Total Synthesis of Trioxacarcins DC-45-A1, A, D, C, and C7â³-epi-C and Full Structural Assignment of Trioxacarcin C.
J Am Chem Soc
; 138(9): 3118-24, 2016 Mar 09.
Article
em En
| MEDLINE
| ID: mdl-26910506
ABSTRACT
Trioxacarcins DC-45-A2, DC-45-A1, A, D, C7â³-epi-C, and C have been synthesized through stereoselective strategies involving BF3·Et2O-catalyzed ketone-epoxide opening and gold-catalyzed glycosylation reactions, and the full structural assignment of trioxacacin C was deciphered via the syntheses of both of its C7â³ epimers. The gathered knowledge sets the foundation for the design, synthesis, and biological evalution of analogues of these natural products as potential payloads for antibody-drug conjugates and other delivery systems for targeted and personalized cancer chemotherapy.
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1
Base de dados:
MEDLINE
Assunto principal:
Aminoglicosídeos
Idioma:
En
Ano de publicação:
2016
Tipo de documento:
Article