Evaluation of Iron(iii)-N(amine)2N(py)2 complexes as potential bioreductively activated carriers for naphthoquinone-based drugs

dc.creatorAline Farias Moreira da Silva
dc.creatorCarlos Basílio Pinheiro
dc.creatorJackson Antonio Lamounier Camargos Resende
dc.creatorMauricio Lanznaster
dc.date.accessioned2023-07-17T13:22:12Z
dc.date.accessioned2025-09-08T23:56:53Z
dc.date.available2023-07-17T13:22:12Z
dc.date.issued2017
dc.description.sponsorshipCNPq - Conselho Nacional de Desenvolvimento Científico e Tecnológico
dc.description.sponsorshipFAPERJ - Fundação Carlos Chagas Filho de Amparo à Pesquisa do Estado do Rio de Janeiro
dc.identifier.doihttps://doi.org/10.1016/j.poly.2016.10.042
dc.identifier.issn1873-3719
dc.identifier.urihttps://hdl.handle.net/1843/56376
dc.languageeng
dc.publisherUniversidade Federal de Minas Gerais
dc.relation.ispartofPolyhedron
dc.rightsAcesso Restrito
dc.subjectFerro
dc.subjectAnoxemia
dc.subject.otherBioreductively activated prodrugs
dc.subject.otherProdrugs activated by hypoxia
dc.subject.otherBioreducible carrier
dc.subject.otherIron
dc.titleEvaluation of Iron(iii)-N(amine)2N(py)2 complexes as potential bioreductively activated carriers for naphthoquinone-based drugs
dc.typeArtigo de periódico
local.citation.epage137
local.citation.spage132
local.citation.volume123
local.description.resumoTwo new iron(III) complexes, [Fe(bhnq)(L1)]NO3·CH3OH·2H2O (1) and [Fe(bhnq)(L2)]ClO4·CH3OH (2) (L1 = N,N′-bis(pyridin-2-ylmethyl)ethylenediamine and L2 = N,N′-dimethyl-N,N′-bis(pyridin-2-ylmethyl)ethylenediamine), were investigated as potential candidates for bioreductively activated prodrugs. These complexes present a distorted octahedral structure with 2,2′-bis(3-hydroxy-1,4-naphthoquinone), (bhnq)2−, coordinated in a bidentate fashion to the iron(III) ion. A reversible wave associated with the Fe3+/Fe2+couple was observed in MeCN for 1 and 2 respectively at −0.05 V and 0.01 V versus SHE. Unlike previously studied cobalt(III)-based analogs and one iron(III) platform that showed efficient bioreductive activation, complexes 1 and 2 undergo fast dissociation in aqueous buffered solutions with immediate release of the bhnq2− ligand. Therefore, we conclude that the labile 3d5 iron(III) ion is a limited bioreducible carrier for naphthoquinone-based prodrugs when coordinated to this [N2NPy2] platform. Considerable modification of the current ligands or the meticulous selection of other alternative ligand platforms may be necessary to attain this goal.
local.identifier.orcidhttps://orcid.org/0000-0001-6550-1517
local.identifier.orcidhttps://orcid.org/0000-0002-8674-1779
local.identifier.orcidhttps://orcid.org/0000-0002-5366-4156
local.identifier.orcidhttps://orcid.org/0000-0003-0477-0152
local.publisher.countryBrasil
local.publisher.departmentICX - DEPARTAMENTO DE FÍSICA
local.publisher.initialsUFMG
local.url.externahttps://www.sciencedirect.com/science/article/pii/S0277538716305393

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