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Vol. 35 No. 6 (2023): Vol 35 Issue 6, 2023

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Synthesis, Biological Evaluation and Molecular Modeling of Novel Ethyl 2′-Amino-5′-oxo-1′- (4-phenylthiazol-2-yl)-2-(phenylthio)-1′,4′,5′,6′,7′,8′-hexahydro-[3,4′-biquinoline]-3′- carboxylate Derivatives and their Computational Quantum Mechanical Modellin

https://doi.org/10.14233/ajchem.2023.27650
Puja Sharma
Shri Maneklal M. Patel Institute of Sciences & Research, (A Constituent College of Kadi Sarva Vishwavidyalaya), Gandhinagar-382024, India
https://orcid.org/0000-0002-0896-8281
Rajat Patel
Shri Maneklal M. Patel Institute of Sciences & Research, (A Constituent College of Kadi Sarva Vishwavidyalaya), Gandhinagar-382024, India
https://orcid.org/0000-0002-5837-6356
Rohit R. Koshti
Shri Maneklal M. Patel Institute of Sciences & Research, (A Constituent College of Kadi Sarva Vishwavidyalaya), Gandhinagar-382024, India
https://orcid.org/0000-0002-3144-9543
Akshay Vyas
Shri Maneklal M. Patel Institute of Sciences & Research, (A Constituent College of Kadi Sarva Vishwavidyalaya), Gandhinagar-382024, India
https://orcid.org/0000-0002-7715-2796
Chetan B. Sangani
Department of Chemistry, Government Science College, Gandhinagar-382016, India
https://orcid.org/0000-0001-6028-8833

Corresponding Author(s) : Puja Sharma

madhav10722@gmail.com

Asian Journal of Chemistry, Vol. 35 No. 6 (2023): Vol 35 Issue 6, 2023

Abstract

A new series of biquinoline-phenylthiazole hybrids were designed and synthesized by a base-catalyzed cyclocondensation through one-pot multicomponent reaction. All compounds were tested for in vitro antimicrobial and anticancer activities. Enzyme inhibitory activities of all compounds were carried out against FabH and EGFR. Majority of the synthesized compounds displayed promising antimicrobial as well as anticancer activity against used strains and cancer cell lines, respectively. All the compounds were tested for in vitro anticancer activities against two cancer cell lines A549 and Hep G2. Compound 9n (IC50 = 0.09 μM) against EGFR and (IC50 = 1.03 μM) against A549 kinase displayed the most potent inhibitory activity as compared to other member of the series. In the molecular modelling study, compound 9p was bound in to the active pocket of EGFR with two hydrogen bonds and one π-cation interactions having minimum binding energy ΔGb = -8.5626 kcal/mol. For FabH molecule 9u was found to be binding in the active pocket with minimum binding energy of -8.4033 kcal/mol.

Keywords

Biquinoline-phenylthiazole hybrid, Enzyme inhibitory activity One pot multicomponent Anticancer activity
Sharma, P., Patel, R., Koshti, R. R., Vyas, A., & Sangani, C. B. (2023). Synthesis, Biological Evaluation and Molecular Modeling of Novel Ethyl 2′-Amino-5′-oxo-1′- (4-phenylthiazol-2-yl)-2-(phenylthio)-1′,4′,5′,6′,7′,8′-hexahydro-[3,4′-biquinoline]-3′- carboxylate Derivatives and their Computational Quantum Mechanical Modellin. Asian Journal of Chemistry, 35(6), 1320–1332. https://doi.org/10.14233/ajchem.2023.27650
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