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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)

SYSNO ASEP	0326309
Document Type	J - Journal Article
R&D Document Type	Journal Article
Subsidiary J	Článek ve WOS
Title	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)
Author(s)	Fernández-Botello, A. (CH) Holý, Antonín (UOCHB-X) Moreno, V. (ES) Operschall, B. P. (CH) Sigel, H. (CH)
Number of authors	5
Source Title	Inorganica chimica acta. - : Elsevier - ISSN 0020-1693 Roč. 362, č. 3 (2009), s. 799-810
Number of pages	12 s.
Language	eng - English
Country	NL - Netherlands
Keywords	antiviral activity ; intramolecular equilibria ; isomeric complexes ; phosphonate complexes
Subject RIV	CC - Organic Chemistry
R&D Projects	1M0508 GA MŠMT - Ministry of Education, Youth and Sports (MEYS)
CEZ	AV0Z40550506 - UOCHB-X (2005-2011)
UT WOS	000262978000020
DOI	10.1016/j.ica.2008.02.035
Annotation	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.
Workplace	Institute of Organic Chemistry and Biochemistry
Contact	asep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Viktorie Chládková, Tel.: 232 002 434
Year of Publishing	2010

Number of the records: 1