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- Title
Synthesis of polyhydroxylated flavonoids bearing a lipophilic decyl tail as potential therapeutic antioxidants.
- Authors
Caldwell, Stuart T.; McPhail, Donald B.; Duthie, Garry G.; Hartley, Richard C.
- Abstract
Antioxidants have potential for the treatment of stroke and neurodegeneration, and chimeric compounds that combine a flavon-3-ol head group related to myricetin and a lipophilic decyl tail are known to protect membranes from oxidative damage at least as well as vitamin E. New flavon-3-ols that are highly hydroxylated in the B ring in ways not found in natural flavon-3-ols and bearing a lipophilic decyl tail have been prepared from trimethoxy- and tetramethoxybenzoic acids accessed by lithiation-carboxylation reactions. Direct enolate acylation was preferred over Baker-Venkataraman rearrangement when there were methoxy groups at both the 2- and the 6-position of the benzoic acid derivatives.
- Subjects
STROKE treatment; TREATMENT of neurodegeneration; FLAVONOIDS; DRUG lipophilicity; ANTIOXIDANTS; DRUG synergism; CHEMICAL derivatives; BENZOIC acid; CHEMICAL synthesis
- Publication
Canadian Journal of Chemistry, 2012, Vol 90, Issue 1, p23
- ISSN
0008-4042
- Publication type
Article
- DOI
10.1139/v11-087