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Synthesis, computational study, solvatochromism and biological studies of thiazole-owing hydrazone derivatives

C. Kiran Yadav, B.P. Nandeshwarappa, K.M. Mussuvir Pasha

Abstract


In the present work, we have synthesized thiazole-hydrazone conjugates 5(a–h) and characterized them using various analytical techniques such as UV, IR, NMR, and mass spectrometry. Solvatochromic properties were evaluated in ten solvents with different polarity and quantum chemical parameters using a DFT study. The antibacterial activity results revealed that compounds 5c, 5d and 5g exhibited good efficacy and that the remaining compounds displayed significant activity. The synthesized compounds were screened for their cytotoxic activity against HepG2 and MCF-7 cell lines, and all the synthesized compounds exhibited significant potency towards the screened cancer cell lines. The anti-inflammatory efficacy of the synthesized thiazole derivatives was determined against MMP-2 and MMP-9, and some of the compounds showed significant activity. Furthermore, the in silico molecular docking was performed with the COX-2 receptor.

Keywords


biological activity; DFT; solvatochromic study; thiazole-hydrazone conjugates

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References


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DOI: https://doi.org/10.15826/chimtech.2023.10.1.10

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