SYSTEMATIC SYNTHESIS AND ANTIVIRAL EVALUATION OF ALPHA-L-ARABINOFURANOSYL AND 2'-DEOXY-ALPHA-L-ERYTHRO-PENTO-FURANOSYL NUCLEOSIDES OF THE 5 NATURALLY-OCCURRING NUCLEIC-ACID BASES

被引:33
作者
GENUDELLAC, C
GOSSELIN, G
PUECH, F
HENRY, JC
AUBERTIN, AM
OBERT, G
KIRN, A
IMBACH, JL
机构
[1] UNIV MONTPELLIER SCI & TECH LANGUEDOC 2,CHIM BIOORGAN LAB,CNRS,UNITE MIXTE RECH SYNTHELABO 112,F-34095 MONTPELLIER 5,FRANCE
[2] UNIV STRASBOURG 1,FAC MED,VIROL LAB,INSERM,U74,F-67070 STRASBOURG,FRANCE
来源
NUCLEOSIDES & NUCLEOTIDES | 1991年 / 10卷 / 06期
关键词
D O I
10.1080/07328319108047067
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
The alpha-L-arabinofuranosyl and 2'-deoxy-alpha-L-erythro-pentofuranosyl analogues of the naturally occurring nucleosides have been synthesized and their antiviral properties examined. The alpha-L-arabinofuranosyl nucleosides were prepared by glycosylation of purine and pyrimidine aglycons with a suitably peracyl-alpha-L-arabinose, followed by removal of the protecting groups. Their 2'-deoxy derivatives were obtained by sequential selective 2'-O-deacylation and deoxygenation. All the prepared compounds were tested for their activity against a variety of RNA and DNA viruses, but they did not show significant antiviral activity.
引用
收藏
页码:1345 / 1376
页数:32
相关论文
共 27 条
[11]  
HOLY A, 1978, NUCLEIC ACID CHEM 2, P527
[12]  
HOLY A, 1978, NUCL ACID CHEM IMP 1, P347
[13]  
JOYCE GF, 1984, NATURE, P310
[14]  
LEDOAN T, 1989, B CANCER, V76, P849
[15]  
MILLER PS, 1988, ANNU REP MED CHEM, V23, P295
[17]  
PAOLETTI C, 1988, ANTI-CANCER DRUG DES, V2, P325
[18]   RAPID AND AUTOMATED TETRAZOLIUM-BASED COLORIMETRIC ASSAY FOR THE DETECTION OF ANTI-HIV COMPOUNDS [J].
PAUWELS, R ;
BALZARINI, J ;
BABA, M ;
SNOECK, R ;
SCHOLS, D ;
HERDEWIJN, P ;
DESMYTER, J ;
DECLERCQ, E .
JOURNAL OF VIROLOGICAL METHODS, 1988, 20 (04) :309-321
[19]   DETECTION, ISOLATION, AND CONTINUOUS PRODUCTION OF CYTOPATHIC RETROVIRUSES (HTLV-III) FROM PATIENTS WITH AIDS AND PRE-AIDS [J].
POPOVIC, M ;
SARNGADHARAN, MG ;
READ, E ;
GALLO, RC .
SCIENCE, 1984, 224 (4648) :497-500
[20]  
Rayner B., 1989, TOPICS MOL STRUCTURA, V12, P119