Benzothiazole analogues: Synthesis, characterization, MO calculations with PM6 and DFT, in silico studies and in vitro antimalarial as DHFR inhibitors and antimicrobial activities.

Autor: Thakkar SS; Advanced Organic Chemistry Department, P. D. Patel Institute of Applied Sciences, CHARUSAT, Changa 388421, Gujarat, India., Thakor P; P. G. Department of Biosciences, Sardar Patel University, Vallabh Vidyanagar 388120, Gujarat, India., Ray A; Advanced Organic Chemistry Department, P. D. Patel Institute of Applied Sciences, CHARUSAT, Changa 388421, Gujarat, India. Electronic address: arabinda24@yahoo.co.in., Doshi H; Madhav University, Abu Road, Sirohi 307026, Rajasthan, India., Thakkar VR; P. G. Department of Biosciences, Sardar Patel University, Vallabh Vidyanagar 388120, Gujarat, India.
Jazyk: angličtina
Zdroj: Bioorganic & medicinal chemistry [Bioorg Med Chem] 2017 Oct 15; Vol. 25 (20), pp. 5396-5406. Date of Electronic Publication: 2017 Jul 29.
DOI: 10.1016/j.bmc.2017.07.057
Abstrakt: Benzothiazole analogues are of interest due to their potential activity against malarial and microbial infections. In search of suitable antimicrobial and antimalarial agents, we report here the synthesis, characterization and biological activities of benzothiazole analogues (J 1-J 10). The molecules were characterized by IR, Mass, 1 H NMR, 13 C NMR and elemental analysis. The in vitro antimicrobial activity was investigated against pathogenic strains; the results were explained with the help of DFT and PM6 molecular orbital calculations. In vitro cytotoxicity and genotoxicity of the molecules were studied against S. pombe cells. In vitro antimalarial activity was studied. The active compounds J 1, J 2, J 3, J 5 and J 6 were further evaluated for enzyme inhibition efficacy against the receptor Pf-DHFR, computational and in vitro studies were carried out to examine their candidatures as lead dihydrofolate reductase inhibitors.
(Copyright © 2017 Elsevier Ltd. All rights reserved.)
Databáze: MEDLINE
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