Structure-activity relationship of antileishmanials neolignan analogues

被引：33

作者：

Aveniente, Mario ^{[1
]}

Pinto, Eduardo F. ^{[3
]}

Santos, Lourivaldo S. ^{[2
]}

Rossi-Bergmann, Bartira ^{[3
]}

Barata, Lauro E. S. ^{[1
]}

机构：

[1] Univ Estadual Campinas, Inst Quim, BR-13083970 Campinas, SP, Brazil

[2] Fed Univ Para, CCEN, Dept Quim, BR-66075110 Belem, Para, Brazil

[3] Univ Fed Rio de Janeiro, Inst Biofis Carlos Chagas Filho, BR-21949900 Rio De Janeiro, Brazil

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2007年 / 15卷 / 23期

关键词：

Leishmania amazonensis; Leishmania donovani; beta-Ketoethers; beta-Ketosulfides; beta-Ketosulfoxides; beta-Ketosulfones; neolignans;

D O I：

10.1016/j.bmc.2007.08.016

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Twenty-two synthetic analogues of neolignans comprising beta-ketoethers and beta-ketosulfides were obtained from condensation reactions among beta-bromoketones and phenols or thiophenols, respectively, in basic solutions, and assayed in vitro for activity against intracellular Leishmania amazonensis and Leishmania donovani amastigotes, the causative agents of cutaneous and visceral leishmaniasis. The highest selective activity was found for compounds with sulfur bridges, whereas beta-ketosulphoxides and beta-ketosulphones had significantly less growth inhibitory activity. Compounds 2-[(4-chlorophenyl)thio]propan-1-one and 1-(3,4-dimethoxy)2-[(4-methylphenyl)thio]propan-1-one were the most potent, inhibiting the growth parasite species by over 90% at microgram/mL, but only compound 1-(3,4-dimethoxy)-2-[(4-methylphenyl)thio]propan-1-one was selectively toxic to the parasites. (C) 2007 Elsevier Ltd. All rights reserved.

引用

页码：7337 / 7343

页数：7

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