http://www.cnr.it/ontology/cnr/individuo/prodotto/ID205979

Possible Chelating Agents for Iron and Aluminium-4-Hydroxy-5-methyl- and 4-Hydroxy-1,5-dimethyl-3-pyridinecarboxylic Acid (Articolo in rivista)

Type

Prodotto della ricerca (Classe)
Articolo in rivista (Classe)

Label

Possible Chelating Agents for Iron and Aluminium-4-Hydroxy-5-methyl- and 4-Hydroxy-1,5-dimethyl-3-pyridinecarboxylic Acid (Articolo in rivista) (literal)

Anno

2013-01-01T00:00:00+01:00 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi

10.1002/ejic.201201040 (literal)

Alternative label

1 Annalisa Dean 2 Éva Sija 3 Éva Zsigó 4 Maria Grazia Ferlin 1 Daniele Marton 4 Valentina Gandin 4 Cristina Marzano 1 Denis Badocco 1 Paolo Pastore 5 Alfonso Venzo 6 Roberta Bertani 2 Tamás Kiss 4 Valerio Di Marco (2013)
Possible Chelating Agents for Iron and Aluminium-4-Hydroxy-5-methyl- and 4-Hydroxy-1,5-dimethyl-3-pyridinecarboxylic Acid
in European journal of inorganic chemistry (Print); WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim (Germania)
(literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori

1 Annalisa Dean 2 Éva Sija 3 Éva Zsigó 4 Maria Grazia Ferlin 1 Daniele Marton 4 Valentina Gandin 4 Cristina Marzano 1 Denis Badocco 1 Paolo Pastore 5 Alfonso Venzo 6 Roberta Bertani 2 Tamás Kiss 4 Valerio Di Marco (literal)

Pagina inizio

1310 (literal)

Pagina fine

1319 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#url

http://www.eurjic.org (literal)

Rivista

European journal of inorganic chemistry (Rivista)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#pagineTotali

10 (literal)

Note

ISI Web of Science (WOS) (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni

1 Department of Chemical Sciences, University of Padova, Via Marzolo 1, 35131 Padova, Italy 2 HAS-USZ Bioinorganic Research Group, Dóm tér 7, 6701 Szeged, Hungary 3 Department of Inorganic and Analytical Chemistry, University of Szeged, Dóm tér 7, 6701 Szeged, Hungary 4 Department of Pharmaceutical Sciences, University of Padova, Via Marzolo 1, 35131 Padova, Italy 5 CNR-ISTM, Institute of Sciences and Molecular Technologies, Via Marzolo 1, 35131 Padova, Italy 6 Department of the Chemical Processes for Engineering, University of Padova, Via Marzolo 9, 35131 Padova, Italy (literal)

Titolo

Possible Chelating Agents for Iron and Aluminium-4-Hydroxy-5-methyl- and 4-Hydroxy-1,5-dimethyl-3-pyridinecarboxylic Acid (literal)

Abstract

4-Hydroxy-5-methyl-3-pyridinecarboxylic acid (DQ5) and 4-hydroxy-1,5-dimethyl-3-pyridinecarboxylic acid (DQ715) were synthesized and evaluated for possible application in iron and aluminium chelation therapy. Metal ion/ligand solution chemistry, electrochemistry, cytotoxicity and chelation efficiency in vitro were studied. The solution chemistry of each ligand with FeIII or AlIII was investigated in aqueous NaCl solution (0.6 m) at 25 °C by means of potentiometric titrations, UV/Vis spectrophotometry, ESI-MS and (in the case of AlIII) by 1H NMR measurements. Accordingly, the effects of the 5-methyl substitution of 4-hydroxy-3-pyridinecarboxylic acid on the stability of Fe and Al complexes were rationalized. Electrochemical measurements allowed to obtain the standard reduction potentials of some FeIII/DQ715 complexes and their kinetic constants. These results indicate that FeIII/DQ715 complexes do not redox cycle in vivo and complex formation is not kinetically limited. The lack of cytotoxicity of DQ715 was demonstrated on human embryonic kidney cells (HEK-293): the IC50 values calculated from the dose-survival curves were 1.4 (after 24 h treatment) and 0.8 mmol/L (after 48 h treatment). The treatment of cells with DQ715 in the presence of FeIII sensibly reduced antiproliferative activity promoted by the metal ion, which suggests an FeIII chelate effect induced by DQ715. According to our results, DQ715 is a chelator for both metal ions, whereas DQ5 is more suitable as a selective Al chelator. (literal)

Editore