Intramolecular .pi.-.pi. stacking interactions in aqueous solution in mixed-ligand copper (II) complexes formed by heteroaromatic amines and the nucleotide analogue (PME2AP), an isomer of the antivirally active (PMEA)

0326309 - ÚOCHB 2010 RIV NL eng J - Článek v odborném periodiku
Fernández-Botello, A. - Holý, Antonín - Moreno, V. - Operschall, B. P. - Sigel, H.
Intramolecular .pi.-.pi. stacking interactions in aqueous solution in mixed-ligand copper (II) complexes formed by heteroaromatic amines and the nucleotide analogue (PME2AP), an isomer of the antivirally active (PMEA).
Inorganica chimica acta. Roč. 362, č. 3 (2009), s. 799-810. ISSN 0020-1693. E-ISSN 1873-3255
Grant CEP: GA MŠMT 1M0508
Výzkumný záměr: CEZ:AV0Z40550506
Klíčová slova: antiviral activity * intramolecular equilibria * isomeric complexes * phosphonate complexes
Kód oboru RIV: CC - Organická chemie
Impakt faktor: 2.322, rok: 2009

Stability constants of the mixed-ligand complexes formed between Cu(Arm)2+, where Arm = 2,20-bipyridine (Bpy) or 1,10-phenanthroline (Phen), and the monoanion or the dianion of 9-[2-(phosphonomethoxy)ethyl]-2-aminopurine (PME2AP) were determined by potentiometric pH titrations in aqueous solution at 25 ºC and I = 0.1M (NaNO3). Speculatively, the reduced stacking intensity, together with a different hydrogen-bonding pattern, could well lead to a different positioning of the 2-aminopurine moiety (compared to the adenine residue) in the active site cavity of nucleic acid polymerases and thus be responsible for the reduced antiviral activity of PME2AP compared with that of PMEA.
Trvalý link: http://hdl.handle.net/11104/0173450