An efficient synthesis of methyl 2-cyano-3,12-dioxoursol-1,9-dien-28-oate (CDDU-methyl ester): analogues, biological activities, and comparison with oleanolic acid derivatives.
Org Biomol Chem
; 12(28): 5192-200, 2014 Jul 28.
Article
de En
| MEDLINE
| ID: mdl-24915424
ABSTRACT
An efficient synthesis of methyl 2-cyano-3,12-dioxoursol-1,9-dien-28-oate (CDDU-methyl ester) from commercially available ursolic acid, which features an oxidative ozonolysis-mediated C-ring enone formation, and provides the first access to ursolic acid-derived cyano enone analogues with C-ring activation. These new ursolic acid analogues show potent biological activities, with potency of approximately five-fold less than the corresponding oleanolic acid derivatives.
Texte intégral:
1
Collection:
01-internacional
Base de données:
MEDLINE
Sujet principal:
Acide oléanolique
/
Triterpènes
/
Triterpènes pentacycliques
/
Anti-infectieux
Limites:
Animals
Langue:
En
Journal:
Org Biomol Chem
Sujet du journal:
BIOQUIMICA
/
QUIMICA
Année:
2014
Type de document:
Article
Pays d'affiliation:
États-Unis d'Amérique