New hydroxypyridinone-functionalized sepharoses as sorbing agents for hard metal ions

Grazina, Raquel; Santos, M. Amélia

doi:10.1016/j.jhazmat.2010.12.084

Cited by 9 publications

(4 citation statements)

References 18 publications

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“…Hydroxypyridinone bidentate ligands have been used as building blocks to construct polymeric matrices for the sequestering of hard metal ions, in particular, recently reported (3,4-HP)-functionalized sepharoses and silicas. The chelating sepharose gels, obtained via the reaction of N -alkylamine-3,4-HP’s and CNBr- or epoxy-activated sepharoses, showed high resistance against decomposition under highly acidic conditions highlighting their likely reusability as metal ion sorbents [ 92 ]. Studies on the metal complexing capabilities of these matrices revealed high affinity for a set of hard metal ions, with the following order affinity (Fe(III) > Th(IV) > Al(III)) in line with the determined stability constants (log β ) of the MLH complexes with 3,4-HP (24.39, 23.22 and 20.87, respectively).…”

Section: Polymeric and Dendrimeric Hydroxypyridinonesmentioning

confidence: 99%

Hydroxypyridinone-Based Metal Chelators towards Ecotoxicity: Remediation and Biological Mechanisms

et al. 2022

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Hydroxypyridinones (HPs) are recognized as excellent chemical tools for engineering a diversity of metal chelating agents, with high affinity for hard metal ions, exhibiting a broad range of activities and applications, namely in medical, biological and environmental contexts. They are easily made and functionalizable towards the tuning of their pharmacokinetic properties or the improving of their metal complex thermodynamic stabilities. In this review, an analysis of the recently published works on hydroxypyridinone-based ligands, that have been mostly addressed for environmental applications, namely for remediation of hard metal ion ecotoxicity in living beings and other biological matrices is carried out. In particular, herein the most recent developments in the design of new chelating systems, from bidentate mono-HP to polydentate multi-HP derivatives, with a structural diversity of soluble or solid-supported backbones are outlined. Along with the ligand design, an analysis of the relationship between their structures and activities is presented and discussed, namely associated with the metal affinity and the thermodynamic stability of the corresponding metal complexes.

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Section: Polymeric and Dendrimeric Hydroxypyridinonesmentioning

confidence: 99%

Hydroxypyridinone-Based Metal Chelators towards Ecotoxicity: Remediation and Biological Mechanisms

et al. 2022

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“…Hydroxypyridinone-functionalized Sepharoses have been synthesized to scavenge “hard” metal ions. Both epoxy-activated and CNBr-activated Sepharoses have been utilized to form gels with iron(III)-chelating capacities between 200 and 500 μmol/g of dry weight . A similar procedure utilizing 1-ethyl-3-hydroxy-2-methylpyridin-4-one and mimosine ( 4 ) has also been used to prepare functionalized Sepharose .…”

Section: Synthesis Of Hydroxypyridinonesmentioning

confidence: 99%

“…Both epoxy-activated and CNBr-activated Sepharoses have been utilized to form gels with iron(III)-chelating capacities between 200 and 500 μmol/g of dry weight. 110 A similar procedure utilizing 1-ethyl-3hydroxy-2-methylpyridin-4-one and mimosine (4) has also been used to prepare functionalized Sepharose. 111 These gels possess a high affinity for hard metal cations, as typified by iron(III).…”

Section: Polymersmentioning

confidence: 99%

Hydroxypyridinone Journey into Metal Chelation

et al. 2018

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Hydroxypyridinones (HOPOs) form outstanding building blocks for the development of a variety of agents in the field of metal chelation. The pyridinone ring is easily synthesized and readily converted into tetradentate, hexadentate, and octadentate chelators. There is considerable potential for the control of the stereochemistry of the resulting metal complex and hence the properties of these multidentate molecules. Their ability to rapidly bind hard metals in aqueous media has facilitated the development of efficient applications in both biological and medical contexts. In this Review, an in-depth analysis of the synthetic methodologies for HOPO-based ligands is presented, as well as the many aspects to achieve optimal biological activity. Recent advances and current challenges for the future application of HOPO structures are outlined. The present flourishing development of drug candidates and diagnostic agents based on this chemical scaffold opens access to many new applications in analytical, environmental, and clinical science.

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“…A) A poli-quelação, em que cada entidade molecular inclui dois ou três grupos quelantes (3,, ou ainda vários destes grupos "agrafados" a matrizes sólidas, com vista a assegurar uma forte sequestração para uso como depuradores de certos iões metálicos (ex. Fe, Al, actinídeos) do corpo humano ou fluidos corporais [5,7,24,25], ou ainda como agentes anti-microbianos (Fe) [26].…”

Section: 4-hps Como Agentes Quelantes Ou Inibidores De Me-taloenzimasunclassified

Iões Metálicos em Medicina: Do Diagnóstico à Terapia

Santos¹

2014

BSPQuimica

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Assim como a natureza usa metais em sistemas biológicos, também os químicos se aliaram à Medicina na descoberta de medicamentos cujo mecanismo de acção está associado a uma interacção (coordenação) com iões metálicos, de que resultou a Química Inorgânica Medicinal. As suas aplicações dividem-se em duas classes principais: a dos fármacos como compostos orgânicos (ligandos) cuja acção resulta da sua coordenação com iões metálicos existentes no organismo, não ligados ou ligados a proteínas; a dos fármacos como complexos de metais (metalofármacos), cuja resposta clínica depende intrinsecamente do metal, e que são usados na terapia ou no diagnóstico de doenças. Serão aqui apresentados exemplos representativos destas duas classes de fármacos em uso clínico, seguido de uma referência genérica às suas propriedades mais relevantes. Por fim apresenta-se uma selecção de exemplos de resultados recentes em desenvolvimento.

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New hydroxypyridinone-functionalized sepharoses as sorbing agents for hard metal ions

Cited by 9 publications

References 18 publications

Hydroxypyridinone-Based Metal Chelators towards Ecotoxicity: Remediation and Biological Mechanisms

Hydroxypyridinone-Based Metal Chelators towards Ecotoxicity: Remediation and Biological Mechanisms

Hydroxypyridinone Journey into Metal Chelation

Iões Metálicos em Medicina: Do Diagnóstico à Terapia

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