Platinum interactions with nucleic acids: insights from model compounds. 1981

B de Castro, and T J Kistenmacher, and L G Marzilli

A systematic review of the molecular structures of a large number of platinum(II) complexes with purine and pyrimidine bases and their nucleosides and nucleotides is presented. From these studies it is evident that the endocyclic nitrogen donor atoms of the heterocyclic purine and pyrimidine bases are dominant metal binding sites for Pt(II). Secondary interactions involving the exocyclic functional groups of the bases and the phosphate moiety of nucleotides are also noted. For Pt(II) complexes containing two adjacent (cis) bases, it is further indicated that intracomplex and intercomplex base-base interactions are of particular importance, giving rise in some cases to discontinuous helical arrays of Pt(II) complexes. These helical arrays may provide some insights into platinized-DNA polymers. Attention is also given to polynuclear species which are models for the family of mixed-valent platinum-pyrimidine blues. Finally, an attempt is made to extend the results of small molecule studies to give insights into the general area of Pt(II)-DNA chemistry and, in particular, the mode of action of the active anti-neoplastic agent cisPt.

UI MeSH Term Description Entries
D008958 Models, Molecular Models used experimentally or theoretically to study molecular shape, electronic properties, or interactions; includes analogous molecules, computer-generated graphics, and mechanical structures. Molecular Models,Model, Molecular,Molecular Model
D009696 Nucleic Acids High molecular weight polymers containing a mixture of purine and pyrimidine nucleotides chained together by ribose or deoxyribose linkages. Nucleic Acid,Acid, Nucleic,Acids, Nucleic
D009705 Nucleosides Purine or pyrimidine bases attached to a ribose or deoxyribose. (From King & Stansfield, A Dictionary of Genetics, 4th ed) Nucleoside,Nucleoside Analog,Nucleoside Analogs,Analog, Nucleoside,Analogs, Nucleoside
D009711 Nucleotides The monomeric units from which DNA or RNA polymers are constructed. They consist of a purine or pyrimidine base, a pentose sugar, and a phosphate group. (From King & Stansfield, A Dictionary of Genetics, 4th ed) Nucleotide
D010984 Platinum A heavy, soft, whitish metal, resembling tin, with atomic number 78, atomic weight 195.084, symbol Pt. It is used in manufacturing equipment for laboratory and industrial use. It occurs as a black powder (platinum black) and as a spongy substance (spongy platinum) and may have been known in Pliny's time as "alutiae". Platinum Black
D011083 Polycyclic Compounds Compounds which contain two or more rings in their structure. Compounds, Polycyclic
D011687 Purines A series of heterocyclic compounds that are variously substituted in nature and are known also as purine bases. They include ADENINE and GUANINE, constituents of nucleic acids, as well as many alkaloids such as CAFFEINE and THEOPHYLLINE. Uric acid is the metabolic end product of purine metabolism.
D011743 Pyrimidines A family of 6-membered heterocyclic compounds occurring in nature in a wide variety of forms. They include several nucleic acid constituents (CYTOSINE; THYMINE; and URACIL) and form the basic structure of the barbiturates.
D002621 Chemistry A basic science concerned with the composition, structure, and properties of matter; and the reactions that occur between substances and the associated energy exchange.
D001665 Binding Sites The parts of a macromolecule that directly participate in its specific combination with another molecule. Combining Site,Binding Site,Combining Sites,Site, Binding,Site, Combining,Sites, Binding,Sites, Combining

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