Stereoisomers of cyclic urea HIV-1 protease inhibitors: synthesis and binding affinities.
J Med Chem
; 41(25): 5113-7, 1998 Dec 03.
Article
em En
| MEDLINE
| ID: mdl-9836627
ABSTRACT
We have synthesized stereoisomers of cyclic urea HIV-1 protease inhibitors to study the effect of varying configurations on binding affinities. Four different synthetic approaches were used to prepare the desired cyclic urea stereoisomers. The original cyclic urea synthesis using amino acid starting materials was used to prepare three isomers. Three additional isomers were prepared by synthetic routes utilizing L-tartaric acid and D-sorbitol as chiral starting materials. A stereoselective hydroxyl inversion of the cyclic urea trans-diol was used to prepare three additional isomers. In all 9 of the 10 possible cyclic urea stereoisomers were prepared, and their binding affinities are described.
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Base de dados:
MEDLINE
Assunto principal:
Ureia
/
Protease de HIV
/
Inibidores da Protease de HIV
/
Fármacos Anti-HIV
Idioma:
En
Revista:
J Med Chem
Assunto da revista:
QUIMICA
Ano de publicação:
1998
Tipo de documento:
Article
País de afiliação:
Estados Unidos