Regioselective enzymatic acetylation of the aglycone moiety of a secoiridoid glucoside. Two new secoiridoid glucoside acetates.
Candida antarctica lipase (CAL) catalyses the regioselective acetylation of the 10-hydroxyl group of 10-hydroxyoleoside dimethyl ester, a secoiridoid glucoside, using THF as a solvent and ethyl acetate or vinyl acetate as acetyl group suppliers. Two acetyl derivatives at 3'- and 6'-sites of the glucosidic ring of 10-acetoxyoleoside dimethylester, not previously described, were obtained by acetylation in the same conditions.
Pérez
José Andrés
JA
Instituto Universitario de Bioorgánica, Universidad de La Laguna, Carretera de la Esperanza, Tenerife, Canary Islands, Spain. japerez@ull.es
Boluda
Carlos
C
López
Hermelo
H
Trujillo
Juan Manvel
JM
Hernández
José Manuel
JM
D000107:Acetylation; D004800:Enzymes, Immobilized / Q000737:chemistry; D039823:Iridoids / Q000138:chemical synthesis*; D031660:Jasminum / Q000737:chemistry; D008049:Lipase; D015394:Molecular Structure
D004800:Enzymes, Immobilized; D039823:Iridoids; D008049:Lipase