Microwave-Assisted Synthesis and Antileishmanial Activity of 3-methoxycarbonyl-γ-butyrolactone Derivatives

被引：7
作者：
Pinatto-Botelho, Marcos F. [1 ]
Crotti, Antonio E. M. [1 ]
de Souza, Julia M. [2 ]
Magalhaes, Lizandra G. [2 ]
Donate, Paulo M. [1 ]
机构：
[1] Univ Sao Paulo, Dept Quim, Fac Filosofia Ciencias & Letras Ribeirao Preto, BR-14040901 Ribeirao Preto, SP, Brazil
[2] Univ Franca, Nucleo Pesquisa Ciencias Exatas & Tecnol, BR-14404600 Franca, SP, Brazil
来源：
JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY | 2014年 / 25卷 / 08期
基金：
巴西圣保罗研究基金会;
关键词：
gamma-butyrolactone; multicomponent reaction; microwave-assisted synthesis; Leishmania amazonensis; METHYLENE-GAMMA-BUTYROLACTONES; ESSENTIAL OIL; SESQUITERPENE LACTONES; 15-DEOXYGOYAZENSOLIDE; CHEMISTRY;
D O I：
10.5935/0103-5053.20140113
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
We describe the microwave-assisted synthesis of ten 3-methoxycarbonyl-gamma-butyrolactone derivatives and evaluate their in vitro antileishmanial activity against promastigote forms of Leishmania amazonensis. The synthesis furnished most of the compounds in 80-95% yield and reactions lasted about 10-20 min. Most of the compounds displayed IC50 values higher than 400 mu M. Compounds 5 (trans-3-(p-methoxy) benzyl-4-methyl-3-methoxycarbonyl-gamma-butyrolactone) and 10 (trans-3-(pmethoxy) benzyl-4-benzyl-3-methoxycarbonyl-gamma-butyrolactone) were the exceptions: they displayed IC50 values of 170.4 and 179.6 M, respectively, suggesting that the leishmanicidal activity of 3-methoxycarbonyl-gamma-butyrolactones may be related to the nature and size of the substituent at position C-4.
引用
收藏
页码：1331 / 1337
页数：7
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