenoid , 12 o tetradecanoylphorbol 13 acetate , biochemistry , stereochemistry , triterpene , carcinogenesis , enzyme , gene , medicine , phorbol ester , alternative medicine , protein kinase c , pathology
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‐3 α ‐hydroxyolean‐12‐en‐28‐oic acid ( 1 ) and 3 β ,25‐epoxy‐3 α ‐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‐3 α ‐hydroxyolean‐12‐en‐28‐oic acid ( 1 ) and 3 β ,25‐epoxy‐3 α ‐hydroxylup‐20(29)‐en‐28‐oic acid ( 2 ) showed moderate inhibitory activities.