Design, synthesis and mode of action of novel 2-(4-aminophenyl)benzothiazole derivatives bearing semicarbazone and thiosemicarbazone moiety as potent antimicrobial agents
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- 作者：Meenakshi Singh ; Sudhir Kumar Singh ; Mayank Gangwar…
- 关键词：Antimicrobials ; Benzothiazole ; DNA binding ; Membrane permeabilization ; Semicarbazone/thiosemicarbazone
- 刊名：Medicinal Chemistry Research
- 出版年：2016
- 出版时间：February 2016
- 年：2016
- 卷：25
- 期：2
- 页码：263-282
- 全文大小：2,790 KB
- 参考文献：Ali A, Taylor GE, Graham DW (2001) Int PCT Appl WO 20011028561
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Sudhir Kumar Singh (2)
Mayank Gangwar (3)
Gopal Nath (3)
Sushil K. Singh (1)
1. Pharmaceutical Chemistry Research Laboratory, Department of Pharmaceutics, Indian Institute of Technology (BHU), Varanasi, UP, 221005, India
2. Molecular and Structural Biology Division, CSIR-Central Drug Research Institute, Lucknow, UP, 226031, India
3. Department of Microbiology, Institute of Medical Sciences, Banaras Hindu University, Varanasi, UP, 221005, India - 刊物主题：Pharmacology/Toxicology; Biochemistry, general; Cell Biology;
- 出版者：Springer US
- ISSN：1554-8120
文摘
A novel series of substituted benzothiazoles, bearing semicarbazone and thiosemicarbazone moieties, was designed, synthesized and evaluated for their antimicrobial activity and possible mode of action. Structures of the synthesized compounds were elucidated by 1H NMR, 13C NMR, IR and Mass spectral data. The results revealed that compounds SC06, SC09, TS05 and TS07 have potent antibacterial activity against both Gram-positive and Gram-negative strains. Compound TS05 displayed most potent activity with MIC values of 3.91, 7.81 and 1.56 µg/ml against S. aureus, E. coli and P. aeruginosa, respectively. The results from cytoplasmic membrane permeabilization assay, FACS study as well as DNA-binding assays, evaluated against clinically relevant pathogens S. aureus and E. coli, suggest membrane perturbing as well as intracellular mode of action of this class of compounds. In addition, hemolytic activity of the compounds was measured which indicated their low cytotoxicity.