Investigating the copper coordination, electrochemistry, and Cu(ii) reduction kinetics of biologically relevant selone and thione compounds

Martin M. Kimani, Hsiao-Chuan Wang, Julia L. Brumaghim

Research output: Contribution to journalArticle

30 Citations (Scopus)

Abstract

Selenium- and sulfur-containing compounds can act as antioxidants by binding copper. To determine how this copper coordination results in the observed antioxidant activity, biologically relevant Cu + and Cu 2+ complexes with the formulae [Cu(dmit) 3] + (3), [Cu(dmise) 4] + (4a), and [Tpm iPrCu(MISeox)] 2+ (6) (dmise = N,N′-dimethylimidazole selone; dmit = N,N′-dimethylimidazole thione; MISeox = bis(1-methylimidazolyl)diselenide; Tpm iPr = tris(1,3-diisopropylpyrazolyl)methane) were synthesized, characterized, and their structures determined by single-crystal X-ray crystallography. In addition, kinetic studies using UV-vis spectroscopy indicate that dmise reduces Cu 2+ to Cu + three times faster than dmit. Coordination of dmise and MISeox to copper also results in more negative Cu 2+/+ reduction potentials (-373 mV and -503 mV) compared to dmit (-217 mV). These results highlight the different complexation behaviors and reactivities of analogous selone- and thione-containing compounds, traits which likely influence their antioxidant activity.

Original languageEnglish (US)
Pages (from-to)5248-5259
Number of pages12
JournalDalton Transactions
Volume41
Issue number17
DOIs
StatePublished - May 7 2012
Externally publishedYes

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Thiones
Electrochemistry
Copper
Antioxidants
Kinetics
X ray crystallography
Methane
Selenium
Ultraviolet spectroscopy
Complexation
Sulfur
Single crystals

ASJC Scopus subject areas

  • Inorganic Chemistry

Cite this

Investigating the copper coordination, electrochemistry, and Cu(ii) reduction kinetics of biologically relevant selone and thione compounds. / Kimani, Martin M.; Wang, Hsiao-Chuan; Brumaghim, Julia L.

In: Dalton Transactions, Vol. 41, No. 17, 07.05.2012, p. 5248-5259.

Research output: Contribution to journalArticle

Kimani, Martin M. ; Wang, Hsiao-Chuan ; Brumaghim, Julia L. / Investigating the copper coordination, electrochemistry, and Cu(ii) reduction kinetics of biologically relevant selone and thione compounds. In: Dalton Transactions. 2012 ; Vol. 41, No. 17. pp. 5248-5259.
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