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• W4309236468 endingPage "134549" @default.
• W4309236468 startingPage "134549" @default.
• W4309236468 abstract "• Isatin thiosemicarbazones exhibited prominent anti-proliferative activity toward MCF-7, A549 and A431 cell lines. • Substitution of methoxy group on the fifth position of isatin and ring on N(4) position of thiosemicarbazone influenced the anticancer potency. • Single crystal X-ray study confirmed the existence of thiosemicarbazones in thione tautomeric form with intra and intermolecular H-bondings. • Molecular docking studies showed that compound interacted strongly with VEGFR2 via hydrogen bonding. • The compound was found G0/G1 cell cycle arrest in A431 cells and inhibited C-Jun, β-catenin, Akt proteins involved in cell proliferation. ( Z )- N '-(5-methoxy-2-oxoindolin-3-ylidene)thiomorpholine-4-carbothiohydrazide ( MeOIstTmor ), ( Z )- N '-(5-methoxy-2-oxoindolin-3-ylidene)-2,6-dimethylmorpholine-4-carbothiohydrazide ( MeOIstDmMo r ), ( Z )- N '-(5-methoxy-2-oxoindolin-3-ylidene)morpholine-4-carbothiohydrazide ( MeOIstMor ) and ( Z )-2-(5-methoxy-2-oxoindolin-3-ylidene)- N,N -dimethylhydrazine-1-carbothioamide ( MeOIstDm ) were synthesized and characterized by elemental analysis, FT-IR, 1 H NMR, 13 C NMR, UV-Vis, ESI-HRMS and single crystal X-ray analysis. Molecular docking studies showed that compound MeOIstDmMor interacted strongly with VEGFR2 via hydrogen bonding. The anticancer activities of the synthesized compounds were tested against breast cancer (MCF-7), skin cancer (A431), and lung cancer (A549) for cell viability, cell cycle arrest and western blot analysis. The compounds exhibited significant anticancer potency in micromolar concentration (IC 50 , 2.52-7.41μM). The compound MeOIstDmMor was found G0/G1 cell cycle arrest in A431 cells and inhibited C-Jun, β-catenin, Akt proteins involve in cell proliferation. Among the four compounds, compound MeOIstDmMor exhibited strong anticancer potency in A549 (IC 50 , 2.52 μM) than rest of the compounds. Similarly, compound MeOIstMor exhibited high anticancer activity in MCF-7, IC 50 ; 2.93 μM." @default.
• W4309236468 created "2022-11-25" @default.
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• W4309236468 date "2023-02-01" @default.
• W4309236468 modified "2023-10-18" @default.
• W4309236468 title "Anticancer potency of N(4)-ring incorporated-5-methoxyisatin thiosemicarbazones" @default.
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• W4309236468 doi "https://doi.org/10.1016/j.molstruc.2022.134549" @default.
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