Synthesis, crystal structure, spectroscopic and docking studies of mononuclear, mono(bis(2-(4-butylphenyl)imino)methyl)phenoxy)zinc(II) dichloride complex as a promising candidate for α-glucosidase inhibition

Abstract

In the present investigation, we report an efficient, direct, one-pot synthesis of mononuclear, mono(bis(2-(4-butylphenyl)imino)methyl)phenoxy)zinc(II)dichloride complex (C34H38Cl2N2O2)Zn in ethanol. The synthesized coordination compound was subjected to crystal growth by repeated recrystallization in ethanol at ambient temperature. The title compound was thoroughly characterized by 1H NMR, 13C NMR, FT-IR and Mass spectral studies. The crystal structure of the Zinc complex was established by single crystal X-ray diffraction studies. The title compound is mononuclear, with tetragonal coordination geometry and P41212 space group stabilised by intermolecular (CH…Cl) and intramolecular hydrogen bonding (N-H…..O). The zinc coordination complex exhibits photoluminescence property with strong emission at 525 nm in the green region. The molecular docking studies by using Gold suite software reveal that the Zinc complex has strong binding affinity towards α-glucosidase enzyme with Goldscore of 83.76 and forms two hydrogen bonds (LEU208, TRY2) with bond length (3.31, 3.73 A) and one electrostatic bond (LYS 208) of bond length (4.51) with the target enzyme. Mono(bis(2-(4-butylphenyl)imino)methyl)phenoxy)zinc(II) dichloride complex exhibited IC50 value of 3.0454 ± 0.010 µM as compared to standard acarbose (IC50 = 0.5414 µM). Thus the title zinc complex is a promising candidate for α-glucosidase inhibition after necessary biological and pharmaceutical investigations.