Synthesis and spectroscopic characterization of diorganotin(IV) complexes of N′-(4-hydroxypent-3-en-2-ylidene)isonicotinohydrazide: chemotherapeutic potential validation by in vitro interaction studies with DNA/HSA, DFT, molecular docking and cytotoxic activity

摘要: Diorganotin(IV) complexes 1–3 (R = Me, 1; Bu, 2; Ph, 3) derived from the ligand N′-(4-hydroxypent-3-en-2-ylidene)isonicotinohydrazide were synthesized and thoroughly characterized by elemental analysis spectroscopic techniques (UV-vis, IR, 1H, 13C 119Sn NMR ESI-MS). The molecular structure of diphenyltin(IV) complex 3 was further established single crystal X-ray crystallography which showed that crystallized in monoclinic space group C21/c. To ascertain pharmacokinetic chemotherapeutic aspects diorganotin(IV) 1–3, vitro interaction studies carried out with CT DNA/HSA employing various biophysical methods viz., UV-vis, fluorescence, FT IR (in case HSA only) circular dichroism. Notably, all exhibited a high propensity for DNA binding via electrostatic modes; affinity found to be order 2 > 1 also revealed static quenching fluorophore. experimental findings validated density functional theory (DFT) calculations determined quantum mechanical (QM) reactivity descriptors point energy (H), hardness (η), electronic chemical potential (μ), electrophilicity (ω); on basis trend could predicted. Further, docking performed visualize preferential sites HSA. In cytotoxicity di-n-butyltin(IV) panel human cancer cell lines U373MG (CNS), PC3 (prostrate), Hop62 (lung), HL60 (leukemia), HCT15 (colon), SK-OV-3 (ovarian), HeLa (cervix) MCF7 (breast) significantly good activity GI50 values <10 μg mL−1 most tested.