Biomimetic synthesis of grandione from demethylsalvicanol via hetero-Diels-Alder type dimerization and structure revision of grandione

被引:29
作者
Aoyagi, Y
Takahashi, Y
Satake, Y
Fukaya, H
Takeya, K
Aiyama, R
Matsuzaki, T
Hashimoto, S
Shiina, T
Kurihara, T
机构
[1] Tokyo Univ Pharm & Life Sci, Sch Pharm, Hachioji, Tokyo 1920392, Japan
[2] Yakult Cent Inst Microbiol Res, Tokyo 1868650, Japan
[3] Josai Univ, Fac Sci, Sakado, Saitama 3500295, Japan
关键词
D O I
10.1016/j.tetlet.2005.09.104
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Grandione, a unique isetexane diterpene dimer, was synthesized from demethylsalvicanol via the solid state hetero-Diels-Alder type dimerization reaction. By X-ray crystallography, grandione was determined to have the structure, in which the two isopropyl groups on the two monomer units are arranged syn. Grandione and some of its analogues showed a moderate cytotoxity on P388 murine leukemia cells. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:7885 / 7887
页数:3
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