Metal-Based Drugs

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Volume 5 |Article ID 282086 | 7 pages | https://doi.org/10.1155/MBD.1998.279

Synthesis, Crystal Structure and Interaction With DNA of N,N′-(Butane-1,4-Diyl)Bis(Guanidinium) Tetrachloroplatinate (II)

Christian Bailly ,1 Bernard Viossat,2 Xavier Labouze,3 Georges Morgant,3,4 Carmella Saturnino,5 Jean Charles Lancelot,5 Max Robba,5 and Nguyen Huy Dung3

1Laboratoire de Pharmacologie Antitumorale du Centre Oscar Lambret and INSERM U-124, Place de Verdun, France

2Laboratoire de Chimie Générale, Faculté Mixte de Médecine et de Pharmacie, France

3Laboratoire de Cristallochimie Bioinorganique, Faculté de Pharmacie Paris XI, Châtenay-Malabry, France

4Laboratoire de Biochimie, Hôspital Armand Trousseau, AP-HP, France

5Centre d′Etude et de Recherche surle Médicament de Normandie, UFR des Sciences Pharmaceutiques, France

Received06 Jul 1998
Accepted09 Jul 1998

Abstract

The design, synthesis, crystal structure and interaction with DNA of the N,N′-(butane-1,4-diyl)bis(guanidinium) tetrachloroplatinate(ll) are described. Crystal data: a = 8.152(1), b = 8.889(4), c = 10.700(3) Å , α = 81.59(3), β = 87.99(5), γ = 78.48(6)°, V = 752(1) Å3, Z = 2 , space group P-1. The structure was refined to R = 0.039 and Rw = 0.046 from 1853 reflections (I > 3σ(I)). This compound, named PtC4Gua, does not exhibit a center of symmetry and the center linker chain C(2) - C(3) - C(4) - C(5) is in gauche conformation. The cation is bisprotonated with the H+ attached to the imine group of each terminal guanidinium function. The presence of the platinum moiety reinforces the binding of the butane(bis)guanidinium structure with double stranded DNA as judged from thermal denaturation studies and DNA unwinding experiments.

Copyright © 1998 Hindawi Publishing Corporation. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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