title: Inhibition effects of benzylideneacetone, benzylacetone, and 4-phenyl-2-butanol on the activity of mushroom tyrosinase.
abstract: Tyrosinase (EC 1.14.18.1) is the key enzyme of melanin synthesis and fruit-vegetable browning. The inhibition of benzylideneacetone, benzylacetone, and 4-phenyl-2-butanol on mushroom tyrosinase was first investigated. The results shown that these three compounds could effectively inhibit the enzyme activity sharply and the inhibitory effects were determined to be reversible. Their inhibitor concentrations leading to 50% activity lost values were determined to be 1.5, 2.8, and 1.1 mM for monophenolase and 2.0, 0.6, and 0.8 mM for diphenolase, respectively. For the monophenolase activity, all of these three compounds were mixed-type inhibitors, however, only 4-phenyl-2-butanol obviously lengthened the lag time. For the diphenolase activity, benzylideneacetone and benzylacetone were mixed-type inhibitors, while 4-phenyl-2-butanol was a noncompetitive type inhibitor. In conclusion, these compounds exhibited potent antityrosinase activities. This research would provide scientific evidence for the use of benzylideneacetone, benzylacetone, and 4-phenyl-2-butanol as antityrosinase agents.
authors.affiliation: Key Laboratory of the Ministry of Education for Coastal and Wetland Ecosystems, School of Life Sciences, Xiamen University, Xiamen 361005, China.
authors.forename: Xuan
authors.initials: X
authors.lastname: Liu
authors.affiliation: Key Laboratory of the Ministry of Education for Coastal and Wetland Ecosystems, School of Life Sciences, Xiamen University, Xiamen 361005, China.
authors.forename: Yu-long
authors.initials: YL
authors.lastname: Jia
authors.affiliation: Key Laboratory for Chemical Biology of Fujian Province, Xiamen University, Xiamen 361005, China.
authors.forename: Jing-wei
authors.initials: JW
authors.lastname: Chen
authors.affiliation: Key Laboratory of the Ministry of Education for Coastal and Wetland Ecosystems, School of Life Sciences, Xiamen University, Xiamen 361005, China.
authors.forename: Ge
authors.initials: G
authors.lastname: Liang
authors.affiliation: Key Laboratory of the Ministry of Education for Coastal and Wetland Ecosystems, School of Life Sciences, Xiamen University, Xiamen 361005, China.
authors.forename: Hua-yun
authors.initials: HY
authors.lastname: Guo
authors.affiliation: Key Laboratory of the Ministry of Education for Coastal and Wetland Ecosystems, School of Life Sciences, Xiamen University, Xiamen 361005, China.
authors.forename: Yong-hua
authors.initials: YH
authors.lastname: Hu
authors.affiliation: Key Laboratory of the Ministry of Education for Coastal and Wetland Ecosystems, School of Life Sciences, Xiamen University, Xiamen 361005, China.
authors.forename: Yan
authors.initials: Y
authors.lastname: Shi
authors.affiliation: Key Laboratory of the Ministry of Education for Coastal and Wetland Ecosystems, School of Life Sciences, Xiamen University, Xiamen 361005, China.
authors.forename: Han-Tao
authors.initials: HT
authors.lastname: Zhou
authors.affiliation: Key Laboratory of the Ministry of Education for Coastal and Wetland Ecosystems, School of Life Sciences, Xiamen University, Xiamen 361005, China; Key Laboratory for Chemical Biology of Fujian Province, Xiamen University, Xiamen 361005, China. Electronic address: chenqx@xmu.edu.cn.
authors.forename: Qing-Xi
authors.initials: QX
authors.lastname: Chen
mesh_terms: D000096:Acetone / Q000031:analogs & derivatives* / Q000494:pharmacology; D000363:Agaricales / Q000201:enzymology*; D000440:Butanols / Q000494:pharmacology*; D002074:Butanones / Q000494:pharmacology*; D004791:Enzyme Inhibitors / Q000494:pharmacology*; D005503:Food Additives / Q000494:pharmacology; D007700:Kinetics; D007980:Levodopa / Q000378:metabolism; D014442:Monophenol Monooxygenase / Q000037:antagonists & inhibitors* / Q000378:metabolism; D010084:Oxidation-Reduction / Q000187:drug effects; D010088:Oxidoreductases / Q000037:antagonists & inhibitors / Q000378:metabolism
chemical_list: D000440:Butanols; D002074:Butanones; D004791:Enzyme Inhibitors; D005503:Food Additives; C531285:benzyl acetone; D000096:Acetone; D007980:Levodopa; C025383:benzylideneacetone; D010088:Oxidoreductases; C412191:monophenolase; D014442:Monophenol Monooxygenase; C511375:4-phenylbutanol
keywords: 4-Phenyl-2-butanol; Benzylacetone; Benzylideneacetone; Inhibition kinetics; Mushroom tyrosinase