Synthesis of a 3,4,5-Trimethoxybenzoyl Ester Analogue of Epigallocatechin-3-gallate (EGCG):  A Potential Route to the Natural Product Green Tea Catechin, EGCG

The synthesis of a trimethoxybenzoyl ester (D-ring) analogue of epigallocatechin-3-gallate (EGCG) is described. The versatile synthesis route can be used to synthesize A, B, and D ring analogues of EGCG and involves a key cyclization of the chalcone to the 3-flavene. This synthesis provides a possib...

Full description

Saved in:
Bibliographic Details
Published in:Organic letters 2001-03, Vol.3 (6), p.843-846
Main Author: Zaveri, Nurulain T
Format: Article
Language:English
Subjects:
Catechin - analogs & derivatives
Catechin - chemical synthesis
Catechin - chemistry
Esters - chemical synthesis
Indicators and Reagents
Models, Molecular
Molecular Conformation
Molecular Structure
Structure-Activity Relationship
Tea
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:The synthesis of a trimethoxybenzoyl ester (D-ring) analogue of epigallocatechin-3-gallate (EGCG) is described. The versatile synthesis route can be used to synthesize A, B, and D ring analogues of EGCG and involves a key cyclization of the chalcone to the 3-flavene. This synthesis provides a possible route to the polyphenolic green tea natural product EGCG.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol007000o