Total syntheses of neuroprotective mastigophorenes A and B

被引:42
作者
Fukuyama, Y [1 ]
Matsumoto, K
Tonoi, Y
Yokoyama, R
Takahashi, H
Minami, H
Okazaki, H
Mitsumoto, Y
机构
[1] Tokushima Bunri Univ, Fac Pharmaceut Sci, Inst Pharmacognosy, Tokushima 7708514, Japan
[2] Otsuka Pharmaceut Co Ltd, Tokushima New Drug Res Inst, Tokushima 7710192, Japan
关键词
mastigophorene; herbertane-type sesquiterpene; Heck reaction; horseradish peroxidase; neuroprotective activity;
D O I
10.1016/S0040-4020(01)00631-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
(-)-Herbertenediol (3) which is regarded as a biosynthetic precursor of mastigophorenes A and B has been effectively synthesized from (R)-1,2-dimethyl-2-cyclopentene carboxylic acid by applying an intramolecular Heck reaction to the construction of the quaternary carbon center, and then horseradish peroxidase-catalyzed oxidative coupling of 3 has given rise to (-)-mastigophorenes A and B. Mastigophorenes A and B have been found to exhibit significant neuroprotective activity in primary cultures of fetal rat cortical neurons. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:7127 / 7135
页数:9
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