Regioselective acylation of flavonoids catalyzed by immobilized Candida antarctica lipase under reduced pressure.
A single-step acylation of rutin and naringin, catalyzed by immobilized Candida antarctica lipase B in 2-methyl-2-butanol, occurred preferentially on the primary hydroxyl group. Using palmitic methyl ester as acyl donor, the acylation rate of naringin was 10-fold higher than that of rutin. Under optimal conditions, i.e. a molar ratio acyl donor/naringin of 7:1 and 200 mbar, 92% naringin was acylated.
Passicos
Emilie
E
Ecole Supérieure de Technologie des Biomolécules de Bordeaux, Université Victor Segalen Bordeaux2, 146 rue Léo Saignat, 33076 Bordeaux cedex, France.
Santarelli
Xavier
X
Coulon
Denis
D
D000215:Acylation; D002175:Candida / Q000201:enzymology*; D002384:Catalysis; D004951:Esterification; D005419:Flavonoids / Q000378:metabolism*; D008049:Lipase / Q000378:metabolism*; D011312:Pressure
D005419:Flavonoids; D008049:Lipase