New bioactive Pt(II) binary and ternary metal complexes with guaifenesin drug: Synthesis, geometrical structure, and spectroscopic and thermal characterization

化学 齿合度 配体(生物化学) 脱质子化 结晶学 八面体分子几何学 立体化学 螯合作用 羧酸盐 金属 无机化学 晶体结构 有机化学 受体 生物化学 离子
作者
Walaa H. Mahmoud,Gehad G. Mohamed,Nessma F. Mahmoud
出处
期刊:Applied Organometallic Chemistry [Wiley]
卷期号:31 (4) 被引量:16
标识
DOI:10.1002/aoc.3583
摘要

Three new binary and ternary metal complexes of Pt(II) with guaifenesin (GFS) drug have been prepared by chelation to guaifenesin ligand (as primary ligand) and glycine amino acid (HGly) and 1,10‐phenanthroline (1,10‐Phen) (as secondary ligands). Characterization was conducted based on elemental analysis, molar conductance, infrared (IR) spectroscopy, thermogravimetric analysis and X‐ray diffraction. The complexes were found to have the formulae [Pt(GFS) 2 ]⋅3H 2 O ( 1 ), [Pt(GFS) 2 (Gly)]Cl⋅H 2 O ( 2 ) and [Pt(GFS) 2 (Phen)]Cl 2 ( 3 ). Magnetic and spectroscopic data revealed complexes 1 – 3 to have octahedral geometry. IR spectra suggested that GFS ligand coordinated in mononegative tridentate mode (OOO) for 1 but in neutral bidentate mode (OO) for 2 and 3 . In addition, HGly behaves as mononegative bidentate coordinated to Pt(II) metal via deprotonated carboxylate O and amino group. IR data also evidenced the bidentate nature of 1,10‐Phen ligand. The molecular and electronic structure of Pt(II) complex 1 was optimized theoretically and the quantum chemical parameters were calculated. Complexes 1 – 3 were screened for their antibacterial activity on Gram‐positive bacteria ( Bacillus subtilis and Staphylococcus aureus ) and Gram‐negative bacteria ( Escherichia coli and Neisseria gonorrhoeae ) and for their in vitro antifungal activity against Candida albicans . The three Pt(II) complexes showed remarkable biological and cytotoxic activity. The chelates were also screened for their in vitro anticancer activity against the MFC7 breast cell line. Complex 3 showed the highest activity with a low IC 50 value of 3.38 μg ml −1 .
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