Regioselective acylation of flavonoids catalyzed by lipase in low toxicity media

Flavonoid fatty esters were prepared by acylation of flavonoids (rutin and naringin) by fatty acids (C8, C10, C12), catalyzed by immobilized lipase from Candida antarctica in various solvent systems. The reaction parameters affecting the conversion of the enzymatic process, such as the nature of the...

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Bibliographic Details
Main Authors: Kontogianni, A, Skouridou, V, Sereti, V, Stamatis, H, Kolisis, FN
Format: Article in Journal/Newspaper
Language:English
Published: WILEY-V C H VERLAG GMBH 2001
Subjects:
Acylation
Flavonoids
Lipase
Naringin
Organic solvents
Rutin
Food Science & Technology
Nutrition & Dietetics
SOLID-PHASE SYNTHESIS
ENZYMATIC-SYNTHESIS
CANDIDA-ANTARCTICA
NATURAL COMPOUNDS
ORGANIC-SOLVENTS
WATER ACTIVITY
MONOGLYCOSIDES
ANTIOXIDANTS
DERIVATIVES
GLUCOSIDE
Antarc*
Antarctica
Online Access:http://dspace.lib.ntua.gr/handle/123456789/14320
https://doi.org/10.1002/1438-9312(200110)103:10<655::AID-EJLT655>3.3.CO;2-O
Description
Summary:Flavonoid fatty esters were prepared by acylation of flavonoids (rutin and naringin) by fatty acids (C8, C10, C12), catalyzed by immobilized lipase from Candida antarctica in various solvent systems. The reaction parameters affecting the conversion of the enzymatic process, such as the nature of the organic solvent and acyl donor used, the water activity (a(w)) of the system, as well as the acyl donor concentration have been investigated. At optimum reaction conditions, the conversion of flavonoids was 50-60% in tert-butanol at a(w) less than 0.11. In all cases studied, only flavonoid monoester was identified, which indicates that this lipase-catalyzed esterification is regioselective.

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