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
收藏
页码：590 / 596
页数：7
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