Investigations into the interactions between DNA and conformationally constrained pyridylamineplatinum(II) analogues of AMD473

Inorganic Chemistry
Vivienne P MunkTrevor W Hambley

Abstract

The syntheses of [PtCl(2)(amp)] (amp = 2-pyridylmethylamine) and enantiomerically pure [PtCl(2)(R-pea)] and [PtCl(2)(S-pea)] (pea = 1-(2-pyridyl)ethylamine) and the crystal structure of [PtCl(2)(R-pea)] are reported. The reactions of [PtCl(2)(amp)] and of the enantiomers of [PtCl(2)(pea)] with d(GpG) and with a 52-base-pair oligonucleotide were investigated. Each of the reactions with d(GpG) resulted in the formation of three platinated bifunctional d(GpG) species in a ratio of 1:2:1. These species were shown to be a pair of isomers, one of which exists as a pair of slowly interconverting rotamers that can be separated by HPLC but reequilibrate after 5 days at 37 degrees C. The pyridyl moieties of the pyridylalkylamine ligands are constrained to lie in the coordination plane, and as a consequence, the rotation about the Pt-N7 bond of the adjacent guanine is highly restricted. 2D NMR investigations were carried out on the isomer of [Ptd(GpG)(amp)] that did not form separable rotamers and identified it as the isomer having the pyridine adjacent to the 5'-guanine of the d(GpG). The reaction of each of the three [PtCl(2)(py-R)] complexes (py-R = amp or pea) with a 52-base-pair oligonucleotide resulted in the formation of the same t...Continue Reading

References

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Citations

Sep 28, 2010·Dalton Transactions : an International Journal of Inorganic Chemistry·Amanda P NevesManoel O de Moraes
Jan 18, 2018·Dalton Transactions : an International Journal of Inorganic Chemistry·Carleen CullinaneAxel Klein
Aug 14, 2012·Dalton Transactions : an International Journal of Inorganic Chemistry·Loredana RicciardiMassimo La Deda

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