SYNTHESIS AND BIOLOGICAL-ACTIVITY OF THE DIPHOSPHORYLPHOSPHONATE DERIVATIVES OF (+)-CIS-9-(4'-HYDROXYCYCLOPENT-2'-ENYL)GUANINE AND (-)-CIS-9-(4'- HYDROXYCYCLOPENT-2'-ENYL)GUANINE

被引：45

作者：

MERLO, V

ROBERTS, SM

STORER, R

BETHELL, RC

机构：

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

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

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1994年 / 11期

关键词：

D O I：

10.1039/p19940001477

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The carbovir triphosphate analogue 10 and its enantiomer 11 have been synthesized and tested as inhibitors of HIV-reverse transcriptase; the enantiomer 11, more remotely resembling natural nucleotides in stereochemical terms, is surprisingly the more active compound.

引用

页码：1477 / 1481

页数：5

共 15 条

[1] SYNTHESIS AND ANTIVIRAL ACTIVITY OF THE ENANTIOMERIC FORMS OF CARBA-5-IODO-2'-DEOXYURIDINE AND CARBA-(E)-5-(2-BROMOVINYL)-2'-DEOXYURIDINE
BALZARINI, J
BAUMGARTNER, H
BODENTEICH, M
DECLERCQ, E
GRIENGL, H
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1989, 32 (08) : 1861 - 1865
[2] OXIDATIVE-DEGRADATION OF L-ASCORBIC-ACID ACETALS TO 2',3'-DIDEOXY-3'-OXARIBOFURANOSIDES - SYNTHESIS OF ENANTIOMERICALLY PURE 2',3'-DIDEOXY-3'-OXACYTIDINE STEREOISOMERS AS POTENTIAL ANTIVIRAL AGENTS
BELLEAU, BR
EVANS, CA
TSE, HLA
JIN, HL
DIXIT, DM
MANSOUR, TS
[J]. TETRAHEDRON LETTERS, 1992, 33 (46) : 6949 - 6952
[3] SYNTHESIS OF CHIRAL CARBOCYCLIC NUCLEOSIDES
BORTHWICK, AD
BIGGADIKE, K
[J]. TETRAHEDRON, 1992, 48 (04) : 571 - 623
[4] Cameron Janet M., 1993, Drugs of the Future, V18, P319
[5] THE POTENTIAL OF CARBOCYCLIC NUCLEOSIDES FOR THE TREATMENT OF AIDS - SYNTHESIS OF SOME DIPHOSPHORYLPHOSPHONATES POSSESSING POTENT ACTIVITY AGAINST HIV-CODED REVERSE-TRANSCRIPTASE
COE, DM
ROBERTS, SM
STORER, R
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1992, (20): : 2695 - 2704
[6] GREGSON M, 1993, J CHEM SOC P1, P1717
[7] EFFECTS OF (-)-2'-DEOXY-3'-THIACYTIDINE (3TC) 5'-TRIPHOSPHATE ON HUMAN-IMMUNODEFICIENCY-VIRUS REVERSE-TRANSCRIPTASE AND MAMMALIAN DNA POLYMERASE-ALPHA, POLYMERASE-BETA, AND POLYMERASE-GAMMA
HART, GJ
ORR, DC
PENN, CR
FIGUEIREDO, HT
GRAY, NM
BOEHME, RE
CAMERON, JM
[J]. ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1992, 36 (08) : 1688 - 1694
[8] PREPARATION OF 5'-O-PHOSPHONYLMETHYL ANALOGS OF NUCLEOSIDE-5'-PHOSPHATES, 5'-DIPHOSPHATES AND 5'-TRIPHOSPHATES
HOLY, A
ROSENBERG, I
[J]. COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1982, 47 (12) : 3447 - 3463
[9] POTENT ANTI-HIV AND ANTI-HBV ACTIVITIES OF (-)-L-BETA-DIOXOLANE-C AND (+)-L-BETA-DIOXOLANE-T AND THEIR ASYMMETRIC SYNTHESES
KIM, HO
SHANMUGANATHAN, K
ALVES, AJ
JEONG, LS
BEACH, JW
SCHINAZI, RF
CHANG, CN
CHENG, YC
CHU, CK
[J]. TETRAHEDRON LETTERS, 1992, 33 (46) : 6899 - 6902
[10] Korach M., 1973, ORG SYN COLL, VV, P414

← 1 2 →