Abstract

A series of platinum(II) complexes with chiral Schiff base ligands derived from various salicylaldehydes with (R,R′)- and (S,S′)-cyclohexanediamine were synthesized and characterized by ESI-MS, IR, and NMR. Obtained spectra with typical signals were in agreement with suggested molecular formulae of the complexes. Their photophysical properties were studied by UV-visible and emission spectroscopies. The UV-Vis showed the typical band with low energy at visible range 400–500 nm for MLCT, and this band can emit the luminescent band with emission maximum wavelengths at 529–595 nm. The in vitro cytotoxicity of obtained platinum(II) complexes was screened for KB and MCF-7 human cancer cell lines. The results showed that (S)-enantiomers were more active than (R)-enantiomers and the different positions of methoxy group in salicyl ring gave different cytotoxicities.

Highlights

  • Schiff bases are considered as a very important class of organic compounds which have been applied in many biological aspects such as antimicrobial, antifungal, and antitumor activity [1]. eir coordination with transition metals generated a great deal of relatively stable transition metal complexes which have showed interesting properties used in chemical catalysis [2,3,4], analysis [5,6,7], and advanced materials [8,9,10]. ese coordination compounds have exhibited wonderful biological applications including antimicrobial, antifungal, anti-inflammatory, and anticancer activity [11,12,13,14,15]. e medicinal properties of metal Schiff base complexes depend on the nature of metal ions and ligands

  • Characterization of Journal of Chemistry obtained complexes was studied by ESI-MS, FT-IR, NMR, and CD spectroscopies, and their photophysical properties were studied by UV-Vis and luminescent spectra. eir in vitro antitumor activities are evaluated against KB and MCF-7 human cancer cell lines

  • LH2 ligands were formed by the condensation of (R,R′)-cyclohexanediamine and (S,S′)-cyclohexanediamine with salicylaldehydes (Figure 1), and the precipitates formed were collected by filtration and washed by cold ethanol in high yields (>90%)

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Summary

Introduction

Schiff bases are considered as a very important class of organic compounds which have been applied in many biological aspects such as antimicrobial, antifungal, and antitumor activity [1]. eir coordination with transition metals generated a great deal of relatively stable transition metal complexes which have showed interesting properties used in chemical catalysis [2,3,4], analysis [5,6,7], and advanced materials [8,9,10]. ese coordination compounds have exhibited wonderful biological applications including antimicrobial, antifungal, anti-inflammatory, and anticancer activity [11,12,13,14,15]. e medicinal properties of metal Schiff base complexes depend on the nature of metal ions and ligands. Schiff bases are considered as a very important class of organic compounds which have been applied in many biological aspects such as antimicrobial, antifungal, and antitumor activity [1]. Some chiral Schiff base complexes of Ni(II), Cu(II), and Zn(II) and their DNA binding, antioxidant, and antibacterial activities were studied, and the results showed that S-enantiomers of the complexes were more efficient for DNA interaction, antioxidant, and antibacterial activities than their R-enantiomers [17, 18]. Chiral Mn(IV) complexes with Schiff base ligands were synthesized, and the interaction of the chiral Mn(IV) complexes with CT-DNA was studied, and the results showed that the complexes with (S)-ligands exhibited more efficient CT-DNA interaction than the complexes with (R)-ligands [19]. Characterization of Journal of Chemistry obtained complexes was studied by ESI-MS, FT-IR, NMR, and CD spectroscopies, and their photophysical properties were studied by UV-Vis and luminescent spectra. eir in vitro antitumor activities are evaluated against KB and MCF-7 human cancer cell lines

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