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Theoretical study and antimicrobial activities of New Schiff base derivatives with thiophene
Journal of Molecular Structure ( IF 3.8 ) Pub Date : 2020-10-01 , DOI: 10.1016/j.molstruc.2020.128522
Nevin Süleymanoğlu , Ela Esmer Demir , Şahin Direkel , Yasemin Ünver

Abstract New Schiff base derivatives with thiophene, 1- (4-(((5-phenylthiophene-2-yl) methylene) amino) phenyl) ethan-1-one (I) and 1-(4)-((benzo [b] thiophene-2-ylmethylene) amino) phenyl) ethan-1-one (II), were synthesized and characterized by FTIR and NMR (1H- and 13C NMR) spectroscopic methods. The structural parameters and spectral data of Schiff base derivatives were obtained by DFT/B3LYP/6-311++G(d,p) method and theoretical spectral data were compared with the experimental ones. Both compounds were tested for their antibacterial and antifungal properties against to the selected 15 bacteria and 4 fungi isolates, which could be threat to the public health, by microdilution broth assay with alamar blue. In vitro antimicrobial activity was determined by using the Minimum Inhibitory Concentration (MIC) values. Results show that, both compounds have high antibacterial activities against Enterococcus faecalis, Streptococcus agalactiae, Shigella flexneri isolates and the MIC values obtained for compounds I and II are 1250/2500, 1250/2500, 1250/≤ 312 μg/ml, respectively. These data may be supported by in vivo studies to contribute to alternative drug development studies.

中文翻译:

噻吩新席夫碱衍生物的理论研究及抗菌活性

摘要 含有噻吩、1-(4-(((5-phenylthiophene-2-yl)methylene)amino) phenyl) ethan-1-one (I) 和 1-(4)-((benzo [b ] 噻吩-2-基亚甲基)氨基)苯基)乙烷-1-酮(II),通过FTIR和NMR(1H-和13C NMR)光谱方法合成和表征。采用DFT/B3LYP/6-311++G(d,p)方法得到席夫碱衍生物的结构参数和光谱数据,并将理论光谱数据与实验光谱数据进行比较。通过使用阿拉玛蓝的微量稀释肉汤测定,测试了这两种化合物对选定的 15 种细菌和 4 种真菌分离物的抗菌和抗真菌特性,这些分离物可能对公共健康构成威胁。体外抗微生物活性通过使用最低抑菌浓度 (MIC) 值确定。结果表明,两种化合物对粪肠球菌、无乳链球菌、弗氏志贺氏菌均具有较高的抗菌活性,化合物I和II的MIC值分别为1250/2500、1250/2500、1250/≤312 μg/ml。这些数据可能得到体内研究的支持,以促进替代药物开发研究。
更新日期:2020-10-01
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