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Lipase-catalyzed synthesis of two new antioxidants: 4-O- and 3-O-palmitoyl chlorogenic acids.
MedLine Citation:
PMID:  20809284     Owner:  NLM     Status:  In-Process    
Abstract/OtherAbstract:
Chlorogenic acid (5-caffeoyl quinic acid (CQA)) extracted from Hydrangea macrophylla (44%, w/w) with 98% purity, was acylated with palmitic acid by Novozym 435 to yield mono-acylated CQA. Acylation of CQA was achieved in 2-methyl-2-butanol at 60°C, and yielded two mono-acylated products: a major product acylated at the C-4 of the quinic moiety (4-O-palmitoyl chlorogenic acid) and a minor product acylated at the C-3 (3-O-palmitoyl chlorogenic acid). The bioconversions obtained in 7 days ranged from 14 to 60% and were influenced by the molar ratio of palmitic acid/CQA, which ranged from 10 to 80. The regioselectivity (4-O-palmitoyl/3-O-palmitoyl ratio) of the reaction was also affected by the molar ratio, and ranged from 90 to 70%. The scavenging activities against 1,1-diphenyl-2-picryl-hydrazyl radicals demonstrated that these palmitoyl CQA derivatives are associated with antioxidant activity (70% vs CQA).
Authors:
C Lorentz; A Dulac; G Pencreac'h; F Ergan; P Richomme; S Soultani-Vigneron
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2010-09-01
Journal Detail:
Title:  Biotechnology letters     Volume:  32     ISSN:  1573-6776     ISO Abbreviation:  Biotechnol. Lett.     Publication Date:  2010 Dec 
Date Detail:
Created Date:  2010-11-05     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  8008051     Medline TA:  Biotechnol Lett     Country:  Netherlands    
Other Details:
Languages:  eng     Pagination:  1955-60     Citation Subset:  IM    
Affiliation:
Laboratoire Mer, Molécules, Santé EA 2160 Université du Maine, Institut Universitaire de Technologie de Laval, 52 rue des Drs Calmette et Guérin, BP 2045, 53020, Laval Cedex 9, France.
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