Synthesis of some hydroxamic acids related to uridine: Potential inhibitors of ribonucleoside diphosphate reductase

被引:5
作者
Currid, P [1 ]
Wightman, RH [1 ]
机构
[1] HERIOT WATT UNIV,DEPT CHEM,EDINBURGH EH14 4AS,MIDLOTHIAN,SCOTLAND
来源
NUCLEOSIDES & NUCLEOTIDES | 1997年 / 16卷 / 1-2期
基金
英国工程与自然科学研究理事会;
关键词
PROTEIN; NUCLEOSIDES;
D O I
10.1080/07328319708002527
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
5-(N-Hydroxy)carboxamidouridine (5) and 5-(N-hydroxy)carboxamidomethyluridine (6) have been synthesized; these hydroxamic acids incorporate a radical trap into a nucleoside structure, and are designed as potential inhibitors of ribonucleotide diphosphate reductase.
引用
收藏
页码:115 / 128
页数:14
相关论文
共 20 条
[1]   SYNTHESIS OF URIDINE DERIVATIVES CONTAINING STRATEGICALLY PLACED RADICAL TRAPS AS POTENTIAL INHIBITORS OF RIBONUCLEOTIDE REDUCTASE [J].
AUGUSTE, SP ;
YOUNG, DW .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1995, (04) :395-404
[2]   ACETYLATION AND CLEAVAGE OF PURINE NUCLEOSIDES - SYNTHESIS OF 6-AZAURIDINE, 5-FLUOROURIDINE, AND 5-METHYLURIDINE [J].
BERANEK, J ;
HREBABECKY, H .
NUCLEIC ACIDS RESEARCH, 1976, 3 (05) :1387-1399
[3]   SITE-DIRECTED MUTAGENESIS AND DELETION OF THE CARBOXYL TERMINUS OF ESCHERICHIA-COLI RIBONUCLEOTIDE REDUCTASE PROTEIN R2 - EFFECTS ON CATALYTIC ACTIVITY AND SUBUNIT INTERACTION [J].
CLIMENT, I ;
SJOBERG, BM ;
HUANG, CY .
BIOCHEMISTRY, 1992, 31 (20) :4801-4807
[4]  
ELFORD HL, 1985, PHARMACOL THERAPEUT, V27, P239
[5]   SYNTHESIS OF ACYCLONUCLEOSIDE HYDROXAMIC ACIDS AS INHIBITORS OF RIBONUCLEOTIDE REDUCTASE [J].
FARR, RA ;
BEY, P ;
SUNKARA, PS ;
LIPPERT, BJ .
JOURNAL OF MEDICINAL CHEMISTRY, 1989, 32 (08) :1879-1885
[6]   SYNTHESIS OF 5-CARBOXYMETHYLURIDINE - A NUCLEOSIDE FROM TRANSFER RIBONUCLEIC ACID [J].
FISSEKIS, JD ;
SWEET, F .
BIOCHEMISTRY, 1970, 9 (16) :3136-&
[7]   NOVEL C-C BOND FORMATION AT THE 5-POSITION OF URACILS - FACILE SYNTHESIS OF 5-METHOXYCARBONYLMETHYLURIDINE AND 5-CARBAMOYLMETHYL-URIDINE, MINOR COMPONENT NUCLEOSIDES DERIVED FROM TRANSFER RIBONUCLEASE [J].
HIROTA, K ;
SUEMATSU, M ;
KUWABARA, Y ;
ASAO, T ;
SENDA, S .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1981, (12) :623-624
[8]  
IKEDA K, 1975, CHEM PHARM BULL, V23, P2958
[9]  
MAO SS, 1990, MOLECULAR MECHANISMS IN BIOORGANIC PROCESSES, P305
[10]   CHARACTERIZATION OF C439SR1, A MUTANT OF ESCHERICHIA-COLI RIBONUCLEOTIDE DIPHOSPHATE REDUCTASE - EVIDENCE THAT C439 IS A RESIDUE ESSENTIAL FOR NUCLEOTIDE REDUCTION AND C439SR1 IS A PROTEIN POSSESSING NOVEL THIOREDOXIN-LIKE ACTIVITY [J].
MAO, SS ;
YU, GX ;
CHALFOUN, D ;
STUBBE, J .
BIOCHEMISTRY, 1992, 31 (40) :9752-9759