Isotopic labelling of quercetin 3-glucoside

被引：30

作者：

Caldwell, Stuart T.

Petersson, Hanna M.

Farrugia, Louis J.

Mullen, William

Crozier, Alan

Hartley, Richard C. ^{[1
]}

机构：

[1] Univ Glasgow, WestCHEM Dept Chem, Glasgow G12 8QQ, Lanark, Scotland

[2] Univ Glasgow, Div Biochem & Mol Biol, Glasgow G12 8QQ, Lanark, Scotland

来源：

TETRAHEDRON | 2006年 / 62卷 / 31期

关键词：

D O I：

10.1016/j.tet.2006.05.046

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The potentially important dietary antioxidant, quercetin 3-O-beta-D-glucoside, has been C-13-labelled at C-2 of the flavonoid unit by synthesis in 15% yield over five steps from [C-13] carbon dioxide. The route is appropriate for radiochemical synthesis. Formation of the protected 3-glucosylated flavonol appears to result from [1,7]-sigmatropic rearrangement with migration of a benzyl group followed by cyclisation. A free 5-OH results even when a phosphazene superbase is used. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：7257 / 7265

页数：9

共 40 条

[21]

JAIN AC, 1987, INDIAN J CHEM B, V26, P488

[22]

Kratzl K., 1953, Holzforschung, V7, P66, DOI 10.1515/hfsg.1953.7.2-3.66

[23] Kinetic and stoichiometric assessment of the antioxidant activity of flavonoids by electron spin resonance spectroscopy [J].