Design, Synthesis, Computational Docking and Biological Evaluation of Novel 4-Chloro-1,3-Benzoxazole Derivatives as Anticancer Agents

Anees Fathima¹, H. M. Vagdevi^1*, R. Mohammed Shafeeulla¹, Lubna Afroz², S. H. Shreedhara¹

¹Department of Chemistry, Sahyadri Science College, Kuvempu University, Shimoga, Karnataka, India.

²Department of Chemistry, JNN College of Engineering (VTU), Shimoga, Karnataka, India.

Corresponding Author E-mail:vagdevihm17@gmail.com

DOI : http://dx.doi.org/10.13005/bbra/3040

ABSTRACT: An efficient, cost effective and ecologically safe method for the design of series of novel 2-[(4-chloro-1,3-benzoxazol-2-yl)sulfanyl]-N'-[phenylmethylidene] acetohydrazides 5(a-j) have been synthesized by fusing 2-[(4-chloro-1,3-benzoxazol-2-yl)sulfanyl] acetohydrazide with substituted aromatic aldehyde. The prepared compounds were characterized via LC-MS, IR, ¹H NMR, ¹³C NMR and C, H, N analysis technique. All the synthesized compounds were evaluated for biological potency, which includes antimicrobial, antifungal, antioxidant and anticancer activities. The compounds 5a, 5b, 5d, 5e, 5g and 5h showed appreciable antimicrobial, MIC and antioxidant activity. Further, it was also noticed that the prior mentioned compounds showcased more than 70% of cell viability. We also performed molecular docking for all the synthesized compounds and examined their binding affinities to the anticancer receptor 2A91 to qualitatively elucidate their anticancer activity. The data generated from the molecular modeling and the values obtained from the biological screening were correlated.

KEYWORDS: Antimicrobial; Antioxidant; Benzoxazole; molecular docking; PDB: 2A91

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