Synthesis, anti-Toxoplasma gondii and antimicrobial activities of benzaldehyde 4-phenyl-3-thiosemicarbazones and 2-[(phenylmethylene)hydrazonol-4-oxo-3-phenyl-5-thiazolidineacetic acids

被引：103

作者：

de Aquino, Thiago M. ^{[1
]}

Liesen, Andre P. ^{[1
]}

da Silva, Rosa E. A. ^{[1
]}

Lima, Vania T. ^{[1
]}

Carvalho, Cristiane S. ^{[2
]}

de Faria, Antnio R. ^{[3
]}

de Araujo, Janete M. ^{[1
]}

de Lima, Jose G. ^{[3
]}

Alves, Antonio J. ^{[3
]}

de Melo, Edesio J. T. ^{[2
]}

Goes, Alexandre J. S. ^{[1
]}

机构：

[1] Univ Fed Pernambuco, Dept Antibiot, BR-50670 Recife, PE, Brazil

[2] Univ Estadual Norte Fluminense, Lab Biol Celular, BR-28015 Rio De Janeiro, Brazil

[3] Univ Fed Pernambuco, Dept Ciencias Farmaceut, BR-50670 Recife, PE, Brazil

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2008年 / 16卷 / 01期

关键词：

thiosemicarbazone; 4-thiazolidinone; antimicrobial activity; anti-Toxoplasma gondii activity;

D O I：

10.1016/j.bmc.2007.09.025

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：

In the present communication, a new series of 2-[(phenylmethylene)hydrazono]-4-oxo-3-phenyl-5-thiazolidineacetic acids (2a-p) have been synthesized. Benzaldehyde 4-phenyl-3-thiosemicarbazones substituted (la-p) were also obtained and used as intermediate to give the title compounds. All synthesized compounds were characterized by IR, H-1 and (13) C NMR. The in vitro anti-Toxoplasma gondii activity of la-p and 2a-p was evaluated. The 4-thiazolidinones (2a-p) were screened for their ill vitro antimicrobial activity. For anti-Toxoplasma gondii activity, in general, all compounds promoted decreases in the percentage of infected cells leading to parasite elimination. These effects on intracellular parasites also caused a decrease in the mean number of tachyzoites. In addition, most of the 4-thiazolidinones showed more effective toxicity against intracellular parasites, with IC50 values ranging from 0.05 to 1 mM. According to results of antimicrobial activity, compounds 2f, 21, and 2p showed best activity against Mycobacterium luteus, 2c was more active against Mycobacterium tuberculosis, and 2g, 21, and 2n showed same activity as nistatin (standard drug) against Candida sp. (4249). (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：446 / 456

页数：11

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