Six-substituted benzothiazole based dispersed azo dyes having antipyrine moiety: synthesis, characterization, DFT, antimicrobial, anticancer and molecular docking studies

Maliyappa, M. R. and Keshavayya, J. and Nazrulla, Mohammed Azeezulla and Sudhanva, M. S. and Rangappa, Shobith (2022) Six-substituted benzothiazole based dispersed azo dyes having antipyrine moiety: synthesis, characterization, DFT, antimicrobial, anticancer and molecular docking studies. In: Journal of the Iranian Chemical Society . ISSN 1735-207X

PDF jou_ira_che_soc_2022 .pdf - Published Version Restricted to Registered users only Download (5MB) | Request a copy

Abstract

A series of benzothiazole based dispersed azo compounds were synthesized by diazotization of benzothiazole derivatives coupling with antipyrine through traditional electrophilic substitution reaction in the temperature range of 0–5 °C. The chemical structure of the prepared molecules (4a–f) was characterized by various analytical and spectroscopic techniques. Further, the theoretical vibrational and structural optimization studies of the molecules 4a–f were investigated by using DFT/B3LYP method. All the synthesized azo dyes were evaluated for their in vitro antimicrobial activities against various bacterial and fungal strains, and the obtained results were exhibited to be potent antimicrobial activities compared with the reference compound. Further, the molecular docking studies have been performed and results showed the possible interaction between the synthesized chemical compound and the receptor. In addition, the in vitro anticancer activity of all the synthesized azo dyes was performed against different human cancer cell lines such as A549, K562 and MDA-MB-231 by using MTT assay.

Item Type:	Journal Article
Publication:	Journal of the Iranian Chemical Society
Publisher:	Springer Science and Business Media Deutschland GmbH
Additional Information:	The copyright of this article belongs to the Springer Science and Business Media Deutschland GmbH.
Keywords:	Antimicrobial; Antipyrine; Benzothiazole; DFT; Molecular docking
Department/Centre:	Division of Chemical Sciences > Solid State & Structural Chemistry Unit
Date Deposited:	24 May 2022 10:16
Last Modified:	24 May 2022 10:16
URI:	https://eprints.iisc.ac.in/id/eprint/72407

Actions (login required)

View Item