Chromium(III)–docosahexaenoic acid complex: Synthesis and characterization

Supplements containing chromium in its trivalent oxidation state [Cr(III)] are used by diabetic patients to improve their glucose and insulin levels and omega-3 fatty acids are also beneficial for people with insulin resistance or diabetes. It seemed very useful to combine chromium(III) and omega-3...

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Bibliographic Details
Published in:Journal of functional foods 2009-07, Vol.1 (3), p.291-297
Main Authors: Kralovec, Jaroslav A., Potvin, Michael A., Wright, Jeffrey H.D., Watson, Lynn V., Ewart, H. Stephen, Curtis, Jonathan M., Barrow, Colin J.
Format: Article
Language:English
Subjects:
Chromium(III)–omega-3 complex
Diabetes
Mass spectrometry
Synthesis
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Summary:Supplements containing chromium in its trivalent oxidation state [Cr(III)] are used by diabetic patients to improve their glucose and insulin levels and omega-3 fatty acids are also beneficial for people with insulin resistance or diabetes. It seemed very useful to combine chromium(III) and omega-3 functional entities into single molecules. Here we synthesized and characterized a chromium cis-4,7,10,13,16,19-docosahexaenoic acid (DHA) complex, one of the two main components of the heterogeneous chromium(III) fish oil omega-3 concentrate products. Ethyl cis-4,7,10,13,16,19-docosahexaenoate was hydrolyzed with sodium hydroxide, and the generated salt was reacted in situ with chromium(III) chloride hexahydrate and converted into an oxo-centred trinuclear chromium(III) complex. A study of the DHA–chromium(III) complex by liquid chromatography/tandem mass spectrometry/(LC/MS/MS) is reported in this work. The data suggest a triaqua-μ3-oxohexakis-μ-docosahexaenoatotrichromium(1+), [Cr3O(C22H31O2)6(H2O)3]+, core structure.
ISSN:1756-4646
DOI:10.1016/j.jff.2009.06.001