Synthesis, structure and biological activity of three platinum (II) complexes bearing alkyleugenoxyacetate (alkyl: ethyl or propyl) and heterocyclic amine

Abstract

Three organometallic complexes of platinum(II), [PtCl₂(Eteug)(C₉H₇N)] (P1), [PtCl(Eteug)(C₉H₆NO)] (P2) and [PtCl(Preug)(C₉H₆NO)] (P3), have been synthesized for the first time. The structures of P1, P2 and P3 were determined by platinum analysis, EDX, IR, ¹H NMR, ¹³C NMR and NOESY NMR spectra. In these complexes, the allyl group of ethyl eugenoxyacetate (Eteug) and propyl eugenoxyacetate (Preug) coordinate with platinum(II) in an η² manner, quinoline (C₉H₇N) coordinates with Pt(II) via N atom, deprotonated 8-hydroxyquinoline (C₉H₇NO) coordinates with Pt(II) via N and O atoms. In all the complexes, the N atom occupies the trans-position in comparison to the allyl group. All P1, P2 and P3 exhibit a potent cytotoxicity on Hep-G2 human cancer cell line with small IC₅₀ values of 6.97, 0.31 and 1.27 μg/ml, respectively.

Keywords: Alkyleugenoxyacetate, platinum(II) complexes, heterocyclic amine, cytotoxicity.