Ghasemian Motaleb, Kakanejadifard Ali, Karami Tahereh
Department of Chemistry, Faculty of Science, Lorestan University, Khorramabad, Iran; Department of Organic Chemistry, Borujerd Branch, Islamic Azad University, Borujerd, Iran.
Department of Chemistry, Faculty of Science, Lorestan University, Khorramabad, Iran.
Spectrochim Acta A Mol Biomol Spectrosc. 2016 Nov 5;168:190-198. doi: 10.1016/j.saa.2016.06.007. Epub 2016 Jun 6.
The azo-azomethine dyes with a different substitution have been designed from the reaction of 4,4'-diaminodiphenyl sulfone with 2-hydroxy-5-(aryldiazenyl)benzaldehyde. The compounds have been characterized by elemental analysis, Mass, IR, UV-Vis, TGA-DTA and NMR spectroscopy. The solvatochromism behaviors, effects of substitution and pH on the electronic absorption spectra of dyes were evaluated. The in vitro antimicrobial activities were also screened for their potential for antibiotic activities by broth micro dilution method. Also, the optimum molecular geometries, molecular electrostatic potential (MEP), nucleus-independent chemical shift (NICS) and frontier molecular orbitals (FMO), vibrational spectra (IR ) and electronic absorption (UV-Vis) spectra of the title compounds have been investigated with the help of DFT and TDDFT methods with 6-311++G(d,p) basis sets and PCM calculations. The results of the calculations show excellent agreement with the experimental value.
通过4,4'-二氨基二苯砜与2-羟基-5-(芳基重氮基)苯甲醛的反应，设计了具有不同取代基的偶氮-偶氮甲碱染料。通过元素分析、质谱、红外光谱、紫外可见光谱、热重-差示热分析和核磁共振光谱对这些化合物进行了表征。评估了染料的溶剂化显色行为、取代基和pH对其电子吸收光谱的影响。还采用肉汤微量稀释法筛选了它们的体外抗菌活性及其抗生素活性潜力。此外，借助密度泛函理论（DFT）和含时密度泛函理论（TDDFT）方法，使用6-311++G(d,p)基组和极化连续介质模型（PCM）计算，研究了标题化合物的最佳分子几何结构、分子静电势（MEP）、核独立化学位移（NICS）和前沿分子轨道（FMO）、振动光谱（IR）和电子吸收（UV-Vis）光谱。计算结果与实验值显示出极好的一致性。
