Very short and efficient syntheses of the spermine alkaloid kukoamine A and analogs using isolable succinimidyl cinnamates

被引:17
作者
Garnelis, T
Athanassopoulos, CM
Papaioannou, D [1 ]
Eggleston, IM
Fairlamb, AH
机构
[1] Univ Patras, Dept Chem, GR-26500 Patras, Greece
[2] Univ Dundee, Fac Life Sci, Div Biol Chem & Mol Microbiol, Dundee DD1 4HN, Scotland
关键词
D O I
10.1246/cl.2005.264
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Direct selective acylation of the primary amino functions of spen-nine and spermidine with a variety of isolable succinimidyl cinnamates. followed by catalytic hydrogenation, gave high yields of the spermine alkaloid kukoamine A and analogs suitable for structure-activity relationship studies. Suitable succinimidyl cinnamates were readily obtained through Wittig reaction of aromatic aldehydes with the ylides Ph3P=CRCO2Me, followed by saponification and activation with N-hydroxysuccinimide in the presence of N,N'-dicyclohexylcarbodiimide.
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页码:264 / 265
页数:2
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