4-Hydroxy cinnamic acid as mushroom preservation: Anti-tyrosinase activity kinetics and application

International Journal of Biological Macromolecules

Volumn 86, Issue , 2016, Pages 489-495

  Hu, Yong Hua ^a   Chen, Qing Xi ^a   Cui, Yi ^a   Gao, Huan Juan ^a   Xu, Lian ^a   Yu, Xin Yuan ^a   Wang, Ying ^a   Yan, Chong Ling ^a   Wang, Qin ^a  

^a XIAMEN UNIVERSITY   (China)

Author keywords

4 Hydroxy cinnamic acid; Inhibitory kinetics; Mushroom preservation

Indexed keywords

HYDROXYL GROUP; MONOPHENOL MONOOXYGENASE; PARA COUMARIC ACID; 4-COUMARIC ACID; COUMARIC ACID; ENZYME INHIBITOR;

AGARICUS BISPORUS; ARTICLE; BINDING SITE; CONTROLLED STUDY; ENZYME ACTIVITY; ENZYME INHIBITION; ENZYME KINETICS; ENZYME SUBSTRATE; FOOD PRESERVATION; HUMAN; HUMAN CELL; LIVER CELL; MOLECULAR DOCKING; NONHUMAN; PLANT BROWNING; SHELF LIFE; TOXICITY TESTING; AGARICALES; ANTAGONISTS AND INHIBITORS; CELL LINE; CELL PROLIFERATION; CHEMISTRY; CYTOLOGY; DOSE RESPONSE; ENZYMOLOGY; FOOD STORAGE; KINETICS; LIVER; METABOLISM; OXIDATION REDUCTION REACTION; PROCEDURES; PROTEIN CONFORMATION; TEMPERATURE;

AGARICALES; CELL LINE; CELL PROLIFERATION; COUMARIC ACIDS; DOSE-RESPONSE RELATIONSHIP, DRUG; ENZYME INHIBITORS; FOOD PRESERVATION; FOOD STORAGE; KINETICS; LIVER; MOLECULAR DOCKING SIMULATION; MONOPHENOL MONOOXYGENASE; OXIDATION-REDUCTION; PROTEIN CONFORMATION; TEMPERATURE;

EID: 84956916989     PISSN: 01418130     EISSN: 18790003     Source Type: Journal    
DOI: 10.1016/j.ijbiomac.2016.01.070     Document Type: Article

References (27)

1. Qin L., Wu Y., Liu Y.T., Chen Y.M., Zhang P. Dual effects of alpha-arbutin on monophenolase and diphenolase activities of mushroom tyrosinase. PLoS One 2014, 9(10):e109398.
2. Pan Z.Z., Li H.L., Yu X.J., Zuo Q.X., Zheng G.X., Shi Y., Liu X., Lin Y.M., Liang G., Wang Q., Chen Q.X. Synthesis and antityrosinase activities of alkyl 3, 4-dihydroxybenzoates. J. Agric. Food Chem. 2011, 59(12):6645-6649.
3. Matoba Y., Kumagai T., Yamamoto A., Yoshitsu H., Sugiyama M. Crystallographic evidence that the dinuclear copper center of tyrosinase is flexible during catalysis. J. Biol. Chem. 2006, 281(13):8981-8990.
4. Ismaya W.T., Rozeboom H.J., Weijn A., Mes J.J., Fusetti F., Wichers H.J., Dijkstra B.W. Crystal structure of Agaricus bisporus mushroom tyrosinase: identity of the tetramer subunits and interaction with tropolone. Biochemistry-Us 2011, 50(24):5477-5486.
5. Burton S.G. Oxidizing enzymes as biocatalysts. Trends Biotechnol. 2003, 21(12):543-549.
6. Vasantha K.Y., Murugesh C.S., Sattur A.P. A tyrosinase inhibitor from Aspergillus niger. J. Food Sci. Technol. 2014, 51(10):2877-2880.
7. Jolivet S., Arpin N., Wichers H.J., Pellon G. Agaricus bisporus browning: a review. Mycol. Res. 1998, 102:1459-1483.
8. Echegoyen Y., Nerin C. Performance of an active paper based on cinnamon essential oil in mushrooms quality. Food Chem. 2015, 170:30-36.
9. Escriche I., Serra J.A., Gomez M., Galotto M.J. Effect of ozone treatment and storage temperature on physicochemical properties of mushrooms (Agaris bisporus). Food Sci. Technol. Int. 2001, 7(3):251-258.
10. Meng D., Song T., Shen L., Zhang X., Sheng J. Postharvest application of methyl jasmonate for improving quality retention of Agaricus bisporus fruit bodies. J. Agr. Food Chem. 2012, 60:6056-6062.
11. Jiang T. Effect of natamycin in combination with pure oxygen treatment on postharvest quality and selected enzyme activities of button mushroom (Agaricus bisporus). J. Agr. Food Chem. 2012, 60(10):2562-2568.
12. Jitareanu A., Padureanu S., Tataringa G., Tuchilus C., Stanescu U. Evaluation of phytotoxic and mutagenic effects of some cinnamic acid derivatives using the Triticum test. Turkish J. Biol. 2013, 37(6):748-756.
13. Xu F., Zhang S.H., Shao R.G., Zhen Y.S. Anticancer activity of sodium caffeate and its mechanism. Acta Pharmacol. Sin. 2005, 26(10):1248-1252.
14. Thakkar J.N., Tiwari V., Desai U.R. Nonsulfated, cinnamic acid-based lignins are potent antagonists of HSV-1 entry into cells. Biomacromolecules 2010, 11(5):1412-1416.
15. Shi Y., Chen Q.X., Wang Q., Song K.K., Qiu L. Inhibitory effects of cinnamic acid and its derivatives on the diphenolase activity of mushroom (Agaricus bisporus) tyrosinase. Food Chem. 2005, 92(4):707-712.
16. Tsou C.L. Kinetics of substrate reaction during irreversible modification of enzyme-activity. Adv. Enzymol. Relatd. Areas Mol. Biol. 1988, 61:381-436.
17. Xie X.L., Hu Y.H., Wang L.L., Chen C.Q., Huang Q.S., Zhou H.T., Chen Q.X. Inhibitory kinetics of citric acid on beta-N-acetyl-d-glucosaminidase from prawn (Litopenaeus vannamei). Fish Shellfish Immunol. 2010, 29(4):674-678.
18. Chen X.X., Feng H.L., Ding Y.M., Chai W.M., Xiang Z.H., Shi Y., Chen Q.X. Structure characterization of proanthocyanidins from Caryota ochlandra Hance and their bioactivities. Food Chem. 2014, 155:1-8.
19. Chen X.X., Shi Y., Chai W.M., Feng H.L., Zhuang J.X., Chen Q.X. Condensed Tannins from ficus virens as tyrosinase inhibitors: structure, inhibitory activity and molecular mechanism. PLoS One 2014, 9:e91809.
20. Song W., Shen D.Y., Kang J.H., Li S.S., Zhan H.W., Shi Y., Xiong Y.X., Liang G., Chen Q.X. Apoptosis of human cholangiocarcinoma cells induced by ESC-3 from Crocodylus siamensis bile. World J. Gastroenteronol. 2012, 18(7):704-711.
21. Jiang Y.M. Role of anthocyanins, polyphenol oxidase and phenols in lychee pericarp browning. J. Sci. Food Agric. 2000, 80:305-310.
22. Joas J., Caro Y., Ducamp M.N., Reynes M. Postharvest control of pericarp browning of litchi fruit (Litchi chinensis Sonn. cv. Kwaï Mi) by treatment with chitosan and organic acids. Postharvest Biol. Technol. 2005, 38(2):128-136.
23. Park J.W., Ha Y.M., Moon K.M., Kim S.R., Jeong H.O., Park Y.J., Lee H.J., Park J.Y., Song Y.M., Chun P., Byun Y., Moon H.R., Chung H.Y. De novo tyrosinase inhibitor: 4-(67-dihydro-5H-indeno[5,6-d]thiazol-2-yl)benzene-1,3-diol (MHY1556). Bioorg. Med. Chem. Lett. 2013, 23(14):4172-4176.
24. Vontzalidou A., Zoidis G., Chaita E., Makropoulou M., Aligiannis N., Lambrinidis G., Mikros E., Skaltsounis A.L. Design, synthesis and molecular simulation studies of dihydrostilbene derivatives as potent tyrosinase inhibitors. Bioorg. Med. Chem. Lett. 2012, 22(17):5523-5526.
25. Lin Y.F., Hu Y.H., Lin H.T., Liu X., Chen Y.H., Zhang S., Chen Q.X. Inhibitory effects of propyl gallate on tyrosinase and its application in controlling pericarp browning of harvested longan fruits. J. Agric. Food Chem. 2013, 61:2889-2895.
26. Gao M.S., Feng L.F., Jiang T.J. Browning inhibition and quality preservation of button mushroom (Agaricus bisporus) by essential oils fumigation treatment. Food Chem. 2014, 149:107-113.
27. Jiang T.J. Effect of alginate coating on physicochemical and sensory qualities of button mushrooms (Agaricus bisporus) under a high oxygen modified atmosphere. Postharvest Biol. Technol. 2013, 76:91-97.