An improved synthesis of the C-linked glucuronide of N-(4-Hydroxyphenyl)retinamide

详细信息    查看全文

• 作者：Walker ; Joel R. ; Alshafie ; Galal ; Abou-Issa ; Hussein ; Curley Jr ; Robert W.
• 刊名：Bioorganic and Medicinal Chemistry Letters
• 出版年：2002
• 出版时间：September 2, 2002
• 年：2002
• 卷：12
• 期：17
• 页码：2447-2450
• 全文大小：117 K

文摘

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.