Synthesis, characterization and potent superoxide dismutase-like activity of novel bis(pyrazole)-2,2′-bipyridyl mixed ligand copper(ii) complexes

Andrei S. Potapov, Evgenia A. Nudnova, Galina A. Domina, Liliya N. Kirpotina, Mark T. Quinn, Andrey Ivanovich Khlebnikov, Igor A. Schepetkin

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Abstract

Eleven new complexes of Cu(ii) chloride and nitrate with bis(pyrazol-1-yl)propane and bis[2-(pyrazol-1-yl)ethyl]ether ligands were prepared and characterized by spectral and electrochemical methods. X-Ray crystal structure determination of bis[2-(3,5-dimethylpyrazol-1-yl)ethyl] etherdinitratocopper revealed a hepta-coordinated structure with the bis(pyrazole) ligand coordinated in a tridentate NNO-fashion and both of the nitrate ions in a bidentate fashion. Reaction of Cu(ii) nitrate complexes with 2,2′-bipyridyl led to the displacement of one of the nitrate ions into the outer sphere and the formation of mixed-ligand complexes. Mixed-ligand bipyridyl Cu(ii) complexes demonstrated the highest superoxide dismutase (SOD)-like activity in a chemical superoxide anion-generating system, with IC50 values in the low micromolar range. Density functional theory calculations showed that introduction of a bipypidyl ligand into the complexes dramatically lowered the lowest unoccupied molecular orbital (LUMO) energy level, which explains the increased SOD-like activity of these complexes compared to non-bipy species. These bipy complexes were also effective scavengers of reactive oxygen species generated by phagocytes (human neutrophils and murine bone marrow leukocytes) ex vivo. Thus, these bipy mixed-ligand complexes represent a promising class of SOD mimetics for future development.

Original languageEnglish
Pages (from-to)4488-4498
Number of pages11
JournalDalton Transactions
Issue number23
DOIs
Publication statusPublished - 2009
Externally publishedYes

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2,2'-Dipyridyl
Superoxide Dismutase
Copper
Ligands
Nitrates
Ions
Propane
Molecular orbitals
Superoxides
Ether
Electron energy levels
Density functional theory
pyrazole
Chlorides
Reactive Oxygen Species
Bone
Crystal structure
X rays

ASJC Scopus subject areas

  • Inorganic Chemistry

Cite this

Synthesis, characterization and potent superoxide dismutase-like activity of novel bis(pyrazole)-2,2′-bipyridyl mixed ligand copper(ii) complexes. / Potapov, Andrei S.; Nudnova, Evgenia A.; Domina, Galina A.; Kirpotina, Liliya N.; Quinn, Mark T.; Khlebnikov, Andrey Ivanovich; Schepetkin, Igor A.

In: Dalton Transactions, No. 23, 2009, p. 4488-4498.

Research output: Contribution to journalArticle

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