Introduction of Peripheral Carboxylates to Decrease the Charge on Tm(3+) DOTAM-Alkyl Complexes: Implications for Detection Sensitivity and in Vivo Toxicity of PARACEST MRI Contrast Agents.
Identifieur interne : 000138 ( Main/Exploration ); précédent : 000137; suivant : 000139Introduction of Peripheral Carboxylates to Decrease the Charge on Tm(3+) DOTAM-Alkyl Complexes: Implications for Detection Sensitivity and in Vivo Toxicity of PARACEST MRI Contrast Agents.
Auteurs : Mojmír Such [Canada] ; Mark Milne [Canada] ; Adam A H. Elmehriki [Canada] ; Nevin Mcvicar [Canada] ; Alex X. Li [Canada] ; Robert Bartha [Canada] ; Robert H E. Hudson [Canada]Source :
- Journal of medicinal chemistry [ 1520-4804 ] ; 2015.
Descripteurs français
- KwdFr :
- Acide aspartique (), Acides carboxyliques (), Acides carboxyliques (pharmacologie), Animaux, Composés organométalliques (synthèse chimique), Composés organométalliques (toxicité), Imagerie par résonance magnétique, Produits de contraste (synthèse chimique), Produits de contraste (toxicité), Rein (anatomie et histologie), Souris, Souris de lignée C57BL, Spectroscopie de résonance de spin électronique, Thulium ().
- MESH :
- anatomie et histologie : Rein.
- pharmacologie : Acides carboxyliques.
- synthèse chimique : Composés organométalliques, Produits de contraste.
- toxicité : Composés organométalliques, Produits de contraste.
- Acide aspartique, Acides carboxyliques, Animaux, Imagerie par résonance magnétique, Souris, Souris de lignée C57BL, Spectroscopie de résonance de spin électronique, Thulium.
English descriptors
- KwdEn :
- Animals, Aspartic Acid (chemistry), Carboxylic Acids (chemistry), Carboxylic Acids (pharmacology), Contrast Media (chemical synthesis), Contrast Media (toxicity), Electron Spin Resonance Spectroscopy, Kidney (anatomy & histology), Magnetic Resonance Imaging, Mice, Mice, Inbred C57BL, Organometallic Compounds (chemical synthesis), Organometallic Compounds (toxicity), Thulium (chemistry).
- MESH :
- chemical , chemical synthesis : Contrast Media, Organometallic Compounds.
- chemical , chemistry : Aspartic Acid, Carboxylic Acids, Thulium.
- chemical , pharmacology : Carboxylic Acids.
- chemical , toxicity : Contrast Media, Organometallic Compounds.
- anatomy & histology : Kidney.
- Animals, Electron Spin Resonance Spectroscopy, Magnetic Resonance Imaging, Mice, Mice, Inbred C57BL.
Abstract
A series of structurally modified Tm(3+) DOTAM-alkyl complexes as potential PARACEST MRI contrast agents has been synthesized with the aim to decrease the overall positive charge associated with these molecules and increase their biocompatibility. Two types of structural modification have been performed, an introduction of terminal carboxylate arms to the alkyl side chains and a conjugation of one of the alkyl side chains with aspartic acid. Detailed evaluation of the magnetic resonance imaging chemical exchange contrast associated with the structurally modified contrast agents has been performed. In contrast to the acutely toxic Tm(3+) DOTAM-alkyl complexes, the structurally modified compounds were found to be tolerated well during in vivo MRI studies in mice; however, only the aspartic acid modified chelates produced an amide proton-based PARACEST signal.
DOI: 10.1021/acs.jmedchem.5b00621
PubMed: 26214576
Affiliations:
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Le document en format XML
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<term>Carboxylic Acids (pharmacology)</term>
<term>Contrast Media (chemical synthesis)</term>
<term>Contrast Media (toxicity)</term>
<term>Electron Spin Resonance Spectroscopy</term>
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<term>Composés organométalliques (synthèse chimique)</term>
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<front><div type="abstract" xml:lang="en">A series of structurally modified Tm(3+) DOTAM-alkyl complexes as potential PARACEST MRI contrast agents has been synthesized with the aim to decrease the overall positive charge associated with these molecules and increase their biocompatibility. Two types of structural modification have been performed, an introduction of terminal carboxylate arms to the alkyl side chains and a conjugation of one of the alkyl side chains with aspartic acid. Detailed evaluation of the magnetic resonance imaging chemical exchange contrast associated with the structurally modified contrast agents has been performed. In contrast to the acutely toxic Tm(3+) DOTAM-alkyl complexes, the structurally modified compounds were found to be tolerated well during in vivo MRI studies in mice; however, only the aspartic acid modified chelates produced an amide proton-based PARACEST signal.</div>
</front>
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