Total Synthesis and Structural Establishment/Revision of Antibiotics A54145.
Org Lett
; 21(14): 5639-5644, 2019 07 19.
Article
em En
| MEDLINE
| ID: mdl-31265311
ABSTRACT
A54145 is a family of antibacterial cyclic lipodepsipeptides structurally resembling daptomycin. Since its discovery in 1990, only the ambiguous structures of the methoxy-aspartic acid (MeO-Asp) and the hydroxy-asparagine (HO-Asn) have been reported. We have developed efficient routes to obtain the fully protected l-MeO-Asp and l-HO-Asn building blocks compatible with Fmoc-SPPS, and a total synthesis of A54145 that enabled us to establish its structure, consisting of l-3S-HO-Asn and l-3R-MeO-Asp, revising the wrongly proposed structure of l-3S-MeO-Asp.
Texto completo:
1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Antibacterianos
Idioma:
En
Ano de publicação:
2019
Tipo de documento:
Article