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In this study, we report the structural and biological characterization of (2 Z ,5Z)-5-(4-methyl benzylidene)-3-(2-methylpropyl)-2-(phenylimino)-1,3-thiazolin-4-one ( 6a ) and (2 Z ,5 Z )-5-(3-chlorobenzylidene)-3-(2-methylpropyl)-2-(phenylimino)-1,3-thiazolin-4-one ( 6b ). These compounds were synthesized following the reported method and the molecular structures were confirmed by single-crystal X-ray diffraction studies. Density functional theory (DFT) calculation was carried out to complement the structural and spectral features.  In vitro  cytotoxicity of the compounds was tested against both the cancerous (SW-480 &amp; MCF-7) and normal (HEK-293) cell lines using the MTT assay. The results indicated that compounds adopted  (Z,Z)–configuration  with respect to the exocyclic methylene proton and the exocyclic nitrogen. It was observed that compound  6a  (IC 50  = 190 ± 0.23 μg/mL on SW-480 &amp; IC 50  = 330 ± 0.27 μg/mL on MCF-7) showed a weaker anti-proliferative effect than  6b  (IC 50  = 119.87 ± 0.24 μg/mL on SW-480 &amp; IC 50  = 140.39 ± 0.28 μg/mL on MCF-7). These compounds showed acceptable toxicity on normal cell line.

Molecular structure and biological activities of 4-thiazolidinone derivatives: a combined theoretical and experimental study