ENANTIOSPECIFIC SYNTHESIS AND BIOLOGICAL EVALUATION OF SECO ANALOGS OF ANTITUMOR AMARYLLIDACEAE ALKALOIDS

被引：39

作者：

CHRETIEN, F

AHMED, SI

MASION, A

CHAPLEUR, Y

机构：

[1] Laboratoire de Methodologie et Synthese Enantiospecifique de Biomolecules, URA CNRS 486 Université de Nancy I, F-54506 Vandoeuvre-les-Nancy

来源：

TETRAHEDRON | 1993年 / 49卷 / 34期

关键词：

AMARYLLIDACEAE ALKALOIDS; ANTITUMOR; ANALOGS; AROMATIC AMIDES;

D O I：

10.1016/S0040-4020(01)87223-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Some ''seco'' analogues of Amaryllidaceae alkaloids narciclasine and lycoricidine have been prepared in enantiomerically pure form from D-glucose using Ferrier carbocyclization as the key step. N-acylation of the resulting amines 21, 22, 25 and 26 with several aromatic acids led to amides 31-34 structurally related to narciclasine and lycoricidine. These seco analogues are devoided of biological activity.

引用

页码：7463 / 7478

页数：16

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