| Tyrosinase inhibitory effects and antioxidative activities of novel cinnamoyl amides with amino acid ester moiety. | |
| | |
MedLine Citation:
|
PMID: 23107731 Owner: NLM Status: In-Data-Review |
Abstract/OtherAbstract:
|
Nine cinnamoyl amides with amino acid ester (CAAE) moiety were synthesized by the conjugation of the corresponding cinnamic acids (cinnamic acid, 4-hydroxy cinnamic acid, ferulic acid and caffeic acid) with amino acid esters, and their inhibitory effects on the activities of mushroom tyrosinase were investigated, using l-3,4-dihydroxyl-phenylalanine (l-DOPA) as the substrate. Among these CAAE amides, ethyl N-[3-(4-hydroxy-3-methoxyphenyl)-1-oxo-2-propen-1-yl]-l-phenylalaninate (b(4)) showed the strongest inhibitory activity; the IC(50) was 0.18μM. The IC(50) values, inhibition types, inhibition mechanisms and kinetics of all these CAAE amides were evaluated. A structure-activity relationship (SAR) study found that the inhibitory effects were potentiated with the increasing length of hydrocarbon chains at the amino acid esters and also influenced by the substituents at the styrene groups. Furthermore, the hydroxyl radical scavenging and anti-lipid peroxidation activities of four CAAE derivatives were also investigated. Among these compounds, b(3) (ethyl N-[3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]-l-phenylalaninate) and b(4) exhibited potential antioxidant activities. |
| | |
Authors:
|
Qian Fan; Hong Jiang; Er-Dong Yuan; Jian-Xun Zhang; Zheng-Xiang Ning; Sui-Jian Qi; Qing-Yi Wei |
Publication Detail:
|
Type: Journal Article Date: 2012-03-16 |
Journal Detail:
|
Title: Food chemistry Volume: 134 ISSN: 0308-8146 ISO Abbreviation: Food Chem Publication Date: 2012 Sep |
Date Detail:
|
Created Date: 2012-10-30 Completed Date: - Revised Date: - |
Medline Journal Info:
|
Nlm Unique ID: 7702639 Medline TA: Food Chem Country: England |
Other Details:
|
Languages: eng Pagination: 1081-7 Citation Subset: IM |
Copyright Information:
|
Copyright © 2012 Elsevier Ltd. All rights reserved. |
Affiliation:
|
College of Light Industry and Food Science, South China University of Technology, Guangzhou 510640, Guangdong, PR China. |
Export Citation:
|
APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
|
|
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
Previous Document: Red mold dioscorea: A potentially safe traditional function food for the treatment of hyperlipidemia...
Next Document: Lipid profiles of oil from trout (Oncorhynchus mykiss) heads, spines and viscera: Trout by-products ...