Design, synthesis and evaluation of the 2′-hydroxy-3′-iodo-5′-nitrochalcones for cytotoxicity (MCF-7 & A549) and potential to inhibit tyrosine kinase (VEGFR-2) activity

• DOI: 10.1016/j.molstruc.2024.137785
• Publication Date: 2024-02-10T17:04:56Z
• Authors: Malose J. Mphahlele; Garland K. More; Jackson K. Nkoana; Yee Siew Choong; Ahmed A. Elhenawy
• Keywords: Staurosporine; IC50; MCF-7

A series of the 2-hydroxy-3-iodo-5-nitrochalcones 3a–n was synthesized and characterized spectroscopically (FT-IR, ESI-MS, 1H-NMR, 13C-NMR) complemented with single crystal X-ray diffraction analysis. The compounds were, in turn, subjected to an vitro cytotoxicity study against human lung (A549) breast (MCF-7) cancer cell lines as well embryonic kidney (HEK293-T) line using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assay. test exhibited moderate A549 compared staurosporine (IC50 = 0.22 ± 0.02 µM) nitendanib 0.46 0.06 IC50 values range 13.36 0.29–52.16 2.40 µM. Moderate also observed for MCF-7 0.25 0.44 0.03 11.98 0.09–30.66 1.15 potential inhibit vascular endothelial growth factor receptor-2 (VEGFR-2) tyrosine kinase activity evaluated through enzymatic assay vitro. Compounds 3f, 3i 3k strong this enzyme reference drugs, =5.18 0.003 nintendanib 6.87 0.002 µM), 3.59 µM, 3.76 0.01 µM 5.36 respectively. results VEGFR-2 inhibition correlated that modelled structures show binding into active site driven mostly by hydrogen bonding hydrophobic interactions.