Synthesis and antiviral activities of some novel carbocyclic nucleosides

被引:11
作者
Balo, MC
Fernandez, F
Lens, E
Lopez, C
DeClercq, E
Andrei, G
Snoeck, R
Balzarini, J
机构
[1] UNIV SANTIAGO,FAC FARM,DEPT QUIM ORGAN,E-15706 SANTIAGO COMPOSTE,SPAIN
[2] KATHOLIEKE UNIV LEUVEN,REGA INST MED RES,B-3000 LOUVAIN,BELGIUM
来源
NUCLEOSIDES & NUCLEOTIDES | 1996年 / 15卷 / 7-8期
关键词
D O I
10.1080/07328319608002434
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
cis-3-Aminomethylcyclopentylmethanol (4), prepared from norbornene (5) in four steps and 51% overall yield, was used as a precursor in the synthesis of carbocylic nucleosides 13-18 containing guanine and 8-azaguanine bases. None of these compounds had appreciable activity against fourteen viruses in the concentration range tested. Compounds 13 and 16 showed cytotoxicity to all or part of the cell lines used.
引用
收藏
页码:1335 / 1346
页数:12
相关论文
共 13 条
[1]   SYNTHESIS AND ANTIVIRAL ACTIVITY OF THE ENANTIOMERIC FORMS OF CARBA-5-IODO-2'-DEOXYURIDINE AND CARBA-(E)-5-(2-BROMOVINYL)-2'-DEOXYURIDINE [J].
BALZARINI, J ;
BAUMGARTNER, H ;
BODENTEICH, M ;
DECLERCQ, E ;
GRIENGL, H .
JOURNAL OF MEDICINAL CHEMISTRY, 1989, 32 (08) :1861-1865
[2]  
BALZARINI J, 1990, DESIGN ANTIAIDS DRUG, P175
[3]   SYNTHESIS OF CHIRAL CARBOCYCLIC NUCLEOSIDES [J].
BORTHWICK, AD ;
BIGGADIKE, K .
TETRAHEDRON, 1992, 48 (04) :571-623
[4]  
BROWN HC, 1981, SYNTHESIS-STUTTGART, P441
[5]  
CLARK RD, 1974, ORG PREP P INT, V6, P49
[6]  
DECLERCQ E, 1994, IN VITRO EX VIVO TES, P108
[7]  
HOWARD T, 1983, ALDRICHIM ACTA, V16, P13
[8]   CARBOCYCLIC NUCLEOSIDES [J].
MARQUEZ, VE ;
LIM, MI .
MEDICINAL RESEARCH REVIEWS, 1986, 6 (01) :1-40
[9]   SYNTHESIS AND BIOLOGICAL EVALUATION OF CARBOCYCLIC ANALOGS OF LYXOFURANOSIDES OF 2-AMINO-6-SUBSTITUTED-PURINES AND 2-AMINO-6-SUBSTITUTED-8-AZAPURINES [J].
PETERSON, ML ;
VINCE, R .
JOURNAL OF MEDICINAL CHEMISTRY, 1990, 33 (04) :1214-1219
[10]   SYNTHESIS OF CARBOCYCLIC ANALOGS OF PURINE RIBONUCLEOSIDES [J].
SHEALY, YF ;
CLAYTON, JD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (11) :3075-+