4-Hydroxy cinnamic acid as mushroom preservation: Anti-tyrosinase activity kinetics and application
- PMID: 26812105
- DOI: 10.1016/j.ijbiomac.2016.01.070
4-Hydroxy cinnamic acid as mushroom preservation: Anti-tyrosinase activity kinetics and application
Abstract
Tyrosinase is a key enzyme in post-harvest browning of fruit and vegetable. To control and inhibit its activity is the most effective method for delaying the browning and extend the shelf life. In this paper, the inhibitory kinetics of 4-hydroxy cinnamic acid on mushroom tyrosinase was investigated using the kinetics method of substrate reaction. The results showed that the inhibition of tyrosinase by 4-hydroxy cinnamic acid was a slow, reversible reaction with fractional remaining activity. The microscopic rate constants were determined for the reaction on 4-hydroxy cinnamic acid with tyrosinase. Furthermore, the molecular docking was used to simulate 4-hydroxy cinnamic acid dock with tyrosinase. The results showed that 4-hydroxy cinnamic acid interacted with the enzyme active site mainly through the hydroxy competed with the substrate hydroxy group. The cytotoxicity study of 4-hydroxy cinnamic acid indicated that it had no effects on the proliferation of normal liver cells. Moreover, the results of effects of 4-hydroxy cinnamic acid on the preservation of mushroom showed that it could delay the mushroom browning. These results provide a comprehensive underlying the inhibitory mechanisms of 4-hydroxy cinnamic acid and its delaying post-harvest browning, that is beneficial for the application of this compound.
Keywords: 4-Hydroxy cinnamic acid; Inhibitory kinetics; Mushroom preservation.
Copyright © 2016 Elsevier B.V. All rights reserved.
Similar articles
-
Catalysis and inhibition of tyrosinase in the presence of cinnamic acid and some of its derivatives.Int J Biol Macromol. 2018 Nov;119:548-554. doi: 10.1016/j.ijbiomac.2018.07.173. Epub 2018 Jul 29. Int J Biol Macromol. 2018. PMID: 30063931
-
Synthesis and anti-tyrosinase mechanism of the substituted vanillyl cinnamate analogues.Bioorg Chem. 2019 Dec;93:103316. doi: 10.1016/j.bioorg.2019.103316. Epub 2019 Sep 26. Bioorg Chem. 2019. PMID: 31585271
-
Tyrosinase inhibitors of Pulsatilla cernua root-derived materials.J Agric Food Chem. 2002 Mar 13;50(6):1400-3. doi: 10.1021/jf011230f. J Agric Food Chem. 2002. PMID: 11879010
-
Synthesis, characterization and biological evaluation of paeonol thiosemicarbazone analogues as mushroom tyrosinase inhibitors.Int J Biol Macromol. 2013 Nov;62:589-95. doi: 10.1016/j.ijbiomac.2013.09.056. Epub 2013 Oct 8. Int J Biol Macromol. 2013. PMID: 24120880 Review.
-
Medicinal Prospects of Targeting Tyrosinase: A Feature Review.Curr Med Chem. 2023;30(23):2638-2671. doi: 10.2174/0929867329666220915123714. Curr Med Chem. 2023. PMID: 36111760 Review.
Cited by
-
The Effect of p-Coumaric Acid on Browning Inhibition in Potato Polyphenol Oxidase-Catalyzed Reaction Mixtures.Foods. 2022 Feb 17;11(4):577. doi: 10.3390/foods11040577. Foods. 2022. PMID: 35206054 Free PMC article.
-
Pre-treatment of p-coumaric acid reduced chilling injury by increasing some antioxidant and enzyme activity in loquat fruit to maintain post-harvest quality.BMC Plant Biol. 2025 Aug 19;25(1):1096. doi: 10.1186/s12870-025-07049-w. BMC Plant Biol. 2025. PMID: 40830752 Free PMC article.
-
Kojic Acid Showed Consistent Inhibitory Activity on Tyrosinase from Mushroom and in Cultured B16F10 Cells Compared with Arbutins.Antioxidants (Basel). 2022 Mar 4;11(3):502. doi: 10.3390/antiox11030502. Antioxidants (Basel). 2022. PMID: 35326152 Free PMC article.
-
Design, Synthesis, Pharmacological Activities, Structure-Activity Relationship, and In Silico Studies of Novel 5-Substituted-2-(morpholinoimino)-thiazolidin-4-ones.ACS Omega. 2023 Oct 4;8(41):38641-38657. doi: 10.1021/acsomega.3c05928. eCollection 2023 Oct 17. ACS Omega. 2023. PMID: 37867693 Free PMC article.
-
The unravelling of the complex pattern of tyrosinase inhibition.Sci Rep. 2016 Oct 11;6:34993. doi: 10.1038/srep34993. Sci Rep. 2016. PMID: 27725765 Free PMC article.
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
Other Literature Sources