New synthesis and antitumor activity of cycloSal-derivatives of 5-fluoro-2'-deoxyuridinemonophosphate

被引：26

作者：

Lorey, M

Meier, C

DeClercq, E

Balzarini, J

机构：

[1] UNIV FRANKFURT,INST ORGAN CHEM,D-60439 FRANKFURT,GERMANY

[2] KATHOLIEKE UNIV LEUVEN,REGA INST MED RES,B-3000 LOUVAIN,BELGIUM

来源：

NUCLEOSIDES & NUCLEOTIDES | 1997年 / 16卷 / 5-6期

关键词：

D O I：

10.1080/07328319708002952

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：

An improved synthesis of 5'-cycloSal-FdUMP 3a-g and 3',5'-bis-cycloSal-FdUMP 9a-g as potential prodrugs of FdU 1 is described. In hydrolysis studies, phosphotriesters 3 released FdUMP 2 selectively by a tandem reaction. The biological activity of cycloSal-phosphotriesters 3 and 9 was evaluated in different cell lines.

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页码：789 / 792

页数：4

相关论文

共 10 条

[1] Synthesis and biological activity of aromatic amino acid phosphoramidates of 5-fluoro-2'-deoxyuridine and 1-beta-arabinofuranosylcytosine: Evidence of phosphoramidase activity [J].

Abraham, TW ;

Kalman, TI ;

McIntee, EJ ;

Wagner, CR .

JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (23) :4569-4575

[2] 5'-[4-(PIVALOYLOXY)-1,3,2-DIOXAPHOSPHORINAN-2-YL]-2'-DEOXY-5-FLUOROURIDINE - A MEMBRANE-PERMEATING PRODRUG OF 5-FLUORO-2'-DEOXYURIDYLIC ACID (FDUMP) [J].

FARQUHAR, D ;

CHEN, R ;

KHAN, S .

JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (03) :488-495

[3] SYNTHESIS AND BIOLOGICAL EVALUATION OF 5-FLUORO-2'-DEOXYURIDINE PHOSPHORAMIDATE ANALOGS [J].

FRIES, KM ;

JOSWIG, C ;

BORCH, RF .

JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (14) :2672-2680

[4] SYNTHESIS AND ANTITUMOR PROPERTIES OF SOME NEUTRAL TRIESTERS OF 5-FLUORO-2'-DEOXYURIDINE-5'-MONOPHOSPHATE AND 3',5'-CYCLIC-MONOPHOSPHATE [J].

GIRARDET, JL ;

GOSSELIN, G ;

PERIGAUD, C ;

BALZARINI, J ;

DECLERCQ, E ;

IMBACH, JL .

NUCLEOSIDES & NUCLEOTIDES, 1995, 14 (3-5) :645-647

[5] MONONUCLEOSIDE PHOSPHOTRIESTER DERIVATIVES WITH S-ACYL-2-THIOETHYL BIOREVERSIBLE PHOSPHATE-PROTECTING GROUPS - INTRACELLULAR DELIVERY OF 3'-AZIDO-2',3'-DIDEOXYTHYMIDINE 5'-MONOPHOSPHATE [J].

LEFEBVRE, I ;

PERIGAUD, C ;

POMPON, A ;

AUBERTIN, AM ;

GIRARDET, JL ;

KIRN, A ;

GOSSELIN, G ;

IMBACH, JL .

JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (20) :3941-3950

[6]

LOREY M, 1997, IN PRESS NUCLEOSIDES

[7] 2-nucleos-5'-O-yl-4H-1,3,2-benzodioxaphosphinin-2-oxides - A new concept for lipophilic, potential prodrugs of biologically active nucleoside monophosphates [J].

Meier, C .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (01) :70-72

[8]

MEIER C, 1996, ANTIVIR RES, V28, pA29

[9]

MEIER C, 1997, IN PRESS NUCLEOSIDES

[10]

MEIER C, 1997, IN PRESS BIOORG MED