Synthesis and Screening of Substituted 1,4-Naphthoquinones (NPQs) as Antifilarial Agents

被引：18

作者：

Mathew, Nisha ^{[1
]}

Karunan, Twinkle ^{[1
]}

Srinivasan, Lakshmy ^{[1
]}

Muthuswamy, Kalyanasundaram ^{[1
]}

机构：

[1] Indian Council Med Res, Vector Control Res Ctr, Pondicherry 605006, India

来源：

DRUG DEVELOPMENT RESEARCH | 2010年 / 71卷 / 03期

关键词：

1; 4-naphthoquinone; antifilarial; macrofilaricide; filariasis; Setaria digitata; STREBLUS-ASPER; DERIVATIVES; INHIBITORS; SULFONATE; QUINONES; ENZYMES;

D O I：

10.1002/ddr.20357

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Eleven amino-substituted 1,4-naphthoquinones were synthesized via the reaction of 1,4-naphthoquinone with different primary and secondary mono- and diamines in the presence of dichloromethane ethanol (1:2) solvent at room temperature. All compounds were purified by flash column chromatography, characterized by TLC, HPLC, C-13-NMR, H-1-NMR, and FT-IR spectral analysis and were evaluated in vitro for antifilarial activity using adult bovine filarial worm Setaria digitata by assessing worm motility and MIT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide) reduction. Seven of the 11 compounds had macrofilaricidal activity with compounds 9 (2-[(1,3-dimethylbutyl) amino] naphthalene-1,4-dione) and 11 (2-(4-methylpiperazin-1-yl) naphthalene-1,4-dione) having maximum activity (ED50 values of 0.91 and 1.2 mu M, respectively, at 48 h). The effect of different substitutions on antifilarial activity is discussed. Drug Dev Res 71:188-196, 2010. (C) 2009 Wiley-Liss, Inc,

引用

页码：188 / 196

页数：9

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