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Multinuclear MR studies of Platinum(II) nitroimidazole complexes: 15 N‐labelling and reactions with nucleotides
Author(s) -
Macdonald Fiona M.,
Sadler Peter J.
Publication year - 1991
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1260291312
Subject(s) - chemistry , nitroimidazole , platinum , nuclear magnetic resonance spectroscopy , labelling , nucleotide , guanosine , stereochemistry , ligand (biochemistry) , spectroscopy , medicinal chemistry , organic chemistry , catalysis , receptor , biochemistry , gene , physics , quantum mechanics
Platinum nitroimidazole complexes are potentially useful for sensitizing tumour cells towards radiation damage. We have studied reactions of cis ‐[Pt(II)(MNZ) 2 Cl 2 ], where MNZ is 1‐(2′‐hydroxyethyl)‐2‐methyl‐5‐nitroimidazole (metronidazole), with guanosine monophosphate (5′‐GMP) and the oligonucleotides GpC, GpG and d(GpCpGpC) using 1 H NMR spectroscopy. The complex [Pt(MNZ) 2 (5′‐GMP) 2 ]Cl 2 · 7H 2 O was isolated and characterized. Novel syntheses of cis ‐ and trans ‐[Pt( 15 N‐DMZ) 2 Cl 2 ], where DMZ is 1,2‐dimethyl‐5‐nitroimidazole (dimetridazole), and NMR spectra of 15 N‐enriched intermediates in the ligand synthesis, and of these complexes are discussed. Reactions of the enriched cis complex with 5′‐GMP were investigated by NMR spectroscopy.