Synthesis and antimalarial activity of novel N-{2-[2-(2-aminoethoxy) ethoxy] ethyl}-7-chloroquinolin-4-amine and its derivatives

被引：0
|
作者：
Tanwar, Pooja [1 ]
Yadav, Gyan Chand [1 ]
Jaitley, U. K. [2 ]
Kaushik, Naveen [3 ]
Sahal, Dinkar [3 ]
机构：
[1] Ranbaxy Res Labs, Proc Res & NCE Scale Up, Gurgaon 122001, India
[2] RSS PG Coll, Dept Chem, Ghaziabad 245304, India
[3] Int Ctr Genet Engn & Biotechnol, Mammalian Biol Malaria Res Grp, New Delhi 110067, India
来源：
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY | 2011年 / 50卷 / 02期
关键词：
Antimalarial; 4-aminoquinoline; heteroalkane-amine-quinolines; alkyl ether substituted quinolines; PLASMODIUM-FALCIPARUM; RESISTANCE;
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A number of N-{2-[2-(2-aminoethoxy)ethoxy]ethyl}-7-chloroquinolin-4-amine derivatives have been prepared by condensation of N-{2-[2-(2-aminoethoxy) ethoxy] ethyl) -7-chloroquinolin-4-amine with substituted aldehyde. The newly synthesized compounds have been characterized by IR, H-1 and C-13 NMR, and mass spectral data. These compounds have been screened for in vitro antimalarial activity using the Sybr Green assay of P. falciparum in culture and the heme detoxification based Heme-HRP assay. Among these, compounds 7-chloro-N-[2-(2-{2-[(2, 4-difluorobenzyl) amino] ethoxy} ethoxy) ethyl] quinolin-4-amine is found to be the most effective with IC50 value 60 mu M (in Heme-HRP assay) and 48 nM (in P. falciparum culture assay). These values compare well with the potency of chloroquine in the respective assays.
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页码：233 / 241
页数：9
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