钒取代的Dawson型磷钼酸对酪氨酸酶的抑制作用

doi:10.11944/j.issn.1000-0518.2018.04.170130

摘要/Abstract

摘要：

采用酶动力学方法研究了5种钒取代的Dawson型磷钼酸H₇[P₂Mo₁₇VO₆₂]、H₈[P₂Mo₁₆V₂O₆₂]、H₉[P₂Mo₁₅V₃O₆₂]、H₈[P₂Mo₁₄V₄O₆₂H₂]和H₉[P₂Mo₁₃V₅O₆₂H₂](分别简写为P₂Mo₁₇V、P₂Mo₁₆V₂、P₂Mo₁₅V₃、P₂Mo₁₄V₄和P₂Mo₁₃V₅)对蘑菇酪氨酸酶二酚酶的抑制作用,结果表明,效应物P₂Mo₁₇V、P₂Mo₁₆V₂和P₂Mo₁₅V₃能够明显地抑制酪氨酸酶的活性,其半抑制浓度(IC₅₀)值分别为0.409、0.386和0.386 mmol/L,且均表现为可逆的竞争型抑制,效应物P₂Mo₁₇V、P₂Mo₁₆V₂和P₂Mo₁₅V₃对游离酶的抑制常数K_I分别为0.234、0.391和0.249 mmol/L。而效应物P₂Mo₁₄V₄在0~1.0 mmol/L浓度范围内,对酪氨酸酶二酚酶无明显抑制作用,效应物P₂Mo₁₃V₅对酪氨酸酶二酚酶表现为激活作用。

关键词: 酪氨酸酶, 抑制剂, 磷钼酸, 二酚酶活性

Abstract:

In this paper, the inhibitory effects of five Dawson type phosphomolybdic acids, e.g., H₇[P₂Mo₁₇VO₆₂], H₈[P₂Mo₁₆V₂O₆₂], H₉[P₂Mo₁₅V₃O₆₂], H₈[P₂Mo₁₄V₄O₆₂H₂] and H₉[P₂Mo₁₃V₅O₆₂H₂](abbreviated to P₂Mo₁₇V, P₂Mo₁₆V₂, P₂Mo₁₅V₃, P₂Mo₁₄V₄ and P₂Mo₁₃V₅, respectively), on the diphenolase activity of mushroom tyrosinase were investigated by enzyme kinetics methods. The results show that P₂Mo₁₇V, P₂Mo₁₆V₂ and P₂Mo₁₅V₃ have significant inhibitory effects on tyrosinase, and the half maximal inhibitory concentration(IC₅₀) values of them are 0.409, 0.386 and 0.386 mmol/L, respectively. They are reversible and competitive inhibitors, and the inhibition constants are 0.234, 0.391 and 0.249 mmol/L, respectively. P₂Mo₁₃V₅ can activate diphenolase activity of tyrosinase while P₂Mo₁₄V₄ in 0~1.0 mmol/L has no obvious effects on the diphenolase activity of tyrosinase.

Key words: tyrosinase, inhibitor, phosphomolybdic acid, diphenolase activity

李莉莉, 邓阳阳, 谢乐芳, 王力. 钒取代的Dawson型磷钼酸对酪氨酸酶的抑制作用[J]. 应用化学, 2018, 35(4): 436-441.

Lili LI, Yangyang DENG, Lefang XIE, Li WANG. Inhibitory Effect of Vanadium-Substituted Dawson Type Phosphomolybdic Acid on Tyrosinase[J]. Chinese Journal of Applied Chemistry, 2018, 35(4): 436-441.

参考文献

[1]	Xing R,Zheng A,Wang F,et al. Functionality Study of Na6PMo11FeO40 as a Mushroom Tyrosinase Inhibitor[J]. Food Chem,2015,175:292-299.
[2]	Anantharaman A,Hemachandran H,Priya R R,et al. Inhibitory Effect of Apocarotenoids on the Activity of Tyrosinase:Multi-spectroscopic and Docking Studies[J]. J Biosci Bioeng,2016,121(1):13-20.
[3]	Xing R,Wang F,Dong L,et al. Inhibitory Effects of Na7PMo11CuO40 on Mushroom Tyrosinase and Melanin Formation and Its Antimicrobial Activities[J]. Food Chem,2016,197:205-211.
[4]	Yin S J,Si Y X,Chen Y F,et al. Mixed-type Inhibition of Tyrosinase from Agaricus Bisporus by Terephthalic Acid:Computational Simulations and Kinetics[J]. Protein J,2011,30(4):273-280.
[5]	LI Lili,XING Rui,DENG Yangyang,et al. New Developments of Tyrosinase Inhibitors[J]. Food Ind,2016,37(8):235-239(in Chinese). 李莉莉,邢蕊,邓阳阳,等. 酪氨酸酶抑制剂的研究新进展[J]. 食品工业,2016,37(8):235-239.
[6]	Si Y X,Ji S,Fang N Y,et al. Effects of Piperonylic Acid on Tyrosinase:Mixed-type Inhibition Kinetics and Computational Simulations[J]. Process Biochem,2013,48(11):1706-1714.
[7]	Wang Y,Zhang G,Yan J,et al. Inhibitory Effect of Morin on Tyrosinase:Insights from Spectroscopic and Molecular Docking Studies[J]. Food Chem,2014,163:226-233.
[8]	Xing R,Wang F,Zheng A,et al. Biological Evaluation of Two Keggin-type Polyoxometalates Containing Glycine as Mushroom Tyrosinase Inhibitors[J]. Biotechnol Appl Biochem,2015,63(5):746-750.
[9]	CHEN Bingnian,FENG Zhen'ge,WANG Li. Antibacterial Activities of Polyoxometalates Containing Silicon[J]. Chem J Chinese Univ,2011,32(5):1033-1036(in Chinese). 陈丙年,冯珍鸽,王力. 含硅多金属氧酸盐的抑菌作用[J]. 高等学校化学学报,2011,32(5):1033-1036.
[10]	Moudjahed M,Dermeche L,Benadji S,et al. Dawson-type Polyoxometalates as Green Catalysts for Adipic Acid Synthesis[J]. J Mol Catal A-Chem,2016,414:72-77.
[11]	FENG Zhen'ge,CAI Huinong,WANG Li,et al. Antibacterial Activity of Polyoxometalates Containing Vanadium[J]. Chinese J Appl Chem,2010,27(8):990-992(in Chinese). 冯珍鸽,蔡慧农,王力,等. 含钒多金属氧酸盐的抑菌活性[J]. 应用化学,2010,27(8):990-992.
[12]	Dong Z,Tan R,Cao J,et al. Discovery of Polyoxometalate-based HDAC Inhibitors with Profound Anticancer Activity in Vitro and in Vivo[J]. Eur J Med Chem,2011,46(6):2477-2484.
[13]	Iqbal J,Barsukova-Stuckart M,Ibrahim M,et al. Polyoxometalates as Potent Inhibitors for Acetyl and Butyrylcholinesterases and as Potential Drugs for the Treatment of Alzheimer's Disease[J]. Med Chem Res,2013,22(3):1224-1228.
[14]	LI Lili,CHEN Bingnian,DENG Yangyang,et al. Inhibitory Effects of Dawson Type Polyoxometalates on Tyrosinase[J]. Chinese J Appl Chem,2017,34(1):83-89(in Chinese). 李莉莉,陈丙年,邓阳阳,等. Dawson结构的多金属氧酸盐对酪氨酸酶的抑制作用[J]. 应用化学,2017,34(1):83-89.
[15]	Jing S,Wang Z,Zhu W,et al. Oxidation of Cyclohexane with Hydrogen Peroxide Catalyzed by Dawson-type Vanadium-substituted Heteropolyacids[J]. React Kinet Catal L,2006,89(1):55-61.
[16]	WANG Enbo,GAO Lihua,LIU Jingfu,et al. Preparation and Properties of the Molybdovanadophosphoric Acid with Dawson Structure[J]. Acta Chim Sin,1988,46:757-762(in Chinese). 王恩波,高丽华,刘景福,等. 具有Dawson结构的钼钒磷杂多酸的制备和性质研究[J]. 化学学报,1988,46(8):757-762.
[17]	SONG Kangkang,QIU Ling,HUANG Huang,et al. The Inhibitory Effect of Tyrosinase by Arbutin as Cosmetic Additive[J]. J Xiamen Univ(Nat Sci),2003,42(6):791-794(in Chinese). 宋康康,邱凌,黄璜,等. 熊果甙作为化妆品添加剂对酪氨酸酶抑制作用[J]. 厦门大学学报(自然科学版),2003,42(6):791-794.
[18]	Xing R,Wang F,Zheng A,et al. Biological Evaluation of Two Keggin-type Polyoxometalates Containing Glycine as Mushroom Tyrosinase Inhibitors[J]. Biotechnol Appl Biochem,2015,63(5):746-750.
[19]	HUANG Huang,SONG Kangkang,CHEN Qingxi.Studies on Whitening Effect of Kojic Acid as Cosmetic Additive[J]. J Xiamen Univ(Nat Sci),2003,42(5):652-656(in Chinese). 黄璜,宋康康,陈清西. 曲酸作为化妆品添加剂的增白作用机理研究[J]. 厦门大学学报(自然科学版),2003,42(5):652-656.