Novel multicharged silver(I)–NHC complexes derived from zwitterionic 1,3-symmetrically and 1,3-unsymmetrically substituted imidazoles and benzimidazoles: Synthesis and cytotoxic properties

摘要: Abstract Novel zwitterionic N-heterocyclic carbenes (NHCs) precursors, 1,3-symmetrically substituted NaHIm1R,3R,4R″ (R = (CH2)3SO3−, R″ = H or CH3), NaHBzim1R,3R (R = (CH2)3SO3−), and 1,3-unsymmetrically NaHIm1R,3R′,4R″ R′ = CH2C6H5, [HBzim1R,3R′]Br (R = (CH2)3SO3Na, R′ = R CH2C6H5) have been synthesized used in the synthesis of multicharged silver(I)–NHC complexes. These compounds characterized using IR NMR spectroscopy by electrospray mass spectrometry. The carbene ligand precursor Him1 intermediate HBzimPrSO3 were also X-ray crystallography. Silver(I)-NHCs corresponding silver free ligands assayed for their cytotoxic properties against a panel human tumour cell lines including lung (A549), colon (HCT-15), breast (MCF-7) cervical (A431) cancers, along with melanoma (A375). Their antiproliferative activity was further investigated on ovarian line pair which has selected sensitivity/resistance to cisplatin, i.e. 2008/C13* cancer cells. All complexes elicited similar profile both cisplatin-sensitive -resistant lines, resistance factors (R.F.) up 9 times lower than that attesting ability these derivatives overcome acquired cisplatin resistance.