Novel functionalized pyridine-containing DTPA-like ligand. Synthesis, computational studies and characterization of the corresponding GdIII complex

Roberto Artali; Mauro Botta; Camilla Cavallotti; Giovanni B. Giovenzana; Giovanni Palmisano; Massimo Sisti

doi:10.1039/B706236B

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Novel functionalized pyridine-containing DTPA-like ligand. Synthesis, computational studies and characterization of the corresponding Gd^III complex†

Roberto Artali,^a Mauro Botta,*^b Camilla Cavallotti,^c Giovanni B. Giovenzana,^d Giovanni Palmisano^e and Massimo Sisti*^e

Author affiliations

* Corresponding authors

^a Istituto di Chimica Farmaceutica e Tossicologica “Pietro Pratesi”, Università degli Studi di Milano, Viale Abruzzi 42, 20131 Milano, Italy
E-mail: roberto.artali@tiscali.it

^b Dipartimento di Scienze dell'Ambiente e della Vita, Università del Piemonte Orientale “A. Avogadro”, Via Bellini 25/G, 15100 Alessandria, Italy
E-mail: mauro.botta@mfn.unipmn.it

^c CAGE Chemicals, Via Quarello 11/a, 10135 Torino, Italy
E-mail: cagechemicals@yahoo.it

^d Dipartimento di Scienze Chimiche Alimentari Farmaceutiche e Farmacologiche & DFB Center, Università degli Studi del Piemonte Orientale “A. Avogadro”, Via Bovio 6, 28100 Novara, Italy
E-mail: giovenzana@pharm.unipmn.it
Fax: +39-0321-375821
Tel: +39-0321-375746

^e Dipartimento di Scienze Chimiche e Ambientali, Università degli Studi dell'Insubria, Via Valleggio 11, 22100 Como, Italy
E-mail: massimo.sisti@uninsubria.it
Fax: +39-031-2386449
Tel: +39-031-2386440

Abstract

A novel pyridine-containing DTPA-like ligand, carrying additional hydroxymethyl groups on the pyridine side-arms, was synthesized in 5 steps. The corresponding Gd^III complex, potentially useful as an MRI contrast agent, was prepared and characterized in detail by relaxometric methods and its structure modeled by computational methods.

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Supplementary files

pH-dependence of the relaxation rate for Gd- 1 PDF (71K)

Article information

DOI: https://doi.org/10.1039/B706236B
Article type: Paper
Submitted: 24 Apr 2007
Accepted: 04 Jun 2007
First published: 25 Jun 2007

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Org. Biomol. Chem., 2007,5, 2441-2447

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Novel functionalized pyridine-containing DTPA-like ligand. Synthesis, computational studies and characterization of the corresponding Gd^III complex

R. Artali, M. Botta, C. Cavallotti, G. B. Giovenzana, G. Palmisano and M. Sisti, Org. Biomol. Chem., 2007, 5, 2441 DOI: 10.1039/B706236B

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Organic & Biomolecular Chemistry