Please use this identifier to cite or link to this item: http://hdl.handle.net/20.500.12779/4933
Title: Antioxidant activity of ferulic acid alkyl esters in a heterophasic system: a mechanistic insight
Authors: Anselmi, Cecilia
Bernini, A
Buonocore, A
Centini, Marisanna 
Granata, P
MAFFEI FACINO, R
Sega, Alessandro 
Keywords: Alkyl ferulate; antioxidant/radical scavenging activity; acellular and cellular models; conformational analysis; intervention in biological membranes
Issue Date: 2004
Project: None 
Journal: JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
Abstract: 
The antioxidant activity of some esters of ferulic acid with the linear fatty alcohols C7, C8 (branched and linear), C9, C11, C12, C13, C15, C16, and C18 has been studied in homogeneous and heterogeneous phases. Whereas in homogeneous phase all of the alkyl ferulates possessed similar radical-scavenging abilities, in rat liver microsomes they showed striking differences, the more effective being C12 (7) (IC50 ) 11.03 íM), linear C8 (3) (IC50 ) 12.40 íM), C13 (8) (IC50 ) 18.60 íM), and C9 (5) (IC50 ) 19.74 íM), followed by C7 (2), C15 (9), C11 (6), branched C8 (4), C16 (10), and C18 (11) (ferulic acid was the less active, IC50 ) 243.84 íM). All of the molecules showed similar partition coefficients in an octanol-buffer system. Three-dimensional studies (NMR in solution, modeling in vacuo) indicate that this behavior might be due to a different anchorage of the molecules with the ester side chain to the microsomal phospholipid bilayer and to a consequent different orientation/positioning of the scavenging phenoxy group outside the membrane surface against the flux of oxy radicals.
Description: 
37741
URI: http://hdl.handle.net/20.500.12779/4933
ISSN: 0021-8561
DOI: 10.1021/jf049671x
Appears in Collections:Publications

Show full item record

Page view(s)

20
Last Week
0
Last month
8
checked on May 9, 2021

Google ScholarTM

Check

Altmetric


Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.