Hybrid aminoglycoside antibiotics via Tsuji palladium-catalyzed allylic deoxygenation.
Org Lett
; 13(24): 6476-9, 2011 Dec 16.
Article
em En
| MEDLINE
| ID: mdl-22085292
ABSTRACT
Biosynthetically inspired manipulation of the antibiotic paromomycin led, in six high-yielding steps, to a ring A harboring an α,ß-unsaturated 6'-aldehyde and an allylic 3'-methylcarbonate group. Tsuji deoxygenation in the presence of 5 mol % Pd(2)(dba)(3) and Bu(3)P granted access to a novel series of 3',4'-dideoxy-4',5'-dehydro ring A hybrids. The neomycin-sisomicin hybrid exhibited superior in vitro antibacterial activity to the parent compound neomycin.
Texto completo:
1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Paládio
/
Aminoglicosídeos
/
Antibacterianos
Idioma:
En
Revista:
Org Lett
Assunto da revista:
BIOQUIMICA
Ano de publicação:
2011
Tipo de documento:
Article