[en] The structural selectivity of the DNA-binding antitumor drug ditercalinium was investigated by competition dialysis with a series of nineteen different DNA substrates. The 7H-pyridocarbazole dimer was found to bind to double stranded DNA with a preference for GC rich species but can in addition form stable complex with triplex and quadruplex structures. The preferential interaction of the drug with four-stranded DNA structures was independantly confirmed by electrospray mass spectrometry and a detailed analysis of the binding reaction was performed by surface plasmon resonance (SPR) spectrospray. The BIAcore SPR study showed that the kinetic parameters for the interaction of ditercalinium with the human telomeric quadruplex sequence are comparable to those measured with a duplex sequence. Slow association and dissociation were observed with both the quadruplex and duplex structures. The newly discovered preferential binding of ditercalinium to the antiparallel quadruplex sequence d(AG(3)[T(2)AG(3)](3)) provides new perspective for the design of drugs that can bind to human telomeres.
Research center :
CART - Centre Interfacultaire d'Analyse des Résidus en Traces - ULiège
Carrasco, Carolina; INSERM U-524 et Laboratoire de Pharmacologie Antitumorale du Centre Oscar Lambret, Lille, France
Rosu, Frédéric ; Université de Liège - ULiège > Chimie physique, spectrométrie de masse
Gabelica, Valérie ; Université de Liège - ULiège > Chimie physique, spectrométrie de masse
Houssier, Claude ; Université de Liège - ULiège > Chimie Macromoléculaire et Chimie Physique
De Pauw, Edwin ; Université de Liège - ULiège > Chimie physique, spectrométrie de masse
Garbay-Jaureguiberry, Christiane; Département de Pharmacochimie Moléculaire et Structurale INSERM U266 CNRS UMR 8600 Faculte de Pharmacie, 4 Avenue de l'Observatoire 75270 Paris (France)
Roques, Bernard; Département de Pharmacochimie Moléculaire et Structurale INSERM U266 CNRS UMR 8600 Faculte de Pharmacie, 4 Avenue de l'Observatoire 75270 Paris (France)
Wilson, W David; Department of Chemistry Georgia State University, Atlanta, GA 30303 (USA)
Chaires, Jonathan B; Department of Biochemistry University of Mississippi Medical Center 2500 N.State St., Jackson, MS 9216-4505 (USA)
Waring, Michael J; Department of Pharmacology University of Cambridge, Tennis Court Road Cambridge CB2 1QJ (UK)
Bailly, Christian ; INSERM U-524 et Laboratoire de Pharmacologie Antitumorale du Centre Oscar Lambret, Lille, France
Language :
English
Title :
Tight binding of the antitumor drug ditercalinium to quadruplex DNA
Publication date :
2002
Journal title :
Chembiochem: A European Journal of Chemical Biology
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