Table of Contents
Metal-Based Drugs
Volume 5 (1998), Issue 5, Pages 279-285
http://dx.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)

1Laboratoire de Pharmacologie Antitumorale du Centre Oscar Lambret and INSERM U-124, Place de Verdun, Lille, France
2Laboratoire de Chimie Générale, Faculté Mixte de Médecine et de Pharmacie, Poitiers, France
3Laboratoire de Cristallochimie Bioinorganique, Faculté de Pharmacie Paris XI, Châtenay-Malabry, Paris, France
4Laboratoire de Biochimie, Hôspital Armand Trousseau, AP-HP, Paris, France
5Centre d′Etude et de Recherche surle Médicament de Normandie, UFR des Sciences Pharmaceutiques, Caen, France

Received 6 July 1998; Accepted 9 July 1998

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.

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.