Modifying the properties of platinum (IV) complexes in order to increase biological effectiveness.
The preparation of a series of novel Pt(IV) complexes containing the anionic polyfluoroaryl ligands, 2,3,5,6-tetrafluorophenyl (p-HC6F4), 2,3,5,6-tetrafluoro-4-methoxyphenyl (p-MeOC6F4) and pentafluorophenyl (C6F5) are described. The crystal structure of a representative complex, [Pt(p-MeOC6F4)2(O2CEt)2(en)] (en = ethane-1,2-diamine) was determined and confirms the trans arrangement of the carboxylato ligands. Reduction potentials of the series of complexes reveal that replacement of equatorial chloro ligands by polyfluoroaryl ligands makes reduction substantially more difficult. They also confirm previously reported trends in that complexes having axial carboxylato ligands are more readily reduced than those having axial hydroxo ligands. Reduction potentials and in vitro activities showed no obvious correlations. Moderate to high activity was observed for many complexes in the series, including some of those that were very difficult to reduce.
Hambley
T W
TW
School of Chemistry, University of Sydney, NSW, Australia. t.hambley@chem.usyd.edu.au
Battle
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Deacon
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Lawrenz
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Fallon
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Gatehouse
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Webster
L K
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Rainone
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D000818:Animals; D000838:Anions; D000970:Antineoplastic Agents / Q000737:chemistry* / Q000494:pharmacology*; D018360:Crystallography, X-Ray; D004354:Drug Screening Assays, Antitumor; D004563:Electrochemistry / Q000379:methods; D005461:Fluorine / Q000737:chemistry; D020128:Inhibitory Concentration 50; D007939:Leukemia L1210 / Q000188:drug therapy; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D008815:Mice, Inbred Strains; D015394:Molecular Structure; D009944:Organoplatinum Compounds / Q000737:chemistry* / Q000494:pharmacology*; D010084:Oxidation-Reduction; D010954:Plasmacytoma / Q000188:drug therapy; D017671:Platinum Compounds / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D013057:Spectrum Analysis / Q000379:methods; D013329:Structure-Activity Relationship; D005466:Fluorocarbons; D005464:Fluorobenzenes
D000838:Anions; D000970:Antineoplastic Agents; D005461:Fluorine; D009944:Organoplatinum Compounds; D017671:Platinum Compounds; C403609:bis(butanoato)ethane-1,2-diaminebis(pentafluorophenyl)platinum(IV); D005466:Fluorocarbons; C403608:diamminedihydroxobis(pentafluorophenyl)platinum(II); D005464:Fluorobenzenes