Diorganotin(IV) complexes with hydroxamic acids derivatives of some histone deacetylases inhibitors

Organotin(IV) compounds show great potential as antitumor metallodrugs with lower toxicity and higher antiproliferative activity. Histone deacetylases (HDAC) inhibitors are characterized by high bioavailability and low toxicity. In this contribution, the two novel octahedral organotin(IV) complexes of physiologically active hydroxamate-based ligands, N-hydroxy-4- phenylbutanamide (HL1) and N-hydroxy-2-propylpentanamide (HL2), have been prepared and characterized using FTIR, 1H, 13C, and 119Sn NMR spectroscopy. Particular emphasis was put on the binding characteristics of ligands. The structures were additionally analyzed by the Density functional theory at B3LYP-D3BJ/6-311++G(d,p)(H,C,N,O)/LanL2DZ(Sn) level. The theoretical IR and NMR spectra were compared to the spectroscopic data, and it was concluded that the predicted structures described well the experimental ones. The stability of different isomers of HL1 and HL2 was assessed by the Natural Bond Orbital analysis, and the importance of intramolecular hydrogen bond was outlined. The interactions between donor atoms and Sn were investigated and correlated with changes in chemical shift and wavenumbers of characteristic vibrations.