SYNTHESIS OF URIDINE DERIVATIVES CONTAINING STRATEGICALLY PLACED RADICAL TRAPS AS POTENTIAL INHIBITORS OF RIBONUCLEOTIDE REDUCTASE

被引：14

作者：

AUGUSTE, SP ^{[1
]}

YOUNG, DW ^{[1
]}

机构：

[1] UNIV SUSSEX,SCH CHEM & MOLEC SCI,BRIGHTON BN1 9QJ,E SUSSEX,ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1995年 / 04期

关键词：

D O I：

10.1039/p19950000395

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of uridine derivatives have been prepared with a view to inhibiting the enzyme ribonucleotide reductase by trapping the radical responsible for initiating the reduction. These have an oxime ether on the beta face at C-3 or C-2 of the ribose moiety.

引用

页码：395 / 404

页数：10

共 12 条

[1] MECHANISM OF INACTIVATION OF ESCHERICHIA-COLI RIBONUCLEOTIDE REDUCTASE BY 2'-CHLORO-2'-DEOXYURIDINE 5'-DIPHOSPHATE - EVIDENCE FOR GENERATION OF A 2'-DEOXY-3'-KETONUCLEOTIDE VIA A NET 1,2 HYDROGEN SHIFT [J].

ATOR, MA ;

STUBBE, J .

BIOCHEMISTRY, 1985, 24 (25) :7214-7221

[2]

CARRUTHERS W, 1986, SOME MODERN METHODS, P98

[3] CARBODIIMIDE-SULFOXIDE REACTIONS .6. SYNTHESES OF 2'- AND 3'-KETOURIDINES [J].

COOK, AF ;

MOFFATT, JG .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (11) :2697-&

[4] CONVERSION OF KETONES HAVING DELTA,EPSILON-PI-FUNCTIONS TO CYCLOPENTANOLS BY ZINC-TRIMETHYLCHLOROSILANE [J].

COREY, EJ ;

PYNE, SG .

TETRAHEDRON LETTERS, 1983, 24 (28) :2821-2824

[5] THE STEREOSELECTIVITY OF INTERMOLECULAR FREE-RADICAL REACTIONS [J].

GIESE, B .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1989, 28 (08) :969-980

[6] BIS(TRIMETHYLSTANNYL)BENZOPINACOLATE-MEDIATED INTERMOLECULAR FREE-RADICAL CARBON CARBON BOND-FORMING REACTIONS - A NEW ONE-CARBON HOMOLOGATION [J].

HART, DJ ;

SEELY, FL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (05) :1631-1633

[7]

Jackman LM, 1969, APPLICATIONS NUCLEAR, P226

[8] COMPETITION RATE CONSTANTS FOR ADDITION OF CYCLOHEXYL RADICAL TO AMIDE SUBSTITUTED ALKENES - ORIGINS OF ACYCLIC STEREOSELECTION IN RADICAL ADDITIONS [J].

PORTER, NA ;

WU, WX ;

MCPHAIL, AT .

TETRAHEDRON LETTERS, 1991, 32 (06) :707-710

[9]

SAMANO V, 1991, SYNTHESIS-STUTTGART, P283

[10]

STUBBE J, 1983, J BIOL CHEM, V258, P1625

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