Microwave-assisted ring opening of epoxides: A general route to the synthesis of 1-aminopropan-2-ols with anti malaria parasite activities

被引：61

作者：

Robin, Aelig

Brown, Fraser

Bahamontes-Rosa, Noemi

Wu, Binghua

Beitz, Eric

Kun, Jurgen F. J.

Flitsch, Sabine L.

机构：

[1] Univ Manchester, Manchester Interdisciplinary Bioctr, Manchester M1 7ND, Lancs, England

[2] Univ Tubingen, Inst Trop Med, Dept Parasitol, D-72074 Tubingen, Germany

[3] Univ Kiel, Dept Pharmaceut Chem, Kiel, Germany

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 2007年 / 50卷 / 17期

关键词：

D O I：

10.1021/jm070553l

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of 1-aminopropan-2-ols were synthesized and evaluated against two strains of malaria, Plasmodium falciparum FCR3 (chloroquine-resistant) and 3D7 (chloroquine-sensitive). Microwave-assisted ring opening of epoxides (aryl and alkyl glycidyl ethers, glycidol, epichlorohydrin) with various amines without catalysts generated the desired library of beta-amino alcohols rapidly and efficiently. Most of the compounds showed micromolar potency against malaria, with seven of them having IC50 values between 1 and 10 mu M against both Plasmodium falciparum strains.

引用

页码：4243 / 4249

页数：7

共 27 条

[21] Bismuth triflate-catalyzed mild and efficient epoxide opening by aromatic amines under aqueous conditions [J].