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

Author:

Bailly Christian1,Viossat Bernard2,Labouze Xavier3,Morgant Georges34,Saturnino Carmella5,Lancelot Jean Charles5,Robba Max5,Dung Nguyen Huy3

Affiliation:

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

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

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

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

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

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.

Publisher

Hindawi Limited

Subject

Inorganic Chemistry,Drug Discovery,Pharmacology,Toxicology

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