Synthesis and antibacterial activity of sulfonamides. SAR and DFT studies

被引：95

作者：

Boufas, Wahida ^{[1
]}

Dupont, Nathalie ^{[2
]}

Berredjem, Malika ^{[1
]}

Berrezag, Kamel ^{[1
]}

Becheker, Imene

Berredjem, Hajira

Aouf, Nour-Eddine ^{[1
]}

机构：

[1] Badji Mokhtar Annaba Univ, Lab Appl Organ Chem, Synth Biomol & Mol Modelling Grp, Annaba 23000, Algeria

[2] Univ Paris 13, CNRS, UMR 7244, Lab CSPBAT, Bobigny, France

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2014年 / 1074卷

关键词：

Sulfonamide; Antibacterial activity; Molecular modeling; SAR; DFT; CARBONIC-ANHYDRASE INHIBITORS; PROTEASE INHIBITORS; SERINE PROTEASES; ISOZYME-II; BINDING; SULFAMIDES; MECHANISM; EFFICIENT; DESIGN; ARYL;

D O I：

10.1016/j.molstruc.2014.05.066

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

A series of substituted sulfonamide derivatives were synthesized from chlorosulfonyl isocyanate (CSI) in tree steps (carbamoylation, sulfamoylation and deprotection). Antibacterial activity in vitro of some newly formed compounds investigated against clinical strains Gram-positive and Gram-negative: Escherichia coli and Staphylococcus aureus applying the method of dilution and minimal inhibition concentration (MIC) methods. These compounds have significant bacteriostatic activity with totalities of bacterial strains used. OFT calculations with B3LYP/6-31G(d) level have been used to analyze the electronic and geometric characteristics deduced for the stable structure of three compounds presenting conjugation between a nitrogen atom N through its lone pair and an aromatic ring next to it. The principal quantum chemical descriptors have been correlated with the antibacterial activity. (C) 2014 Elsevier B.V. All rights reserved.

引用

页码：180 / 185

页数：6

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