ChemInform Abstract: An Improved Synthesis of the C-Linked Glucuronide of N-(4-Hydroxyphenyl)retinamide

Autor: Joel R. Walker, Galal A. Alshafie, Hussein Abou-Issa, Robert W. Curley
Rok vydání: 2010
Předmět:
Zdroj: ChemInform. 33
ISSN: 1522-2667
0931-7597
DOI: 10.1002/chin.200251202
Popis: Retinoic acid analogues such as N-(4-hydroxyphenyl)retinamide (4-HPR) are effective chemopreventatives and chemotherapeutics for numerous types of cancer. The C-linked analogue of the O-glucuronide of 4-HPR (4-HPRCG) has been shown to be a more effective agent. The synthetic route to this molecule has been significantly improved by access to a key C-benzyl-glucuronide intermediate through employment of a Suzuki coupling reaction between an exoanomeric methylene sugar and an aryl bromide. Preliminary evidence shows 4-HPRCG has chemotherapeutic activity.
Databáze: OpenAIRE