Artigo De: orcid, cienciavitae

Chemical, radiochemical and biological studies of new gallium(III) complexes with hexadentate chelators

Dalton Transactions

Silva, Francisco; Campello, Maria Paula C.; Paulo, Antonio — 2015 — Royal Society of Chemistry

Informações chave

Autores:

Silva, Francisco; Campello, Maria Paula C. (Maria Paula Cordeiro Crespo Cabral Campello Aboim de Barros); Gano, Lurdes (Maria de Lurdes Barrela Patrício Gano); Fernandes, Celia (Célia Maria Da Cruz Fernandes); Santos, Isabel C. (Isabel Maria Fernandes Cordeiro dos Santos); Santos, Isabel; Ascenso, Jose R.; Joao Ferreira, M. (Maria João Gomes Ferreira); Paulo, Antonio (António Manuel Rocha Paulo)

Publicado em

2015

Resumo

New N4O2-donor acyclic chelators 2-[[2-[2-(3,5-dimethylpyrazol-1-yl)ethyl-[2-[(2-hydroxyphenyl)methylamino]ethyl]amino]ethylamino]methyl]phenol (H2Lpz*,NH) and 2-[[2-[2-[(2-hydroxyphenyl)methylamino]ethyl-(2-pyridylmethyl)amino]ethylamino]methyl]phenol (H2Lpy,NH) were obtained upon introduction of pyridyl or pyrazolyl coordinating units at the central nitrogen atom of diethylenetriamine (dien) and by functionalization of its terminal amines with phenol groups. The coordination behavior of H2Lpz*,NH and H2Lpy,NH was evaluated towards natGa/67Ga, aiming to assess their suitability to obtain Ga(III) chelates relevant for biomedical applications. Single crystal X-ray diffraction analysis of the complexes [GaLpz*,NH](ClO4) and [GaLpy,NH](ClO4) confirmed the presence of N4O2-hexadentate chelators with the phenoxide groups coordinated cis relatively to the pyridyl/pyrazolyl arms. Unlike [GaLpz*,NH](ClO4), [GaLpy,NH](ClO4) exists in solution as a mixture of isomers, as confirmed by several NMR techniques. The corresponding radiocomplex [67GaLpy,NH]+ was obtained smoothly in almost quantitative radiochemical yield, contrary to [67GaLpz*,NH]+ that seems to be (hemi)labile under the same conditions. [67GaLpy,NH]+ presents a high in vivo stability and a favourable biodistribution profile in mice. The imine congeners 2-[(E)-2-[2-(3,5-dimethylpyrazol-1-yl)ethyl-[2-[(E)-(2-hydroxyphenyl)methyleneamino]ethyl]amino]ethyliminomethyl]phenol (H2Lpz*,C[double bond, length as m-dash]N) and 2-[(E)-2-[2-[(E)-(2-hydroxyphenyl)methyleneamino]ethyl-(2-pyridylmethyl)amino]ethyliminomethyl]phenol (H2Lpy,C[double bond, length as m-dash]N) were also evaluated but they did not form complexes compatible for biomedical applications owing to their high reactivity.

Detalhes da publicação

Autores da comunidade :

Versão da publicação

AO - Versão original do autor

Editora

Royal Society of Chemistry

Ligação para a versão da editora

https://pubs.rsc.org/en/journals/journal/dt

Título do contentor da publicação

Dalton Transactions

Primeira página ou número de artigo

3342

Última página

3355

Volume

44

Fascículo

7

DOI

10.1039/c4dt02274b

WoS (Web of Science)

WOS:000349403100047

Domínio Científico (FOS)

health-sciences - Ciências de Saúde

Idioma da publicação (código ISO)

eng - Inglês

Identificador alternativo (URI)

http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=ORCID&SrcApp=OrcidOrg&DestLinkType=FullRecord&DestApp=WOS_CPL&KeyUT=WOS:000349403100047&KeyUID=WOS:000349403100047

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