Novel Cu II quinoxaline N1,N4-dioxide complexes as selective hypoxic cytotoxins.

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Título

Novel Cu II quinoxaline N1,N4-dioxide complexes as selective hypoxic cytotoxins.

Tema

COBRE
COMPLEJOS
CITOTOXINAS
BIBLIOGRAFIA NACIONAL QUIMICA
2005

Abstract

As an effort to develop novel selective hypoxia-cytotoxins and to improve bioavailability and pharmacological and toxicological properties of quinoxaline N1,N4-dioxide derivatives (L1 = 3-amino-6(7)-chloroquinoxaline-2-carbonitrile N1,N4-dioxide, L2 = 3-amino-6(7)- bromoquinoxaline-2-carbonitrile N1,N4-dioxide and L3 = 3-amino-6(7)-methylquinoxaline-2-carbonitrile N1,N4-dioxide) and to get a synergism among metals and these type of bioreductive agents, L2 and three novel Cu(II) complexes of general formulae [CuII(H2O)x(L – H)2], where L = L1 (x = 1), L2 (x = 0) or L3 (x = 2) were developed. L2 and complexes were synthesized and structurally characterized by elemental and thermal analyses, and FTIR, electronic, MS, NMR, and EPR spectroscopies. The new compounds were subjected to cytotoxic evaluation in V79 cells in hypoxic and aerobic conditions. The complexes showed excellent selective cytotoxicity in hypoxia, being their cytotoxicity similar to or higher than that of the ligands L1–L3. Besides, the copper complexes were so poorly cytotoxic in oxia as the free ligands. In addition, for the first time Cu(II)-quinoxaline complexes are reported as a family of hypoxic cytotoxins.

Autor

Araujo, J
Cerecetto, Hugo
González, Mercedes
Lavaggi Destro, María Laura
Azqueta, Amaya
Lopez de Cerain, Adela
Monge, Antonio
Abram, U
Costa Filho, A

Fuente

European Journal of Medicinal Chemistry v. 40, no. 5, 2005. -- p. 473-480

Editor

Elsevier

Fecha

2005

Derechos

As an effort to develop novel selective hypoxia-cytotoxins and to improve bioavailability and pharmacological and toxicological properties
of quinoxaline N1,N4-dioxide derivatives (L1 = 3-amino-6(7)-chloroquinoxaline-2-carbonitrile N1,N4-dioxide, L2 = 3-amino-6(7)-
bromoquinoxaline-2-carbonitrile N1,N4-dioxide and L3 = 3-amino-6(7)-methylquinoxaline-2-carbonitrile N1,N4-dioxide) and to get a synergism
among metals and these type of bioreductive agents, L2 and three novel Cu(II) complexes of general formulae [CuII(H2O)x(L – H)2],
where L = L1 (x = 1), L2 (x = 0) or L3 (x = 2) were developed. L2 and complexes were synthesized and structurally characterized by elemental
and thermal analyses, and FTIR, electronic, MS, NMR, and EPR spectroscopies. The new compounds were subjected to cytotoxic evaluation
in V79 cells in hypoxic and aerobic conditions. The complexes showed excellent selective cytotoxicity in hypoxia, being their cytotoxicity
similar to or higher than that of the ligands L1–L3. Besides, the copper complexes were so poorly cytotoxic in oxia as the free ligands. In
addition, for the first time Cu(II)-quinoxaline complexes are reported as a family of hypoxic cytotoxins.

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Tipo

Artículo

Identificador

doi:10.1016/j.ejmech.2004.11.012

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PDF
Fecha de agregación
April 8, 2015
Colección
Bibliografía Nacional Química
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Document
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Citación
Torre, María H, “Novel Cu II quinoxaline N1,N4-dioxide complexes as selective hypoxic cytotoxins.,” RIQUIM - Repositorio Institucional de la Facultad de Química - UdelaR, accessed June 28, 2022, http://riquim.fq.edu.uy/items/show/2674.
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