Structural Modification of Epigallocatechin-3-gallate to chroman-3-yl l-valinate in Four Steps

Tea is a daily drink for most people, and one of its major ingredients, epigallocatechin-3-gallate (EGCG), has been widely recognized as a potent antioxidant with diverse biological activities. However, its low stability and bioavailability hinder its further clinical applications. In this study, we...

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Bibliographic Details
Published in:	MolBank Vol. 2024; no. 2
Main Authors:	Yu, Xiaoman, Ren, Zimo, Coghi, Paolo, Ng, Jerome P. L
Format:	Journal Article
Language:	English
Published:	MDPI AG 01-06-2024
Subjects:	Analysis Catechin Chemical synthesis Identification and classification Methods Structure China
Online Access:	Get full text
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Summary:	Tea is a daily drink for most people, and one of its major ingredients, epigallocatechin-3-gallate (EGCG), has been widely recognized as a potent antioxidant with diverse biological activities. However, its low stability and bioavailability hinder its further clinical applications. In this study, we designed and synthesized a novel EGCG-valine derivative 4 by replacing the gallic acid with a valine moiety in four steps. The structural elucidation of derivative 4 was performed using NMR, IR, mass, and UV spectroscopies. Additionally, the physicochemical properties of 4 were predicted by SwissADME, showing improved drug-like parameters and intestinal absorption compared to the parent compound EGCG.
ISSN:	1422-8599 1422-8599
DOI:	10.3390/M1826