Synthesis, Antimicrobial Activity and Quantum Calculations of Novel Sulphonamide Derivatives

被引:30
作者
Fahim, Asmaa M. [1 ]
Ismael, Eman H. I. [2 ]
机构
[1] Natl Res Ctr, Green Chem Dept, 33 El Bohouth St, Dokki 12622, Egypt
[2] Natl Res Ctr, Dept Organometall & Organometalloid Chem, 33 El Bohouth St, Dokki 12622, Egypt
来源
EGYPTIAN JOURNAL OF CHEMISTRY | 2019年 / 62卷 / 08期
关键词
Sulfonamide derivatives; Antimicrobial activity; Computational calculation; BIOLOGICAL EVALUATION; EQUILIBRIUM GEOMETRIES; MOLECULAR DOCKING; INHIBITORS; OPTIMIZATION; TOXICITY; DESIGN; DRUGS; ASSAY;
D O I
10.21608/EJCHEM.2019.6870.1575
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
THE reactivity of 2-bromo-N-(phenylsulfonyl) acetamide derivatives 3a-c towards some nitrogen-based nucleophiles was studied in this investigation and gave the corresponding aminothiazole 6a-c, aminooxazole 7a-c, quinazoline-2-yl 10a-c; respectively. Furthermore, the reaction of acetamide derivatives 3a-c with aminopyridine gave pyridine-4-ylamino 12a-c. Reaction of acetamide derivatives 3a-c with benzo-2-thiol derivatives afforded benzo [d]thiazol-2-ylthio 14a-c and 1H-benzo[d]imidazol-2-yl) thio derivatives 16a-c; respectively. The synthesized compounds displayed good antimicrobial activity. Additionally, compounds 12a and 14a exhibited high activity towards most of the strains. The computational calculations for 12a and 14a were carried out via HF/6-31G(d) and DFT B3LYP/6-31G(d) basis sets and the corresponding results of HOMO-LUMO energy gap and Mulliken atomic charges were tabulated. This correlation between experimental and theoretical calculations provided a good confirmation for anticipated new compounds.
引用
收藏
页码:1827 / 1840
页数:14
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