Design, synthesis, and biological evaluation of novel carbazole aminothiazoles as potential DNA-targeting antimicrobial agents
| Autor: | Cheng-He Zhou, Ling Zhang, Dinesh Addla, Wei-Wei Gao, Si-Qi Wen, Swetha Kameswari Maddili |
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| Rok vydání: | 2016 |
| Předmět: |
Pharmacology
010405 organic chemistry Stereochemistry Carbazole Organic Chemistry DNA replication Pharmaceutical Science Antimicrobial 01 natural sciences Biochemistry Combinatorial chemistry Bioactive compound 0104 chemical sciences 010404 medicinal & biomolecular chemistry chemistry.chemical_compound chemistry Aminothiazole Drug Discovery medicine Molecular Medicine Cytotoxicity Norfloxacin DNA medicine.drug |
| Zdroj: | MedChemComm. 7:1988-1994 |
| ISSN: | 2040-2511 2040-2503 |
| DOI: | 10.1039/c6md00357e |
| Popis: | 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. |
| Databáze: | OpenAIRE |
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