Synthesis of 3'-(4-nitroimidazol-1-yl)-2',3'-dideoxynucleosides of pyrimidine analogues and their biological evaluation against HIV.
Arch Pharm (Weinheim)
; 323(12): 949-53, 1990 Dec.
Article
em En
| MEDLINE
| ID: mdl-2096797
ABSTRACT
Reaction of 1,5-di-O-acetyl-2,3-dideoxy-3-phthalimido-beta-D-erythro-pento-fur anose (1) with silylated pyrimidinediones 2a-c using the Lewis acid trimethylsilyl triflate as catalyst afforded nucleosides 3a-c and 4a,c which were deprotected with 33% methylamine/ethanol to give the corresponding 3-aminonucleosides 5a-c and 6. These were reacted with 1,4-dinitroimidazoles 7a,b to give the 3-imidazolyldideoxynucleosides 8a,b and 9a-f. At sub-toxic concentrations these compounds were ineffective against HIV-1.
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Base de dados:
MEDLINE
Assunto principal:
Antivirais
/
Nucleosídeos de Pirimidina
/
Didesoxinucleosídeos
/
HIV-1
/
Nitroimidazóis
Idioma:
En
Ano de publicação:
1990
Tipo de documento:
Article