CHIRAL CARBOCYCLIC NUCLEOSIDES - THE SYNTHESIS AND ANTIVIRAL ACTIVITY OF 4'-HYDROXY AND 4'-FLUOROCARBOCYCLIC-2'-DEOXYGUANOSINES

被引：14

作者：

BORTHWICK, AD ^{[1
]}

BIGGADIKE, K ^{[1
]}

PATERNOSTER, IL ^{[1
]}

COATES, JAV ^{[1
]}

KNIGHT, DJ ^{[1
]}

机构：

[1] GLAXO GRP RES LTD,DEPT VIROL,GREENFORD UB6 0HE,MIDDX,ENGLAND

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1993年 / 3卷 / 12期

关键词：

D O I：

10.1016/S0960-894X(01)80719-8

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The chiral carbocyclic nucleosides 2 and 3 were prepared from aristeromycin. The 4'alpha-hydroxy compound 2 displays good antiviral activity against HSV-1 and HSV-2 with low toxicity.

引用

页码：2577 / 2580

页数：4

共 11 条

[1] 4'-MODIFICATION OF CARBOCYCLIC NUCLEOSIDES - SYNTHESIS OF 4'-ALPHA-FLUORO, 4'-ALPHA-HYDROXY AND 4',6'-UNSATURATED DERIVATIVES OF THE ANTIVIRAL AGENT 2'-ARA-FLUORO CARBOCYCLIC GUANOSINE [J].

BIGGADIKE, K ;

BORTHWICK, AD .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (19) :1380-1382

[2] ENANTIOSPECIFIC SYNTHESIS OF THE POTENT ANTI-HERPETIC CARBOCYCLIC 9-(2'-DEOXY-2'-FLUORO-BETA-D-ARABINOFURANOSYL)GUANINE (+)C-AFG FROM ARISTEROMYCIN [J].

BORTHWICK, AD ;

BIGGADIKE, K ;

HOLMAN, S ;

MO, CL .

TETRAHEDRON LETTERS, 1990, 31 (05) :767-770

[3] FLUOROCARBOCYCLIC NUCLEOSIDES - SYNTHESIS AND ANTIVIRAL ACTIVITY OF 2'-FLUOROCARBOCYCLIC AND 6'-FLUOROCARBOCYCLIC 2'-DEOXY GUANOSINES [J].

BORTHWICK, AD ;

KIRK, BE ;

BIGGADIKE, K ;

EXALL, AM ;

BUTT, S ;

ROBERTS, SM ;

KNIGHT, DJ ;

COATES, JAV ;

RYAN, DM .

JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (03) :907-914

[4]

BORTHWICK AD, 1992, SYNTHESIS CHIRAL CAR, V48, P571

[5] SYNTHESIS FROM (-)-ARISTEROMYCIN AND X-RAY STRUCTURE OF (-)-CARBOVIR [J].

EXALL, AM ;

JONES, MF ;

MO, CL ;

MYERS, PL ;

PATERNOSTER, IL ;

SINGH, H ;

STORER, R ;

WEINGARTEN, GG ;

WILLIAMSON, C ;

BRODIE, AC ;

COOK, J ;

LAKE, DE ;

MEERHOLZ, CA ;

TURNBULL, PJ ;

HIGHCOCK, RM .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (10) :2467-2477

[6] SYNTHESIS AND ANTIVIRAL ACTIVITY OF THE CARBOCYCLIC ANALOGS OF (E)-5-(2-HALOVINYL)-2'-DEOXYURIDINES AND (E)-5-(2-HALOVINYL)-2'-DEOXYCYTIDINES [J].

HERDEWIJN, P ;

DECLERCQ, E ;

BALZARINI, J ;

VANDERHAEGHE, H .

JOURNAL OF MEDICINAL CHEMISTRY, 1985, 28 (05) :550-555

[7] STREPTOMYCES CITRICOLOR NOV SP AND A NEW ANTIBIOTIC ARISTEROMYCIN [J].

KUSAKA, T ;

YAMAMOTO, H ;

SHIBATA, M ;

MUROI, M ;

KISHI, T ;

MIZUNO, K .

JOURNAL OF ANTIBIOTICS, 1968, 21 (04) :255-&

[8] CARBOCYCLIC ANALOGS OF 5-SUBSTITUTED URACIL NUCLEOSIDES - SYNTHESIS AND ANTIVIRAL ACTIVITY [J].

SHEALY, YF ;

ODELL, CA ;

SHANNON, WM ;

ARNETT, G .

JOURNAL OF MEDICINAL CHEMISTRY, 1983, 26 (02) :156-161

[9] SYNTHESIS AND ANTIVIRAL ACTIVITY OF CARBOCYCLIC ANALOGS OF 2'-DEOXYRIBOFURANOSIDES OF 2-AMINO-6-SUBSTITUTED-PURINES AND OF 2-AMINO-6-SUBSTITUTED-8-AZAPURINES [J].

SHEALY, YF ;

ODELL, CA ;

SHANNON, WM ;

ARNETT, G .

JOURNAL OF MEDICINAL CHEMISTRY, 1984, 27 (11) :1416-1421

[10] SYNTHESIS AND ANTIVIRAL ACTIVITY OF THE CARBOCYCLIC ANALOGS OF 5-ETHYL-2'-DEOXYURIDINE AND OF 5-ETHYNYL-2'-DEOXYURIDINE [J].

SHEALY, YF ;

ODELL, CA ;

ARNETT, G ;

SHANNON, WM .

JOURNAL OF MEDICINAL CHEMISTRY, 1986, 29 (01) :79-84

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