Azide-alkyne cycloaddition en route to 1H-1,2,3-triazole-tethered 7-chloroquinoline-isatin chimeras: Synthesis and antimalarial evaluation

被引：121

作者：

Raj, Raghu ^{[1
]}

Singh, Pardeep ^{[1
]}

Singh, Parvesh ^{[2
]}

Gut, Jiri ^{[3
]}

Rosenthal, Philip J. ^{[3
]}

Kumar, Vipan ^{[1
]}

机构：

[1] Guru Nanak Dev Univ, Dept Chem, Amritsar 143005, Punjab, India

[2] Durban Univ Technol, Dept Chem, ZA-4000 Durban, South Africa

[3] Univ Calif San Francisco, Dept Med, San Francisco, CA USA

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2013年 / 62卷

关键词：

7-Chloroquinoline-isatin conjugates; 1H-1,2,3-triazole; Antimalarial evaluation; Structure activity relationship; IN-VITRO; ANTI-HIV; HYBRID MOLECULES; ISATIN; DESIGN; ARTEMISININ; DRUG; DERIVATIVES; RESISTANCE; CHEMISTRY;

D O I：

10.1016/j.ejmech.2013.01.032

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

We describe the synthesis and antimalarial activities of 1H-1,2,3-triazole tethered 7-chloroquinoline-isatin hybrids. Activity against cultured parasites was dependent on the C-5 substituent of the isatin ring as well as the alkyl chain length between the isatin and 7-chloroquinoline moieties. Compound 8h, with an optimum alkyl chain length (n = 3) and a chloro substituent at the C-5 position of the isatin ring, displayed the best activity among the test compounds, with IC50 value of 1.21 mu M against cultured W2-strain Plasmodium falciparum. (C) 2013 Elsevier Masson SAS. All rights reserved.

引用

页码：590 / 596

页数：7

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