Chemistry Department, College of Science, Qassim University, Qassim, Buraydah, Saudi Arabia; Chemistry Department, Faculty of Science, Mansoura University, 35516 Mansoura, Egypt.
Chemistry Department, College of Science, Qassim University, Qassim, Buraydah, Saudi Arabia.
Bioorg Chem. 2020 Aug;101:103972. doi: 10.1016/j.bioorg.2020.103972. Epub 2020 May 26.
Benzimidazoles incorporated biologically active heterocycles such as quinoline, triazine-3-thione, thiazole and thiadiazole, were synthesized utilizing 2-acetylbenzimidazole as a building block. The structures of the newly synthesized benzimidazoles were assured by their spectral data (IR, H NMR, C- NMR and MS spectra). Most of the synthesized candidates were screened for their in vitro antimicrobial activity against Staphylococcus aureus, Escherichia coli, Bacillus pumilus and antifungal activity against (Saccharomyces cerevisiae). As a result, 2-(2-(1-(1H-benzo[d]imidazol-2-yl)ethylidene)hydrazineyl)-5-(furan-2-yl)-1,3,4-thiadiazole (14) had the most potent inhibitory activity against all tested bacteria with no antifungal inhibition. Furthermore, to gain insight into the mode of action of the synthesized compounds as antibacterial agents, docking studies were performed for the synthesized compounds in order to evaluate their activity as anti-bacterial agents. Virtual screening of the most promising compounds was performed against two bacterial proteins (DNA gyrase subunit B, and penicillin binding protein 1a) that are known targets for some antibiotics.
利用 2-乙酰苯并咪唑作为构建块，合成了引入了喹啉、三嗪-3-硫酮、噻唑和噻二唑等具有生物活性杂环的苯并咪唑类化合物。新合成的苯并咪唑的结构通过其光谱数据（IR、H NMR、C-NMR 和 MS 谱）得到确认。对大多数合成候选物进行了体外抗菌活性（对金黄色葡萄球菌、大肠杆菌、短小芽孢杆菌）和抗真菌活性（对酿酒酵母）的筛选。结果表明，2-(2-(1-(1H-苯并[d]咪唑-2-基)亚乙基)肼基)-5-(呋喃-2-基)-1,3,4-噻二唑（14）对所有测试的细菌均具有最强的抑制活性，而对真菌没有抑制作用。此外，为了深入了解合成化合物作为抗菌剂的作用模式，对合成化合物进行了对接研究，以评估它们作为抗菌剂的活性。对两种细菌蛋白（DNA 回旋酶亚基 B 和青霉素结合蛋白 1a）进行了最有前途的化合物的虚拟筛选，这两种蛋白是一些抗生素的已知靶标。
