Water-Mediated Synthesis of (E)-3-(1-Methyl-1H-benzo[d]imidazol-5-yl)-N-phenethylacrylamide, a Caffeic Acid Phenethyl Amide Analogue

被引：0
|
作者：
Subbarao, Muppidi [1 ]
Kerwin, Sean M. [1 ,2 ]
机构：
[1] Texas State Univ, Dept Chem & Biochem, San Marcos, TX 78666 USA
[2] Texas State Univ, Mat Sci Engn & Commercializat Program, San Marcos, TX 78666 USA
来源：
MOLBANK | 2024年 / 2024卷 / 04期
基金：
美国国家科学基金会;
关键词：
anticancer; natural product; CAPA; Wittig reaction; water-mediated synthesis; EMPLOYING STABILIZED YLIDES; WITTIG REACTIONS; ESTERS;
D O I：
10.3390/M1915
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Caffeic acid phenethyl ester (CAPE) is a phenolic natural product with diverse biological activities, notably anticancer properties. However, its ester group is metabolically unstable. The amide derivative, CAPA, offers improved metabolic stability to esterases but still possesses a metabolically liable catechol group. In this work, we describe the synthesis of a novel CAPA analogue in which the catechol is replaced with a benzimidazole bioisostere via a water-mediated Wittig reaction.
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页数：6
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