A two-step efficient chemoenzymatic synthesis of flavonoid glycoside malonates.
A simple and high-yielding protocol for the malonylation of some flavonoid glycosides is described. The two-step synthesis is based on the regioselective enzymatic introduction of a benzylmalonyl group by catalysis with the lipase from Candida antarctica, followed by Pd/C hydrogenolysis of the benzyl moiety.
Riva
S
S
CNR, Istituto di Chimica degli Ormoni, Milano, Italy.
Danieli
B
B
Luisetti
M
M
D000215:Acylation; D002175:Candida / Q000201:enzymology; D005419:Flavonoids / Q000138:chemical synthesis*; D006027:Glycosides / Q000138:chemical synthesis; D008049:Lipase / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D008314:Malonates / Q000138:chemical synthesis*; D016339:Spectrometry, Mass, Fast Atom Bombardment
D005419:Flavonoids; D006027:Glycosides; D008314:Malonates; D008049:Lipase