Issue 10, 2016

Design, synthesis, and biological evaluation of novel carbazole aminothiazoles as potential DNA-targeting antimicrobial agents

Abstract

A series of novel carbazole aminothiazoles as a new type of antimicrobial agents were designed, synthesized and characterized by 1H NMR, 13C NMR, IR, MS and HRMS spectra. Some of the carbazole aminothiazoles exhibited good antimicrobial activities; particularly, heptyl-derived carbazole aminothiazole 4f could effectively inhibit the growth of MRSA with an MIC value of 4 μg mL−1, which was superior to the reference drugs Chloromycin and Norfloxacin. Moreover, cytotoxicity investigation indicated that bioactive compound 4f did not exhibit cytotoxicity to Hep-2 cells within its MIC against MRSA. Preliminary interactive investigation revealed that compound 4f could effectively intercalate into calf thymus DNA to form 4f–DNA complexes which might block DNA replication and thus exert antimicrobial activities. In addition, the binding behavior of compound 4f to DNA revealed that compound 4f could interact with DNA by hydrogen bonds and electrostatic interactions.

Graphical abstract: Design, synthesis, and biological evaluation of novel carbazole aminothiazoles as potential DNA-targeting antimicrobial agents

Supplementary files

Article information

Article type
Research Article
Submitted
28 Jun 2016
Accepted
15 Jul 2016
First published
21 Jul 2016

Med. Chem. Commun., 2016,7, 1988-1994

Design, synthesis, and biological evaluation of novel carbazole aminothiazoles as potential DNA-targeting antimicrobial agents

D. Addla, S. Wen, W. Gao, S. K. Maddili, L. Zhang and C. Zhou, Med. Chem. Commun., 2016, 7, 1988 DOI: 10.1039/C6MD00357E

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