SYNTHESIS OF 1',2'-SECO ANALOGS OF DIDEOXY DIDEHYDRO NUCLEOSIDES AS POTENTIAL ANTIVIRAL AGENTS

被引：9

作者：

AZYMAH, M ^{[1
]}

CHAVIS, C ^{[1
]}

LUCAS, M ^{[1
]}

IMBACH, JL ^{[1
]}

机构：

[1] UNIV MONTPELLIER SCI & TECH LANGUEDOC 2,CNRS,CHIM BIOORGAN LAB,CASE 008,F-34095 MONTPELLIER 5,FRANCE

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1991年 / 06期

关键词：

D O I：

10.1039/p19910001561

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The racemic 1',2'-seco analogues of dideoxy didehydro nucleosides have been synthesized via a six-step chemical sequence. In this way (+/-)-1-[(1'-hydroxybut-3'-en-2'-yloxy)methyl]thymine 3d or cytosine 3b and (+/-)-9-[(1'-hydroxybut-3'-en-2'-yloxy)methyl] adenine 3a or guanine 3c have been obtained and their antiviral evaluation is reported.

引用

页码：1561 / 1563

页数：3

共 9 条

[1] EFFICIENT SYNTHESIS OF 1,2-SECO AND 1,2-SECO 2-NOR PYRIMIDINE AND PURINE NUCLEOSIDES [J].

AZYMAH, M ;

CHAVIS, C ;

LUCAS, M ;

IMBACH, JL .

TETRAHEDRON LETTERS, 1989, 30 (45) :6165-6168

[2]

BALZARINI J, 1990, DESIGN ANTIAIDS DRUG, V14, P175

[3] IMPROVED PROCEDURE FOR THE REGIOSPECIFIC SYNTHESIS OF 2'-DEOXYRIBONUCLEOSIDES [J].

BAUD, MV ;

CHAVIS, C ;

LUCAS, M ;

IMBACH, JL .

TETRAHEDRON LETTERS, 1990, 31 (31) :4437-4440

[4] EFFECT OF ACYCLIC PYRIMIDINES RELATED TO 9-[(1,3-DIHYDROXY-2-PROPOXY)METHYL]GUANINE ON HERPESVIRUSES [J].

BEAUCHAMP, LM ;

SERLING, BL ;

KELSEY, JE ;

BIRON, KK ;

COLLINS, P ;

SELWAY, J ;

LIN, JC ;

SCHAEFFER, HJ .

JOURNAL OF MEDICINAL CHEMISTRY, 1988, 31 (01) :144-149

[5] GENERAL SYNTHESES OF 2',3'-DIDEOXYNUCLEOSIDES AND 2',3'-DIDEHYDRO-2',3'-DIDEOXYNUCLEOSIDES [J].

CHU, CK ;

BHADTI, VS ;

DOBOSZEWSKI, B ;

GU, ZP ;

KOSUGI, Y ;

PULLAIAH, KC ;

VANROEY, P .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (09) :2217-2225

[6] ANTI-HIV-1 ACTIVITY OF 2',3'-DIDEOXYNUCLEOSIDE ANALOGS - STRUCTURE-ACTIVITY RELATIONSHIP [J].

DECLERCQ, E ;

VANAERSCHOT, A ;

HERDEWIJN, P ;

BABA, M ;

PAUWELS, R ;

BALZARINI, J .

NUCLEOSIDES & NUCLEOTIDES, 1989, 8 (5-6) :659-671

[7]

RAMARAO AV, 1989, TETRAHEDRON, V45, P703

[8]

Sober HA, 1970, HDB BIOCH

[9] ANTI-RETROVIRAL THERAPY OF AIDS AND RELATED DISORDERS - GENERAL-PRINCIPLES AND SPECIFIC DEVELOPMENT OF DIDEOXYNUCLEOSIDES [J].

YARCHOAN, R ;

BRODER, S .

PHARMACOLOGY & THERAPEUTICS, 1989, 40 (03) :329-348

← 1 →