Novel isoxazole linked 1,5-benzodiazepine derivatives: Design, synthesis, molecular docking and antimicrobial evaluation

被引:11
作者
Al-Ghulikah, Hanan [1 ]
Ibrahim, Sana [2 ]
Ghabi, Ameni [2 ]
Mtiraoui, Hasan [2 ]
Jeanneau, Erwann [3 ]
Msaddek, Moncef [2 ]
机构
[1] Princess Nourah Bint Abdulrahman Univ, Coll Sci, Dept Chem, POB 84428, Riyadh 11671, Saudi Arabia
[2] Univ Monastir, Fac Sci Monastir, Dept Chem, Lab Heterocycl Chem Nat Prod & React CHPNR, Monastir 5000, Tunisia
[3] Univ Lyon 1, Ctr Diffractometrie Henri Longchambon, Inst Chim Lyon, F-69622 Villeurbanne, France
关键词
1,5-benzodiazepines; Click chemistry; 3,5-disubstituted isoxazole; Terminal alkyne; Biological activity; Molecular docking; MICROWAVE-ASSISTED SYNTHESIS; ONE-POT SYNTHESIS; BIOLOGICAL-ACTIVITY; ANTIBACTERIAL; DFT;
D O I
10.1016/j.molstruc.2022.134235
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
In the current work, the synthesis, characterization, and biological activities of a novel series of isoxazoles connected to benzodiazepines are described. These compounds structures were identified using 1H NMR, C-13 NMR, X-Ray, and HRMS. All the new synthesized compounds were screened for their antimicrobial activities against three types of pathogenic bacteria and three fungal strains, by application of the DiscDiffusion and MIC assays, using Ampicillin and Griseofulvin as standard. Biological results revealed that some of these compounds exhibited excellent to moderate antimicrobial activities. The interactions of these compounds with the Gram-positive bacteria Bacillus subtilus (ATCC 6633) and the Gram-negative bacteria Pseudomonas aeruginosa (ATCC 27,853) were performed by molecular docking studies. Published by Elsevier B.V.
引用
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页数:9
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