Uridine phosphorylase inhibitors: Chemical modification of benzyloxybenzyl-barbituric acid and its effects on UrdPase inhibition

被引：38

作者：

Guerin, DJ

Mazeas, D

Musale, MS

Naguib, FNM

Al Safarjalani, ON

el Kouni, MH

Panzica, RP ^{[1
]}

机构：

[1] Univ Rhode Isl, Dept Biomed Sci, Kingston, RI 02881 USA

[2] Univ Rhode Isl, Dept Chem, Kingston, RI 02881 USA

[3] Univ Alabama, Dept Pharmacol, Birmingham, AL 35294 USA

[4] Univ Alabama, Ctr Comprehens Canc, Birmingham, AL 35294 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1999年 / 9卷 / 11期

关键词：

D O I：

10.1016/S0960-894X(99)00238-3

中图分类号：

R914 [药物化学];

学科分类号：

100701 [药物化学];

摘要：

5-(o-Benzyloxy)benzylbarbituric acid (6) and 5-(p-benzyloxy)benzylbarbituric acid (7) were prepared and their inhibitory activities compared to 5-(m-benzyloxy)-benzylbarbituric acid (BBB) a known, potent inhibitor of uridine phosphorylase (UrdPase). Compounds 6 and 7 were 18-fold and 51-fold less active, respectively, than BBB in inhibiting UrdPase. These data provide solid evidence that the 5-benzylbarbituric acids possessing meta substituents are the most active inhibitors. In addition, 2-thioBBB (11) was synthesized and it was shown to be as active an inhibitor as BBB. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：1477 / 1480

页数：4

共 6 条

[1]

INVESTIGATION OF THE STRUCTURE AND C-13 NMR-SPECTRUM OF 5-PHENYLBARBITURIC ACID [J].