Synthetic Organic Chemistry & Molecular Modelling Laboratory, Department of Chemistry, Dr. Hari Singh Gour Central University, Sagar, MP 470003, India.
Synthetic Organic Chemistry & Molecular Modelling Laboratory, Department of Chemistry, Dr. Hari Singh Gour Central University, Sagar, MP 470003, India.
Spectrochim Acta A Mol Biomol Spectrosc. 2017 Feb 15;173:270-278. doi: 10.1016/j.saa.2016.07.054. Epub 2016 Sep 1.
The emergence of multiple drug resistance amongst bacterial strains resulted in many clinical drugs to be ineffective. Being vulnerable to bacterial infections any lack in the development of new antimicrobial drugs could pose a serious threat to public health. Here we report design and synthesis of a novel class of morpholine linked thiazolidinone hybrid molecules. The compounds were characterized by FT-IR, NMR and HRMS techniques. Susceptibility tests showed that most of the synthesized molecules were highly active against multiple bacterial strains. Compound 3f displayed MIC values which were better than the standard drug for most of the tested strains. DNA being a well defined target for many antimicrobial drugs was probed as possible target for these synthetic molecules. DNA-binding study of 3f with sm-DNA was probed through UV-vis absorption, fluorescence quenching, gel electrophoresis and molecular docking techniques. The studies revealed that compound 3f has strong affinity towards DNA and binds at the minor groove. The docking studies revealed that the compound 3f shows preferential binding towards A/T residues.
由于细菌菌株的多重耐药性的出现,许多临床药物变得无效。由于容易受到细菌感染,如果新的抗菌药物的开发缺乏,可能会对公众健康造成严重威胁。在这里,我们报告了一类新型的吗啉连接的噻唑烷酮杂合分子的设计和合成。这些化合物通过 FT-IR、NMR 和 HRMS 技术进行了表征。敏感性测试表明,大多数合成的分子对多种细菌菌株具有高度活性。化合物 3f 对大多数测试菌株的 MIC 值优于标准药物。DNA 是许多抗菌药物的明确靶点,被探测为这些合成分子的可能靶点。通过紫外可见吸收、荧光猝灭、凝胶电泳和分子对接技术研究了 3f 与 sm-DNA 的 DNA 结合情况。研究表明,化合物 3f 与 DNA 具有很强的亲和力,并结合在小沟中。对接研究表明,该化合物 3f 对 A/T 残基具有优先结合性。