Gadolinium(III) Complexes with N-Alkyl-N-methylglucamine Surfactants Incorporated into Liposomes as Potential MRI Contrast Agents

Complexes of gadolinium(III) with N-octanoyl-N-methylglucamine (L8) and N-decanoyl-N-methylglucamine (L10) with 1 : 2 stoichiometry were synthesized and characterized by elemental analysis, electrospray ionization-tandem mass spectrometry (ESI-MS), infrared (IR) spectroscopy, and molar conductivity...

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Main Authors: Simone Rodrigues Silva, Érica Correia Duarte, Guilherme Santos Ramos, Flávio Vinícius Crizóstomo Kock, Fabiana Diuk Andrade, Frédéric Frézard, Luiz Alberto Colnago, Cynthia Demicheli
Format: Article
Language:English
Published: Wiley 2015-01-01
Series:Bioinorganic Chemistry and Applications
Online Access:http://dx.doi.org/10.1155/2015/942147
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author Simone Rodrigues Silva
Érica Correia Duarte
Guilherme Santos Ramos
Flávio Vinícius Crizóstomo Kock
Fabiana Diuk Andrade
Frédéric Frézard
Luiz Alberto Colnago
Cynthia Demicheli
author_facet Simone Rodrigues Silva
Érica Correia Duarte
Guilherme Santos Ramos
Flávio Vinícius Crizóstomo Kock
Fabiana Diuk Andrade
Frédéric Frézard
Luiz Alberto Colnago
Cynthia Demicheli
author_sort Simone Rodrigues Silva
collection DOAJ
description Complexes of gadolinium(III) with N-octanoyl-N-methylglucamine (L8) and N-decanoyl-N-methylglucamine (L10) with 1 : 2 stoichiometry were synthesized and characterized by elemental analysis, electrospray ionization-tandem mass spectrometry (ESI-MS), infrared (IR) spectroscopy, and molar conductivity measurements. The transverse (r2) and longitudinal (r1) relaxivity protons were measured at 20 MHz and compared with those of the commercial contrasts. These complexes were incorporated in liposomes, resulting in the increase of the vesicle zeta potential. Both the free and liposome-incorporated gadolinium complexes showed high relaxation effectiveness, compared to commercial contrast agent gadopentetate dimeglumine (Magnevist). The high relaxivity of these complexes was attributed to the molecular rotation that occurs more slowly, because of the elevated molecular weight and incorporation in liposomes. The results establish that these paramagnetic complexes are highly potent contrast agents, making them excellent candidates for various applications in molecular MR imaging.
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publishDate 2015-01-01
publisher Wiley
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series Bioinorganic Chemistry and Applications
spelling doaj-art-504f0d3bc3d841ca93d97efa129e98512025-02-03T05:45:19ZengWileyBioinorganic Chemistry and Applications1565-36331687-479X2015-01-01201510.1155/2015/942147942147Gadolinium(III) Complexes with N-Alkyl-N-methylglucamine Surfactants Incorporated into Liposomes as Potential MRI Contrast AgentsSimone Rodrigues Silva0Érica Correia Duarte1Guilherme Santos Ramos2Flávio Vinícius Crizóstomo Kock3Fabiana Diuk Andrade4Frédéric Frézard5Luiz Alberto Colnago6Cynthia Demicheli7Departamento de Química, Instituto de Ciências Exatas, Universidade Federal de Minas Gerais, 31270-901 Belo Horizonte, MG, BrazilDepartamento de Química, Instituto de Ciências Exatas, Universidade Federal de Minas Gerais, 31270-901 Belo Horizonte, MG, BrazilDepartamento de Fisiologia e Biofísica, Instituto de Ciências Biológicas, Universidade Federal de Minas Gerais, 31270-901 Belo Horizonte, MG, BrazilEmbrapa Instrumentação, Empresa Brasileira de Pesquisa Agropecuária, 13560-970 São Carlos, SP, BrazilEmbrapa Instrumentação, Empresa Brasileira de Pesquisa Agropecuária, 13560-970 São Carlos, SP, BrazilDepartamento de Fisiologia e Biofísica, Instituto de Ciências Biológicas, Universidade Federal de Minas Gerais, 31270-901 Belo Horizonte, MG, BrazilEmbrapa Instrumentação, Empresa Brasileira de Pesquisa Agropecuária, 13560-970 São Carlos, SP, BrazilDepartamento de Química, Instituto de Ciências Exatas, Universidade Federal de Minas Gerais, 31270-901 Belo Horizonte, MG, BrazilComplexes of gadolinium(III) with N-octanoyl-N-methylglucamine (L8) and N-decanoyl-N-methylglucamine (L10) with 1 : 2 stoichiometry were synthesized and characterized by elemental analysis, electrospray ionization-tandem mass spectrometry (ESI-MS), infrared (IR) spectroscopy, and molar conductivity measurements. The transverse (r2) and longitudinal (r1) relaxivity protons were measured at 20 MHz and compared with those of the commercial contrasts. These complexes were incorporated in liposomes, resulting in the increase of the vesicle zeta potential. Both the free and liposome-incorporated gadolinium complexes showed high relaxation effectiveness, compared to commercial contrast agent gadopentetate dimeglumine (Magnevist). The high relaxivity of these complexes was attributed to the molecular rotation that occurs more slowly, because of the elevated molecular weight and incorporation in liposomes. The results establish that these paramagnetic complexes are highly potent contrast agents, making them excellent candidates for various applications in molecular MR imaging.http://dx.doi.org/10.1155/2015/942147
spellingShingle Simone Rodrigues Silva
Érica Correia Duarte
Guilherme Santos Ramos
Flávio Vinícius Crizóstomo Kock
Fabiana Diuk Andrade
Frédéric Frézard
Luiz Alberto Colnago
Cynthia Demicheli
Gadolinium(III) Complexes with N-Alkyl-N-methylglucamine Surfactants Incorporated into Liposomes as Potential MRI Contrast Agents
Bioinorganic Chemistry and Applications
title Gadolinium(III) Complexes with N-Alkyl-N-methylglucamine Surfactants Incorporated into Liposomes as Potential MRI Contrast Agents
title_full Gadolinium(III) Complexes with N-Alkyl-N-methylglucamine Surfactants Incorporated into Liposomes as Potential MRI Contrast Agents
title_fullStr Gadolinium(III) Complexes with N-Alkyl-N-methylglucamine Surfactants Incorporated into Liposomes as Potential MRI Contrast Agents
title_full_unstemmed Gadolinium(III) Complexes with N-Alkyl-N-methylglucamine Surfactants Incorporated into Liposomes as Potential MRI Contrast Agents
title_short Gadolinium(III) Complexes with N-Alkyl-N-methylglucamine Surfactants Incorporated into Liposomes as Potential MRI Contrast Agents
title_sort gadolinium iii complexes with n alkyl n methylglucamine surfactants incorporated into liposomes as potential mri contrast agents
url http://dx.doi.org/10.1155/2015/942147
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