Effects of boldine on tyrosinase: Inhibition kinetics and computational simulation

Process Biochemistry

Volumn 48, Issue 1, 2013, Pages 152-161

  Si, Yue Xiu ^a   Ji, Sunyoung ^b,c   Wang, Wei ^a   Fang, Nai Yun ^a   Jin, Qing Xin ^a   Park, Yong Doo ^d   Qian, Guo Ying ^a   Lee, Jinhyuk ^b,c   Han, Hong Yan ^e   Yin, Shang Jun ^a  

^a ZHEJIANG WANLI UNIVERSITY   (China)

^b Korea Research Institute of Bioscience and Biotechnology (KRIBB)   (South Korea)

^c University of Science and Technology (UST)   (South Korea)

^d TSINGHUA UNIVERSITY   (China)

^e SOOCHOW UNIVERSITY   (China)

Author keywords

Boldine; Docking simulation; Inhibition kinetics; Mixed type inhibitor; Molecular dynamics; Phenolic hydroxyl; Tyrosinase

Indexed keywords

BOLDINE; DOCKING SIMULATIONS; INHIBITION KINETICS; MIXED-TYPE INHIBITOR; PHENOLIC HYDROXYL; TYROSINASE;

CHEMICAL COMPOUNDS; MOLECULAR DYNAMICS; PHENOLS; REACTION KINETICS;

KINETICS;

AGARICUS BISPORUS; BASIDIOMYCOTA;

EID: 84874105986     PISSN: 13595113     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.procbio.2012.11.001     Document Type: Article

References (25)

1. J. Yoon, S. Fujii, and E.I. Solomon Geometric and electronic structure differences between the type 3 copper sites of the multicopper oxidases and hemocyanin/tyrosinase Proc Natl Acad Sci USA 106 2009 6585 6590
2. Y. Li, Y. Wang, H. Jiang, and J. Deng Crystal structure of Manduca sexta prophenoloxidase provides insights into the mechanism of type 3 copper enzymes Proc Natl Acad Sci USA 106 2009 17002 17006
3. H. Decker, and F. Tuczek Tyrosinase/catecholoxidase activity of hemocyanins: structural basis and molecular mechanism Trends Biochem Sci 25 2000 392 397
4. C. Olivares, and F. Solano New insights into the active site structure and catalytic mechanism of tyrosinase and its related proteins Pigment Cell Melanoma Res 22 2009 750 760
5. K. Jimbow, J.S. Park, F. Kato, K. Hirosaki, K. Toyofuku, and C. Hua Assembly, target-signaling and intracellular transport of tyrosinase gene family proteins in the initial stage of melanosome biogenesis Pigment Cell Res 13 2000 222 229
6. K. Ray, M. Chaki, and M. Senqupta Tyrosinase and ocular diseases: some novel thoughts on the molecular basis of oculocutaneous albinism type 1 Prog Retin Eye Res 26 2007 323 358
7. F. Gandía-Herrero, M. Jiménez, J. Cabanes, F. García-Carmona, and J. Escribano Tyrosinase inhibitory activity of cucumber compounds: enzymes responsible for browning in cucumber J Agric Food Chem 51 2003 7764 7769
8. A. Guerreo, and G. Rosell Biorational approaches for insect control by enzymatic inhibition Curr Med Chem 12 2005 461 469
9. Y.X. Si, S.J. Yin, S. Oh, Z.J. Wang, S. Ye, and L. Yan An integrated study of tyrosinase inhibition by rutin: progress using a computational simulation J Biomol Struct Dyn 2 2012 999 1012
10. Y.X. Si, Z.J. Wang, D. Park, H.Y. Chung, S.F. Wang, and L. Yan Effect of hesperetin on tyrosinase: inhibition kinetics integrated computational simulation study Int J Biol Macromol 50 2012 257 262
11. Y.X. Si, Z.J. Wang, D. Park, H.O. Jeong, S. Ye, and H.Y. Chung Effects of isorhamnetin on tyrosinase: inhibition kinetics and computational simulation Biosci Biotechnol Biochem 76 2012 1091 1097
12. H. Speisky, and B.K. Cassels Boldo and boldine: an emerging case of natural drug development Pharmacol Res 29 1994 1 12
13. P. O'Brien, C. Carrasco-Pozo, and H. Speisky Boldine and its antioxidant or health-promoting properties Chem Biol Interact 159 2005 1 17
14. Y. Youn, O. Kwon, E. Han, J. Song, Y. Shin, and C. Lee Protective effect of boldine on dopamine-induced membrane permeability transition in brain mitochondria and viability loss in PC12 cells Biochem Pharmacol 63 2002 495 505
15. P. Kringstein, and A. Cederbaum Boldine prevents human liver microsomal lipid peroxidation and inactivation of cytochrome P4502E1 Free Radic Biol Med 18 1995 559 563
16. Y.X. Si, S.J. Yin, D. Park, H.Y. Chung, L. Yan, and Z.R. Lü Effects of isorhamnetin on tyrosinase: inhibition kinetics and computational simulation Int J Biol Macromol 48 2011 700 704
17. - on tyrosinase: complex inhibition kinetics and biochemical implication J Biomol Struct Dyn 25 2007 165 171
18. L. Gou, Z.R. Lü, D. Park, S.H. Oh, L. Shi, and S.J. Park The effect of histidine residue modification on tyrosinase activity and conformation: inhibition kinetics and computational prediction J Biomol Struct Dyn 26 2008 395 402
19. R.Q. Zhang, Q.X. Chen, R. Xiao, L.P. Xie, X.G. Zeng, and H.M. Zhou Inhibition kinetics of green crab (Scylla serrata) alkaline phosphatase by zinc ions: a new type of complexing inhibition Biochim Biophys Acta 1545 2001 6 12
20. C.L. Tsou Kinetics of substrate reaction during irreversible modification of enzyme activity Adv Enzymol Relat Areas Mol Biol 61 1988 381 436
21. W.T. Ismaya, H.J. Rozeboom, A. Weijn, J.J. Mes, F. Fusetti, and H.J. Wichers Crystal structure of Agaricus bisporus mushroom tyrosinase: identity of the tetramer subunits and interaction with tropolone Biochemistry 50 2011 5477 5486
22. O. Trott, and A.J. Olson AutoDock Vina: improving the speed and accuracy of docking with a new scoring function, efficient optimization, and multithreading J Comput Chem 31 2010 455 461
23. B.R. Brooks, C.L. Brooks 3rd, A.D. Mackerell Jr., L. Nilsson, R.J. Petrella, and B. Roux CHARMM: the biomolecular simulation program J Comput Chem 30 2009 1545 1614
24. J.W. Tams, and K.G. Welinder Unfolding and refolding of Coprinus cinereus peroxidase at high pH, in urea, and at high temperature. Effect of organic and ionic additives on these processes Biochemistry 35 1996 7573 7579
25. H. Speisky, B.K. Cassels, E.A. Lissi, and E.A. Videla Antioxidant properties of the alkaloid boldine in systems undergoing lipid peroxidation and enzyme inactivation Biochem Pharmacol 41 1991 1575 1581