1.
Bioorg Med Chem Lett
; 16(18): 4965-8, 2006 Sep 15.
Artigo
em Inglês
| MEDLINE
| ID: mdl-16806919
RESUMO
A series of 4,5-disubstituted cis-pyrrolidinones was investigated as inhibitors of 17beta-HSD II for the treatment of osteoporosis. Biochemical data for several compounds are given. Compound 42 was selected as the lead candidate.
Assuntos
17-Hidroxiesteroide Desidrogenases/antagonistas & inibidores , Inibidores Enzimáticos/síntese química , Inibidores Enzimáticos/farmacologia , Pirrolidinonas/química , Pirrolidinonas/farmacologia , Tiofenos/química , Tiofenos/farmacologia , 17-Hidroxiesteroide Desidrogenases/metabolismo , Animais , Linhagem Celular , Inibidores Enzimáticos/química , Humanos , Concentração Inibidora 50 , Macaca fascicularis , Pirrolidinonas/síntese química , Ratos , Estereoisomerismo , Relação Estrutura-Atividade , Tiofenos/síntese química
2.
J Org Chem
; 62(9): 2782-2785, 1997 May 02.
Artigo
em Inglês
| MEDLINE
| ID: mdl-11671640
RESUMO
(5aR,11bS)-4,5,5a,6,7,11b-Hexahydro-2-propyl-3-thia-5-azacyclopenta[c]phenanthrene-9,10-diol (A-86929, 1), a potent selective dopamine D1 agonist, was synthesized enantioselectively from D-aspartic acid. Key features of the 10-step synthesis are the following: (1) there is no chromatography required; (2) formation of 15 occurs in >99% ee; (3) the electrophilic cyclization to provide the desired trans stereochemisry in 18 is achieved with no loss of enantiomeric integrity.
