STUDIES OF THE SELECTIVE O-ALKYLATION AND DEALKYLATION OF FLAVONOIDS .17. SYNTHESIS OF 5,8-DIHYDROXY-6,7-DIMETHOXYFLAVONES AND REVISED STRUCTURES FOR SOME NATURAL FLAVONES

被引：27

作者：

HORIE, T

KAWAMURA, Y

YAMAMOTO, H

KITOU, T

YAMASHITA, K

机构：

[1] Department of Chemical Science and Technology, Faculty of Engineering, The University of Tokushima, Tokushima, 770, Minamijosanjima-cho

来源：

PHYTOCHEMISTRY | 1995年 / 39卷 / 05期

关键词：

SCUTELLARIA BAICALENSIS; LABIATAE; HELICHRYSUM SPECIES; GNAPHALIUM GAUDICHAUDIANUM; COMPOSITAE; REVISED STRUCTURES; PEDUNCULIN; 5,8-DIHYDROXY-6,7-DIMETHOXYFLAVONES; 5,6-DIHYDROXY-7,8-DIMETHOXYFLAVONES; 5,7-DIHYDROXY-6,8-DIMETHOXYFLAVONES;

D O I：

10.1016/0031-9422(95)00070-N

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Six 5,8-dihydroxy-6,7-dimethoxyflavones and three 8-hydroxy-5,6,7-trimethoxyflavones were synthesized from 2',5'-dihydroxy-3',4',6'-trimethoxyacetophenone by adapting the selective O-alkylation and dealkylation, and the differentiation between the flavones and their isomeric 6-hydroxyflavones was clarified by H-1 NMR and UV spectra. Four natural flavones proposed as 5,8-dihydroxy-6,7-dimethoxyflavones, must have other structures and three are shown to be the isomeric 5,7-dihydroxy-6, 8-dimethoxyflavones. A flavone, is elated from Ageratum conyzoides, is correctly identified as 8-hydroxy- 5,6,7,3',4', 5'-hexamethoxyflavone, but the structure of a flavone, isolated from Helichrysum, is revised to the isomeric 7-hydroxy-5,6,8-trimethoxyflavone.

引用

页码：1201 / 1210

页数：10

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