The First Racemic Total Syntheses of the Antiplasmodials Watsonianones A and B and Corymbone B.
J Nat Prod
; 83(1): 3-7, 2020 01 24.
Article
en En
| MEDLINE
| ID: mdl-31721580
ABSTRACT
The first biomimetic total syntheses of three biologically meaningful acylphloroglucinols, watsonianones A and B and corymbone B, with potent antiplasmodial activity, were performed. Their total syntheses were carried out through a diversity-oriented synthetic strategy from congener 2,2,4,4-tetramethyl-6-(3-methylbutylidene)cyclohexane-1,3,5-trione with high step efficiency. The spontaneous enolization/air oxidation of the precursor 2,2,4,4-tetramethyl-6-(3-methylbutylidene)cyclohexane-1,3,5-trione through a singlet O2-induced Diels-Alder reaction pathway to assemble the key biosynthetic peroxide intermediate is also discussed.
Texto completo:
1
Colección:
01-internacional
Base de datos:
MEDLINE
Contexto en salud:
3_ND
Problema de salud:
3_malaria
/
3_neglected_diseases
Asunto principal:
Floroglucinol
/
Ciclohexanonas
/
Furanos
/
Antimaláricos
Idioma:
En
Revista:
J Nat Prod
Año:
2020
Tipo del documento:
Article