Cancer chemopreventive agents, labdane diterpenoids from the stem bark of Thuja standishii (Gord.) Carr.
Seven labdane-type diterpenoids from the stem bark of Thuja standishii (Gord.) Carr. (Cupressaceae) and their analogues showed strong inhibitory effects on Epstein-Barr virus early antigen (EBV-EA) activation induced by 12-O-tetradecanoylphorbol-13-acetate (TPA). Among these compounds, 15,16-bisnor-13-oxolabda-8(17), 11E-dien-19-oic acid was revealed to have the strongest inhibitory effect on the EBV-EA activation, being stronger than that of beta-carotene which has been intensively studied in cancer prevention using animal models. 15,16-bisnor-13-Oxolabda-8(17), 11E-dien-19-oic acid was also found to exhibit the excellent anti-tumor promoting activity in two-stage mouse skin carcinogenesis test using 7,12-dimethylbenz[a]anthracene and TPA.
Tanaka
R
R
Department of Medicinal Chemistry, Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, 569-1094, Osaka, Japan. tanakar@oysun01.oups.ac.jp
Ohtsu
H
H
Iwamoto
M
M
Minami
T
T
Tokuda
H
H
Nishino
H
H
Matsunaga
S
S
Yoshitake
A
A
D015127:9,10-Dimethyl-1,2-benzanthracene; D000818:Animals; D000956:Antigens, Viral / Q000378:metabolism; D002264:Carboxylic Acids / Q000737:chemistry / Q000494:pharmacology*; D002273:Carcinogens; D004224:Diterpenes / Q000737:chemistry / Q000494:pharmacology*; D005260:Female; D006801:Humans; D051379:Mice; D008813:Mice, Inbred ICR; D009281:Naphthalenes / Q000737:chemistry / Q000494:pharmacology*; D009303:Nasopharyngeal Neoplasms / Q000517:prevention & control; D009369:Neoplasms / Q000517:prevention & control*; D010212:Papilloma / Q000517:prevention & control; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology*; D018547:Plant Stems; D012878:Skin Neoplasms / Q000139:chemically induced / Q000517:prevention & control; D013755:Tetradecanoylphorbol Acetate; D014197:Trees; D019207:beta Carotene / Q000494:pharmacology
C418478:15,16-bisnor-13-oxolabda-8(17),11-dien-19-oic acid; D000956:Antigens, Viral; D002264:Carboxylic Acids; D002273:Carcinogens; D004224:Diterpenes; C033305:Epstein-Barr virus early antigen; D009281:Naphthalenes; D010936:Plant Extracts; D019207:beta Carotene; D015127:9,10-Dimethyl-1,2-benzanthracene; D013755:Tetradecanoylphorbol Acetate