Article ; Online: Lipase-catalyzed synthesis of two new antioxidants: 4-O- and 3-O-palmitoyl chlorogenic acids.
2010 Volume 32, Issue 12, Page(s) 1955–1960
Abstract: ... 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 ... The regioselectivity (4-O-palmitoyl/3-O-palmitoyl ratio) of the reaction was also affected by the molar ratio, and ...
Abstract | 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). |
---|---|
MeSH term(s) | Antioxidants/chemistry ; Antioxidants/metabolism ; Biotransformation ; Chlorogenic Acid/analogs & derivatives ; Chlorogenic Acid/metabolism ; Hot Temperature ; Hydrangea/chemistry ; Lipase/metabolism ; Palmitic Acid/metabolism ; Pentanols/metabolism |
Chemical Substances | Antioxidants ; Pentanols ; Palmitic Acid (2V16EO95H1) ; Chlorogenic Acid (318ADP12RI) ; tert-amyl alcohol (69C393R11Z) ; Novozyme 435 (EC 3.1.1.-) ; Lipase (EC 3.1.1.3) |
Language | English |
Publishing date | 2010-12 |
Publishing country | Netherlands |
Document type | Journal Article ; Research Support, Non-U.S. Gov't |
ZDB-ID | 423853-9 |
ISSN | 1573-6776 ; 0141-5492 |
ISSN (online) | 1573-6776 |
ISSN | 0141-5492 |
DOI | 10.1007/s10529-010-0386-6 |
Database | MEDical Literature Analysis and Retrieval System OnLINE |
Full text online
More links
Kategorien
In stock of ZB MED Cologne/Königswinter
Zs.A 4564: Show issues | Location: Je nach Verfügbarkeit (siehe Angabe bei Bestand) bis Jg. 1994: Bestellungen von Artikeln über das Online-Bestellformular Jg. 1995 - 2021: Lesesall (2.OG) ab Jg. 2022: Lesesaal (EG) |
Order via subito
This service is chargeable due to the Delivery terms set by subito. Orders including an article and supplementary material will be classified as separate orders. In these cases, fees will be demanded for each order.