New antitumor sesquiterpenoids from Santalum album of Indian origin

被引：54
作者：
Kim, Tae Hoon
Ito, Hideyuki [1 ]
Hatano, Tsutomu
Takayasu, Junko
Tokuda, Harukuni
Nishino, Hoyoku
Machiguchi, Takahisa
Yoshida, Takashi
机构：
[1] Okayama Univ, Grad Sch Med, Okayama 7008530, Japan
[2] Kyoto Prefectural Univ Med, Dept Mol Biochem, Kamigyo Ku, Kyoto 6020842, Japan
[3] Saitama Univ, Fac Sci, Sakura Ku, Urawa, Saitama 3388570, Japan
[4] Matsuyama Univ, Fac Pharmaceut Sci, Matsuyama, Ehime 7908578, Japan
来源：
TETRAHEDRON | 2006年 / 62卷 / 29期
关键词：
Santalum album; Santalaceae; cancer chemoprevention; campherenane-type sesquiterpene; santalane-type sesquiterpene; Epstein-Barr virus; mouse skin two-stage carcinogenesis;
D O I：
10.1016/j.tet.2006.04.072
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Three new campherenane-type (1, 4, 7) and three new santalane-type (9, 11, 12) sesquiterpenoids, and two aromatic glycosides (21, 22) together with 12 known metabolites including alpha,beta-santalols (14, 18), (E)-alpha,beta-santalals (15, 19), alpha,beta-santaldiols (16, 20), alpha-santalenoic acid (17), and vanillic acid 4-O-neohesperidoside were isolated from Santalum album chips of Indian origin. The structures of the new compounds, including absolute configurations, were elucidated by 1D- and 2D-NMR spectroscopic and chemical methods. The antitumor promoting activity of these isolates along with several neolignans previously isolated from the same source was evaluated for both in vitro Epstein-Barr virus early antigen (EBV-EA) activation and in vivo two-stage carcinogenesis assays. Among them, compound 1 exhibited a potent inhibitory effect on EBV-EA activation, and also strongly suppressed two-stage carcinogenesis on mouse skin. (c) 2006 Elsevier Ltd. All fights reserved.
引用
收藏
页码：6981 / 6989
页数：9
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