DNA modification by oxovanadium(IV) complexes of salen derivatives |
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Authors: | Géraldine?Verquin Ga?lle?Fontaine Marc?Bria Elena?Zhilinskaya Edmond?Abi-Aad Antoine?Abouka?s Brigitte?Baldeyrou Christian?Bailly Email author" target="_blank">Jean-Luc?BernierEmail author |
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Institution: | (1) Laboratoire de Chimie Organique et Macromoléculaire, UMR CNRS 8009, USTL Bât. C3, 59655 Villeneuve d Ascq, France;(2) Laboratoire de Catalyse et Environnement, EA 2598, Université du Littoral – Côte d Opale, MREID, 145 avenue Maurice Schumann, 59140 Dunkerque, France;(3) INSERM U524 et Laboratoire de Pharmacologie Antitumorale du Centre Oscar Lambret, IRCL, Place de Verdun, 59045 Lille, France |
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Abstract: | Oxovanadium(IV) complexes of hydroxysalen derivatives have been prepared and tested as DNA reactive agents. The nuclease activity has been investigated under oxidative or reducing conditions, on the basis of the various oxidation states of vanadium: VIII, VIV and VV. In the absence of an activating agent, none of the compounds tested was able to induce cleavage of DNA, whereas in the presence of mercaptopropionic acid (MPA) or Oxone the four complexes induced DNA modifications. Under both conditions, the para-hydroxy complex was found to be the most active compound. Reaction of these salen complexes with DNA occurs essentially at guanine residues and is more efficient in the presence of Oxone than under reducing conditions. The extent of Oxone-mediated DNA oxidation by the four vanadyl complexes was clearly superior to VOSO4
and was observed without piperidine treatment. EPR studies provided information on the reactive metal-oxo species involved under each conditions and a mechanism of reaction with DNA is discussed.Electronic Supplementary Material Supplementary material is available in the online version of this article at http://dx.doi.org/10.1007/s00775-004-0529-0Abbreviations BPE buffer
bis-phosphate EDTA buffer
- DMPO
5,5 -dimethylpyrroline
N-oxide
- DMS
dimethyl sulfate
- HFS
hyperfine structure
- Lin
linear
- MPA
3-mercaptopropionic acid
- Nck
nicked
- salen
(salicylidene)ethylenediamine
- Sc
supercoiled
- TBE buffer
tris-borate EDTA buffer
- Tris
tris(hydroxymethyl)aminomethane |
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Keywords: | DNA modification Electron paramagnetic resonance Mercaptopropionic acid Monoperoxysulfate Vanadyl hydroxysalen complexes |
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