A large series of hydroxytyrosyl esters of C2-C18 fatty acids with increasing lipophilicity was prepared by acylation of methylorthoformate-protected hydroxytyrosol and tested for the relative antioxidant activity using ABTS assays in ethanolic medium and DCF assays on whole L6 cells. No correlation between lipophilicity and antioxidant activity was found. ABTS assays showed a growing activity, with respect to hydroxytyrosol, only for medium-sized ester chains (C4-C10), and a nearly constant activity for the higher homologues. A similar and dose-dependent pattern was observed in DCF assays on whole L6 cells, but a sharp activity drop resulted for long chain esters. Possible explanations are given.
Tofani, D., Balducci, V., Gasperi, T., Incerpi, S., Gambacorta, A. (2010). Fatty acid hydroxytyrosyl esters: structure/antioxidant activity relationship by ABTS and in cell-culture DCF assays. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 58, 5292-5299 [10.1021/jf1000716].
Fatty acid hydroxytyrosyl esters: structure/antioxidant activity relationship by ABTS and in cell-culture DCF assays
TOFANI, DANIELA;GASPERI, TECLA;INCERPI, Sandra;GAMBACORTA, Augusto
2010-01-01
Abstract
A large series of hydroxytyrosyl esters of C2-C18 fatty acids with increasing lipophilicity was prepared by acylation of methylorthoformate-protected hydroxytyrosol and tested for the relative antioxidant activity using ABTS assays in ethanolic medium and DCF assays on whole L6 cells. No correlation between lipophilicity and antioxidant activity was found. ABTS assays showed a growing activity, with respect to hydroxytyrosol, only for medium-sized ester chains (C4-C10), and a nearly constant activity for the higher homologues. A similar and dose-dependent pattern was observed in DCF assays on whole L6 cells, but a sharp activity drop resulted for long chain esters. Possible explanations are given.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
