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

被引：118
作者：
Mamolo, MG
Zampieri, D
Vio, L
Fermeglia, M
Ferrone, M
Pricl, S
Scialino, G
Banfi, E
机构：
[1] Univ Trieste, Dept Pharmaceut Sci, I-34127 Trieste, Italy
[2] Univ Trieste, Dept Chem Environm & Raw Mat Engn, I-34127 Trieste, Italy
[3] Univ Trieste, Dept Biomed Sci, Microbiol Sect, I-34127 Trieste, Italy
来源：
BIOORGANIC & MEDICINAL CHEMISTRY | 2005年 / 13卷 / 11期
关键词：
antimycobacterial; synthesis; biological activity; molecular modeling;
D O I：
10.1016/j.bmc.2005.03.013
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：
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.
引用
收藏
页码：3797 / 3809
页数：13
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