Antimycobacterial activity of new 3-substituted 5-(pyridin-4-yl)-3H-1,3,4-oxadiazol-2-one and 2-thione derivatives.: Preliminary molecular modeling investigations
Antimycobacterial activity of new 3-substituted 5-(pyridin-4-yl)-3H-1,3,4-oxadiazol-2-one and 2-thione derivatives.: Preliminary molecular modeling investigations
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新的 3-取代 5-(吡啶-4-基)-3H-1,3,4-恶二唑-2-酮和 2-硫酮衍生物的抗霉菌活性： 初步分子模型研究
DOI：
10.1016/j.bmc.2005.03.013
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发表时间：
2005-06-01
影响因子：
3.5
通讯作者：
Banfi, E
中科院分区：
文献类型：
--
作者：
Mamolo, MG;Zampieri, D;Banfi, E
合成了3 H-1，3，4-恶二唑-2-硫酮和3 H-1，3，4-恶二唑-2-酮衍生物，并测定了它们的体外抗分枝杆菌活性。恶二唑酮类化合物对试验菌株结核分枝杆菌H(37)RV有较强的抗菌活性，而相应的硫酮类化合物则没有活性。分子模拟研究表明，在甾醇生物合成途径中，活性化合物可能与依赖于分枝杆菌细胞色素P450的甾醇14α-脱甲基酶的活性部位相互作用，其结合自由能与其MIC值一致。(C)2005爱思唯尔有限公司。保留所有权利。
3H-1,3,4-Oxadiazole-2-thione and 3H-1,3,4-oxadiazol-2-one derivatives were synthesized and tested for their in vitro antimycobacterial activity. Oxadiazolone derivatives showed an interesting antimycobacterial activity against the tested strain of Myeobacterium tuberculosis H(37)Rv, whereas the corresponding thione derivatives were devoid of activity. Molecular modeling investigations showed that the active compounds may interact at the active site of the mycobacterial cytochrome P450-dependent sterol 14 alpha-demethylase in the sterol biosynthesis pathway and that their binding free energy values are in agreement with their MIC values. (c) 2005 Elsevier Ltd. All rights reserved.