TY - JOUR
T1 - Cisplatin analogues with sulfur donor ligands. (Ethylenediamine)platinum(II) complexes with ligands possessing a sulfinyl or sulfanyl group linked to an anionic oxygen donor atom. Reactivity and cytotoxicity
AU - Pasini, Alessandro
AU - Perego, Paola
AU - Balconi, Massimo
AU - Lupatini, Mauro
PY - 1995
Y1 - 1995
N2 - Complexes of formula [Pt(en)L]NO3, where en = ethylenediamine and L is a ligand in which a methylsulfinyl or methylsulfanyl group is linked to a carboxylate or phenolate moiety, have been synthesized and characterized by spectroscopic techniques. The ligand L is chelated to Pt via the sulfur and anionic oxygen atoms. The reactivities of these complexes towards nucleophiles [Nu = Cl- or guanosine 5′-monophosphate(2-), GMP] have been investigated by 1H NMR spectroscopy; GMP is more reactive than Cl-. The Pt-O bonds react more readily than the Pt-S bonds and, depending on the nature of L and Nu, the reactions either stop at the monosubstituted complex [Pt(en)L(Nu)] (with L monodentate and co-ordinated to Pt via the sulfur atom), or yield [Pt(en)(Nu)2]. The complex with L = 2-(methylsulfanyl)phenolate is unreactive. The stable monosubstituted products have been characterized. There is little correlation between the rates and the modes of reactivity of complexes [Pt(en)L]NO3 towards GMP and their cytotoxicities against the human ovarian carcinoma A2780 cell line.
AB - Complexes of formula [Pt(en)L]NO3, where en = ethylenediamine and L is a ligand in which a methylsulfinyl or methylsulfanyl group is linked to a carboxylate or phenolate moiety, have been synthesized and characterized by spectroscopic techniques. The ligand L is chelated to Pt via the sulfur and anionic oxygen atoms. The reactivities of these complexes towards nucleophiles [Nu = Cl- or guanosine 5′-monophosphate(2-), GMP] have been investigated by 1H NMR spectroscopy; GMP is more reactive than Cl-. The Pt-O bonds react more readily than the Pt-S bonds and, depending on the nature of L and Nu, the reactions either stop at the monosubstituted complex [Pt(en)L(Nu)] (with L monodentate and co-ordinated to Pt via the sulfur atom), or yield [Pt(en)(Nu)2]. The complex with L = 2-(methylsulfanyl)phenolate is unreactive. The stable monosubstituted products have been characterized. There is little correlation between the rates and the modes of reactivity of complexes [Pt(en)L]NO3 towards GMP and their cytotoxicities against the human ovarian carcinoma A2780 cell line.
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U2 - 10.1039/DT9950000579
DO - 10.1039/DT9950000579
M3 - Article
AN - SCOPUS:37049067568
SP - 579
EP - 585
JO - Journal of the Chemical Society. Dalton Transactions
JF - Journal of the Chemical Society. Dalton Transactions
SN - 1472-7773
IS - 4
ER -