Complexes of selected late period lanthanide(III) cations with 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid amide (DOTAM)-alkyl ligands — A new platform for the development of paramagnetic chemical exchange saturation transfer (PARACEST) magnetic resonance imaging (MRI) contrast agents

• Published in: Canadian journal of chemistry Vol. 91; no. 3; pp. 211 - 219
• Main Authors: Elmehriki, Adam A. H., Milne, Mark, Suchy, Mojmir, Bartha, Robert, Hudson, Robert H. E.
• Format: Journal Article
• Language: English
• Published: OTTAWA NRC Research Press 01.03.2013; CANADIAN SCIENCE PUBLISHING, NRC RESEARCH PRESS; Canadian Science Publishing NRC Research Press
• Subjects: Amides; Amines; Cations; Chemical compounds; chemical exchange; chemical exchange saturation transfer (CEST); Chemical synthesis; Chemistry; Chemistry, Multidisciplinary; Comparative analysis; Contrast agents; cyclen; cyclène; Dysprosium; Exchanging; imagerie de résonance magnétique; Lanthanides; Ligands; Magnetic properties; Magnetic resonance imaging; NMR; Nuclear magnetic resonance; paramagnetic; paramagnétique; Physical Sciences; Saturation; Science & Technology; Temperature effects; Thulium; transfert de saturation de l'échange chimique (TSEC); échange chimique; magnetic resonance imaging; PROTON-EXCHANGE; RELAXATION; IONS; PHE; cyclen; CEST AGENT; DOTA-TETRAAMIDE COMPLEXES; IN-VIVO; thulium; paramagnetic; PROTEINS; chemical exchange saturation transfer (CEST); DERIVATIVES; chemical exchange; WATER
• ISSN: 0008-4042; 1480-3291
• DOI: 10.1139/cjc-2012-0358

A series of 18 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid amide (DOTAM)-alkyl derived complexes with selected late lanthanide(III) cations (Dy 3+ , Tb 3+ , and Tm 3+ ) has been synthesized; their magnetic properties have been evaluated and compared to those derived from DOTAM. Peralkylation of cyclen with corresponding N-iodoacetyl amines was utilized as the key step in the synthesis. Chemical exchange saturation transfer (CEST) spectra of the complexes have been acquired at 37 °C, revealing that Tm 3+ -derived DOTAM-alkyl complexes possess the most favorable properties as potential paramagnetic chemical exchange saturation transfer (PARACEST) magnetic resonance imaging (MRI) contrast agents.