Premium
Electrophilic Attack of [I(py) 2 ] + (NO 3 − ) on Three‐Coordinate Pt 0 Precursors: Synthesis and In Vitro Antitumor Activity of Water‐Soluble, Five‐Coordinate Pt II Complexes
Author(s) -
Bigioni Mario,
Ganis Paolo,
Panunzi Achille,
Ruffo Francesco,
Salvatore Carmela,
Vito Antonio
Publication year - 2000
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/1099-0682(200008)2000:8<1717::aid-ejic1717>3.0.co;2-1
Subject(s) - chemistry , chelation , pyridine , platinum , stereochemistry , triclinic crystal system , in vitro , cytotoxicity , crystal structure , medicinal chemistry , crystallography , organic chemistry , catalysis , biochemistry
[I(py) 2 ] + (NO 3 − ) oxidatively adds to the three‐coordinate platinum(0) precursors [Pt( N , N ‐chelate)(olefin)] affording the cationic five‐coordinate products [Pt( N , N ‐chelate)I(py)(olefin)] + (NO 3 − ) ( 1 ) { N , N ‐chelate = 2,9‐Me 2 ‐1,10‐phenanthroline (dmphen), 2‐methyl‐6‐[(phenylimino)methyl]pyridine (pimpy) and 2‐methyl‐6‐[(4‐methoxyphenylimino)methyl]pyridine (mpimpy)}. The crystal structure of [Pt(pimpy)I(py)(dimethyl fumarate)] + (NO 3 − ) is reported. The crystals are triclinic, space group P 1(bar), with a = 13.511(2), b = 13.754(2), c = 8.678(1) Å, α = 95.2(1)°, β = 92.5(2)°, γ = 64.7(1)°, Z = 2. Type I complexes, which are soluble both in chlorinated solvents and in water, were tested for cytotoxicity against a panel of tumour cell lines of various histotypes including NSCLC H460, leukaemic HL‐60, ovarian A 2780, IGROV‐1, SKOV‐3, and an ovarian carcinoma A 2780/CP selected for resistance to cis ‐platin [DDP = cis ‐diamminedichloroplatinum(II)]. [Pt(dmphen)I(py)(methyl acrylate)] + (NO 3 − ) was the most active in all cell lines tested, its antitumoural activity in vitro being comparable to that of DDP.