Synthesis of novel triazole-linked mefloquine derivatives: Biological evaluation against Plasmodium falciparum

被引：28

作者：

Hamann, Anton R. ^{[1
]}

de Kock, Carmen ^{[2
]}

Smith, Peter J. ^{[2
]}

van Otterlo, Willem A. L. ^{[1
]}

Blackie, Margaret A. L. ^{[1
]}

机构：

[1] Univ Stellenbosch, Dept Chem & Polymer Sci, ZA-7602 Matieland, South Africa

[2] Univ Cape Town, Groote Schuur Hosp, Dept Pharmacol, ZA-7700 Rondebosch, South Africa

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2014年 / 24卷 / 23期

基金：

新加坡国家研究基金会; 英国医学研究理事会;

关键词：

2,8-Bis(trifluoromethyl) quinoline; 1,2,3-Triazole; P; falciparum; CuAAC chemistry; ACTIVITY IN-VITRO; ANTIMALARIAL ACTIVITY; MALARIA PARASITES; DESIGN; CHLOROQUINE; EXPLORATION; RESISTANCE; CHEMISTRY; HYBRIDS; VIVO;

D O I：

10.1016/j.bmcl.2014.10.015

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Using 2,8-bis(trifluoromethyl) quinoline, the pharmacophore of mefloquine, as scaffold, eleven novel triazole-linked compounds have been synthesised by the application of CuAAC chemistry. The in vitro biological activity of the compounds on the Plasmodium falciparum chloroquine-sensitive strain NF54 was then determined. The compounds all showed IC(50)s in the lower mu M range with (1R, 3S, 5R)- N-{[1-( 2,8bis( trifluoromethyl) quinoline-4-yl)-1H-1,2,3-triazol-4-yl] methyl} adamantan-2-amine (29) exhibiting the best activity of 1.00 mu M. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：5466 / 5469

页数：4

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