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Article: Design and synthesis of chiral DOTA-based MRI contrast agents with remarkable relaxivities

TitleDesign and synthesis of chiral DOTA-based MRI contrast agents with remarkable relaxivities
Authors
Issue Date16-Nov-2023
PublisherNature Research
Citation
Communications Chemistry, 2023, v. 6, n. 1 How to Cite?
Abstract

Due to the adverse effects of de-metallation in past concerning FDA-approved gadolinium-based contrast agents (GBCAs), researchers have been focusing on developing safer and more efficient alternatives that could avoid toxicity caused by free gadolinium ions. Herein, two chiral GBCAs, Gd-LS with sulfonate groups and Gd-T with hydroxyl groups, are reported as potential candidates for magnetic reasonance imaging (MRI). The r1 relaxivities of TSAP, SAP isomers of Gd-LS and SAP isomer of Gd-T at 1.4 T, 37 degrees C in water are 7.4 mM-1s-1, 14.5 mM-1s-1 and 5.2 mM-1s-1, respectively. Results show that the hydrophilic functional groups introduced to the chiral macrocyclic scaffold of Gd-T and Gd-LS both give constructive influences on the second-sphere relaxivity and enhance the overall r1 value. Both cases indicate that the design of GBCAs should also focus on the optimal window in Solomon-Bloembergen-Morgan (SBM) theory and the effects caused by the second-sphere and outer-sphere relaxivity.Gadolinium-based contrast agents are the gold standard for magnetic resonance imaging (MRI), however, their poor stability causes safety problems in clinical applications. Here, the authors develop two chiral Gd(III) DOTA-based complexes with a macrocyclic backbone that show higher relaxivities and stabilities than benchmark complexes.


Persistent Identifierhttp://hdl.handle.net/10722/340081
ISSN
2023 Impact Factor: 5.9
2023 SCImago Journal Rankings: 1.468
ISI Accession Number ID

 

DC FieldValueLanguage
dc.contributor.authorZhang, JH-
dc.contributor.authorDai, LX-
dc.contributor.authorHe, L-
dc.contributor.authorBhattarai, A-
dc.contributor.authorChan, CM-
dc.contributor.authorTai, WCS-
dc.contributor.authorVardhanabhuti, V-
dc.contributor.authorLaw, GL-
dc.date.accessioned2024-03-11T10:41:31Z-
dc.date.available2024-03-11T10:41:31Z-
dc.date.issued2023-11-16-
dc.identifier.citationCommunications Chemistry, 2023, v. 6, n. 1-
dc.identifier.issn2399-3669-
dc.identifier.urihttp://hdl.handle.net/10722/340081-
dc.description.abstract<p>Due to the adverse effects of de-metallation in past concerning FDA-approved gadolinium-based contrast agents (GBCAs), researchers have been focusing on developing safer and more efficient alternatives that could avoid toxicity caused by free gadolinium ions. Herein, two chiral GBCAs, Gd-LS with sulfonate groups and Gd-T with hydroxyl groups, are reported as potential candidates for magnetic reasonance imaging (MRI). The r1 relaxivities of TSAP, SAP isomers of Gd-LS and SAP isomer of Gd-T at 1.4 T, 37 degrees C in water are 7.4 mM-1s-1, 14.5 mM-1s-1 and 5.2 mM-1s-1, respectively. Results show that the hydrophilic functional groups introduced to the chiral macrocyclic scaffold of Gd-T and Gd-LS both give constructive influences on the second-sphere relaxivity and enhance the overall r1 value. Both cases indicate that the design of GBCAs should also focus on the optimal window in Solomon-Bloembergen-Morgan (SBM) theory and the effects caused by the second-sphere and outer-sphere relaxivity.Gadolinium-based contrast agents are the gold standard for magnetic resonance imaging (MRI), however, their poor stability causes safety problems in clinical applications. Here, the authors develop two chiral Gd(III) DOTA-based complexes with a macrocyclic backbone that show higher relaxivities and stabilities than benchmark complexes.</p>-
dc.languageeng-
dc.publisherNature Research-
dc.relation.ispartofCommunications Chemistry-
dc.rightsThis work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.-
dc.titleDesign and synthesis of chiral DOTA-based MRI contrast agents with remarkable relaxivities-
dc.typeArticle-
dc.identifier.doi10.1038/s42004-023-01050-w-
dc.identifier.pmid37973896-
dc.identifier.scopuseid_2-s2.0-85176941079-
dc.identifier.volume6-
dc.identifier.issue1-
dc.identifier.eissn2399-3669-
dc.identifier.isiWOS:001106302200005-
dc.publisher.placeBERLIN-
dc.identifier.issnl2399-3669-

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