Abstract:
:Caffeic acid, rosmarinic acid and oligomers of caffeic acid with multiple catechol groups are all constituents of Salvia officinalis. Their antioxidant potential was investigated with regard to their radical scavenging activity and the stability and structure of the intermediate radicals. Pulse-radiolytic studies revealed very high rate constants with hydroxyl radicals. Evidence from kinetic modeling calculations suggested an unusual complex behavior due to the presence of both O4- and O3-semiquinones and formation and decay of a hydroxyl radical adduct at the vinyl side chain. The radical structures observed by EPR spectroscopy after autoxidation in slightly alkaline solutions were only partially identified due to their instability and generally represented dissociated O4-semiquinones. Hybrid density-functional calculations of the potential radical structures showed distinct differences between the resonance stabilization of the O4- and O3-semiquinones of caffeic and dihydrocaffeic acids, reflected also in the considerably faster decay of the O3-semiquinone observed by pulse radiolysis. No evidence was found for dimerization reactions via Cbeta radicals typical for lignin biosynthesis.
journal_name
Biol Resjournal_title
Biological researchauthors
Bors W,Michel C,Stettmaier K,Lu Y,Foo LYdoi
10.4067/s0716-97602004000200017keywords:
subject
Has Abstractpub_date
2004-01-01 00:00:00pages
301-11issue
2eissn
0716-9760issn
0717-6287journal_volume
37pub_type
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journal_title:Biological research
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journal_title:Biological research
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doi:/S0716-97602009000200003
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journal_title:Biological research
pub_type: 杂志文章,评审
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journal_title:Biological research
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doi:/S0716-97602008000200002
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journal_title:Biological research
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journal_title:Biological research
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journal_title:Biological research
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journal_title:Biological research
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journal_title:Biological research
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journal_title:Biological research
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journal_title:Biological research
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journal_title:Biological research
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doi:
更新日期:1998-01-01 00:00:00
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journal_title:Biological research
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doi:/S0716-97602009000400006
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doi:/S0716-97602008000300004
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doi:/S0716-97602008000100004
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更新日期:2015-09-12 00:00:00
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journal_title:Biological research
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journal_title:Biological research
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journal_title:Biological research
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doi:/S0716-97602011000400008
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journal_title:Biological research
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doi:/S0716-97602009000100013
更新日期:2009-01-01 00:00:00