Synthesis of 7α- and 7β-spermidinylcholesterol, squalamine analogues

被引:13
作者
Choucair, B
Dherbomez, M
Roussakis, C
El Kihel, L
机构
[1] Univ Caen, Cyceron LRA 10V, F-14000 Caen, France
[2] IUT La Rochelle, F-17026 La Rochelle, France
[3] Fac Pharm Nantes, Lab Pharmacol Marine, F-44035 Nantes, France
关键词
squalamine; ammosterol; polyaminosterol; spermidinylcholesterol;
D O I
10.1016/j.bmcl.2004.06.010
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Stereoselective synthesis of squalamine dessulfates analogues, 7alpha and 7beta-N-[3N-(4-aminobutyl) aminopropyl]aminocholesterol are reported, using 7alpha and 7beta-aminocholesterol as a key intermediate. It's the first example in which the position of spermidine is modified at the steroid ring. These molecules showed a comparable antibacteria and fungi activities to squalamine. Then, they have a cytotoxic activity on a human non-small cell bronchopulmonary carcinoma line (NSCLC-N6). (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4213 / 4216
页数:4
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