Synthesis of polyhydroxylated flavonoids bearing a lipophilic decyl tail as potential therapeutic antioxidants

Caldwell, S.T. , McPhail, D.B., Duthie, G.D. and Hartley, R.C. (2012) Synthesis of polyhydroxylated flavonoids bearing a lipophilic decyl tail as potential therapeutic antioxidants. Canadian Journal of Chemistry = Journal canadien de chimie, 90(1), pp. 23-33. (doi:10.1139/V11-087)

Full text not currently available from Enlighten.

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.

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Caldwell, Dr Stuart and Hartley, Professor Richard
Authors: Caldwell, S.T., McPhail, D.B., Duthie, G.D., and Hartley, R.C.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:Canadian Journal of Chemistry = Journal canadien de chimie
ISSN:0008-4042
Published Online:06 October 2011

University Staff: Request a correction | Enlighten Editors: Update this record