NDLI: Reactivity of Ammonia Ligands of the Antitumor Agent Cisplatin: A Unique Dodecanuclear $Pt_{4},Pd_{4},Ag_{4}$ Platform for Four Cytosine Model Nucleobases

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Reactivity of Ammonia Ligands of the Antitumor Agent Cisplatin: A Unique Dodecanuclear $Pt_{4},Pd_{4},Ag_{4}$ Platform for Four Cytosine Model Nucleobases

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Reactivity of Ammonia Ligands of the Antitumor Agent Cisplatin: A Unique Dodecanuclear $Pt_{4},Pd_{4},Ag_{4}$ Platform for Four Cytosine Model Nucleobases

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Morell Cerdà, Marta Willermann, Michael Schneider, Alexandra Sanz Miguel, Pablo J. Lippert, Bernhard Kampf, Gunnar
Description	Author Affiliation: Kampf G ( Fakultät Chemie, Technische Universität Dortmund, Otto-Hahn-Strasse 6, Dortmund, Germany.)
Abstract	The reaction of a potential mono(nucleobase) model adduct of cisplatin, $cis-[Pt(NH_{3})_{2}(1-MeC-N3)(H_{2}O)]^{2+}$ (6; 1-MeC: 1-methylcytosine), with the electrophile $[Pd(en)(H_{2}O)_{2}]^{2+}$ (en: ethylenediamine) at pH≈6 yields a kinetic product X which is likely to be a dinuclear Pt,Pd complex containing $1-MeC^{−}-N3,N4$ and OH bridges, namely $cis-[Pt(NH_{3})_{2}(1-MeC^{−}-N3,N4)(OH)Pd(en)]^{2+}.$ Upon addition of excess $Ag^{+}$ ions, conversion takes place to form a thermodynamic product, which, according to $^{1}H NMR$ spectroscopy and X-ray crystallography, is dominated by a $μ-NH_{2}$ bridge between the $Pt^{II}$ and $Pd^{II}$ centers. X-ray crystallography reveals that the compound crystallizes out of solution as a dodecanuclear complex containing four $Pt^{II},$ four $Pd^{II},$ and four $Ag^{+}$ entities: $[\{Pt_{2}(1-MeC^{−}-N3,N4)_{2}(NH_{3})_{2}(NH_{2})_{2}(OH)Pd_{2}(en)_{2}Ag\}_{2}\{Ag(H_{2}O)\}_{2}](NO_{3})_{10}⋅$ $6 H_{2}O$ (10) is composed of a roughly planar array of the 12 metal ions, in which the metal ions are interconnected by $μ-NH_{2}$ groups (between Pt and Pd centers), μ-OH groups (between pairs of Pt atoms), and metal–metal donor bonds (Pt→Ag, Pd→Ag). The four 1-methylcytosinato ligands, which are stacked pairwise, as well as the four $NH_{3}$ ligands and parts of the en rings, are approximately perpendicular to the metal plane. Two of the four Ag ions (Ag2, Ag2′) of 10 are labile in solution and show the expected behavior of $Ag^{+}$ ions in water, that is, they are readily precipitated as AgCl by $Cl^{−}$ ions. The resulting pentanuclear complex $[Pt_{2}Pd_{2}Ag(1-MeC^{−})_{2}(NH_{2})_{2}(OH)(NH_{3})_{2}(en)_{2}](NO_{3})_{4}⋅7 H_{2}O$ (11) largely maintains the structural features of one half of 10. The other two $Ag^{+}$ ions (Ag1, Ag1′) of 10 are remarkably unreactive toward excess NaCl. In fact, the pentanuclear complex $[Pt_{2}Pd_{2}AgCl(1-MeC^{−})_{2}(NH_{2})_{2}(OH)(NH_{3})_{2}(en)_{2}](NO_{3})_{3}⋅4.5 H_{2}O$ (12), obtained from 10 with excess NaCl, displays a $Cl^{−}$ anion bound to the Ag center (2.459(3) Å) and is thus a rare case of a crystallized “AgCl molecule”.
ISSN	09476539
e-ISSN	15213765
Journal	Chemistry - A European Journal
Issue Number	23
Volume Number	14
Language	English
Publisher	Wiley-VCH;ChemPubSoc Europe
Publisher Date	2008-01-01
Publisher Place	Germany
Access Restriction	Open
Subject Keyword	Ammonia Chemistry Antineoplastic Agents Cisplatin Cytosine Palladium Platinum Crystallography, X-Ray Ligands Magnetic Resonance Spectroscopy Models, Molecular Molecular Structure Pyridines Research Support, Non-U.S. Gov't
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry Catalysis

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