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Vol. 32 No. 6 (2020): Vol 32 Issue 6

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One-Pot Three Component Synthesis of 2-(1H-Benzo[d]thiazole-2-yl)-N-Arylbenzamides in Glycerol Medium

https://doi.org/10.14233/ajchem.2020.22538
Swathi Thumula
Division of Chemistry, Department of Science and Humanities, Sreenidhi Institute of Science and Technology, Ghatkesar, Hyderabad-501301, India; Division of Chemistry, Department of Sciences and Humanities, Vignan′s Foundation for Science, Technology and Research, Vadlamudi-522213, India
https://orcid.org/0000-0002-2295-3721
Venkatesan Srinivasadesikan
Division of Chemistry, Department of Sciences and Humanities, Vignan′s Foundation for Science, Technology and Research, Vadlamudi-522213, India
https://orcid.org/0000-0001-9533-1299
Ravi K. Kottalanka
Division of Chemistry, Department of Sciences and Humanities, Vignan′s Foundation for Science, Technology and Research, Vadlamudi-522213, India
https://orcid.org/0000-0002-5799-6908
S. Rex Jeya Rajkumar
Department of Biotechnology, Vignan′s Foundation for Science, Technology and Research, Vadlamudi-522213, India
https://orcid.org/0000-0002-5760-9437
Balajee Ramchandran
Department of Biotechnology, Vignan′s Foundation for Science, Technology and Research, Vadlamudi-522213, India
https://orcid.org/0000-0003-1882-9717

Corresponding Author(s) : Venkatesan Srinivasadesikan

vsdgun@gmail.com

Asian Journal of Chemistry, Vol. 32 No. 6 (2020): Vol 32 Issue 6

Abstract

In this work, a series of 2-(1H-benzo[d]thiazole-2-yl)-N-arylbenzamides is synthesized by using diethyl phthalate, anilines and 2-amino-benzenethiol by one-pot three component synthesis in glycerol medium. Phosphoric acid is used as an effective reagent for this one-pot three component reaction. This reaction got completed in a short time, easy workup and gave an excellent yield in glycerol medium. The N-arylbenzamides was found to have significant cytotoxic potentials against various cancer cells viz., A549 (lung cancer), HeLa (cervical cancer) and MCF-7 (breast cancer) using MTT assay. The molecular docking study is also employed to understand the binding mechanism of N-arylbenzamides against the antibacterial target. The docking result shows the binding energy of compound 4a is -8.6 kcal/mol. The binding affinity is a major concern and it shows that Asn and Thr residues have an interaction with compound 4a.

Keywords

Glycerol Diethyl phthalate Anilines 2-Aminobenzenethiol Green chemistry
Thumula, S., Srinivasadesikan, V., K. Kottalanka, R., Jeya Rajkumar, S. R., & Ramchandran, B. (2020). One-Pot Three Component Synthesis of 2-(1H-Benzo[d]thiazole-2-yl)-N-Arylbenzamides in Glycerol Medium. Asian Journal of Chemistry, 32(6), 1343–1351. https://doi.org/10.14233/ajchem.2020.22538
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