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Mixed Arylolefin/NHC Complexes of Platinum(II): Syntheses, Characterizations, and <i>In Vitro</i> Cytotoxicities

Nguyễn Thị Thanh, Van Thong Pham, Han Vinh Huynh

2020Organometallics20 citationsDOI

Abstract

Eight platinum(II) complexes of the formula [PtCl(arylolefin)(NHC)] (2–9) with varying NHCs and arylolefin chelators have been prepared and analyzed by spectroscopic and spectrometric methods. The study reveals that the binding of the arylolefins is influenced by remote ring substituents and by the NHC spectator ligands. A more strongly donating NHC exhibits an increased trans influence and weakens the olefinic donor notably, which could lead to its premature dissociation. Cytotoxicity studies on four human cancer cell lines indicate that a stronger binding of the arylolefin is more beneficial. The highest cytotoxic effects (IC50 = 0.18–0.70 μM) were observed for the complex [PtCl(Meug)(IMes)] (3), containing a more weakly donating NHC and the strongest arylolefin donor.

Topics & Concepts

ChemistryPlatinumCytotoxicityIn vitroStereochemistryDissociation (chemistry)IMesCancer cell linesCytotoxic T cellIC50Medicinal chemistryCancer cellCarbeneCancerOrganic chemistryBiochemistryCatalysisMedicineInternal medicineN-Heterocyclic Carbenes in Organic and Inorganic ChemistrySynthetic Organic Chemistry MethodsCatalytic Cross-Coupling Reactions