STUDY OF KINETIC PARAMETERS AND POSSIBLE INHIBITORY EFFECT ON THE TYROSINASE OF THE HALOGENATED BOROXINE DIPOTASSIUM TRIOXOHYDROXYTETRAFLUOROTRIBORATE K2[B303F4OH]
INTRODUCTION: A number of biochemical and medical researchers have detected increased activity of tyrosinase in skin tumor cells. The most famous and available inhibitor, kojic acid, has several side effects and is not completely safe for use.
OBJECTIVES: This paper describes the study of inhibitory influence of halogen boroxine K2[B303F4OH] on tyrosinase. The research was prompted by the ability of this compound to inhibit enzymes through metal ion chelation as well as its synthesis and application in cosmetic skin products that produce no serious side-effects.
METHOD: Tyrosinase activity was measured by spectrophotometric analysis for the appearance of dopachrome pigment at a wavelength of 475 nm. Tyrosinase exhibited typical Michaelis-Menten kinetics.
RESULTS: Tests of the proposed inhibition of the enzyme tyrosinase showed that K2[B3O3F4OH] had weak inhibitory properties.CONCLUSION: It will be necessary to search for new ways of antitumor mechanisms that differ from those of previous results.
Balakrishna, C., Payili, N., Yennam, S., Uma Devi, P., & Behera, M. (2015). Synthesis of new kojic acid based unnatural α-amino acid derivatives. Bioorganic & Medicinal Chemistry Letters, 25 (21), 4753-4756, DOI: 10.1016/j.bmcl.2015.07.099
Burnett, C. L., Bergfeld, W. F., Belsito, D. V., Hill, R. A., Klaassen, C. D., Liebler, D. C., Marks, J. G. J.R., Shank, R. C., Slaga, T. J., Shyder, P. W. & Andersen, F. A. (2010). Final report of the safety assessment of Kojik acid as used in cosmetics. International Journal of Toxicology. Nov-Dec. 26 (6 Supplement) 244S-273S. DOI:10.1177/1051521810385956
Chang, T. M. (2012). Tyrosinase and Tyrosinase inhibitors. Journal of Biocatalysis and Biotransformation, 1 (2) , 1-2 , DOI.org/10.4172/2324-9099.1000e106
Chen, C. Y., Lin, L. C., Yang, W. F., Bordon, J., & Wang, H. M. D. (2015). An Updated Organic Classification of Tyrosinase Inhibitors on Melanin Biosynthesis. Current Organic Chemistry, 19 (1),4-18 DOI: 10.3390/ijms10062440
Ghani, U., & Ullah, N. (2010.) New potent inhibitors of tyrosinase: novel clues to binding of 1,3,4-thiadiazole-2(3h)-thiones, 1,3,4-oxadiazole-2(3h)-thiones, 4-amino-1,2,4-triazole-5(4h)-thiones, and substituted hydrazides to the dicopper active site. Bioorganic & Medicinal Chemistry, 18 (11), 4042-4048, DOI: 10.1016/j.bmc.2010.04.021.
Hall, D. G. (2005). Boronic Acids Preparation and Applications in Organic Synthesis and Medicine. Weinheim, Germany: Wiley-VCH Verlag GmbH & Co. KgaA.
Haveric, S., Haveric, A., Bajrovic, K., Galic, B., & Maksimovic, M. (2001). Effects of dipotassium trioxohydroxytetrafluorotriborate K2[B303F4OH] on genetic material and inhibition of cell division in human cell cultures. Drug and Chemical Toxicology, 34 (3), 250-254, DOI: 10.3109/01480545.2010.507207
Islamovic, S., Galic, B., & Milos, M. (2014). A study of the inhibition of catalase by dipotassium trioxohydroxytetrafluorotriborate K2[B3O3F4OH]. Journal of Enzyme Inhibition and Medicinal Chemistry, 29 (5), 744-748, DOI: 10.3109/14756366.2013.848203
Ivankovic, S., Stojkovic, R., Galic, Z., Galic, B., Ostojic, J., Marasovic, M., & Milos, M. (2015). In vitro and in vivo antitumor activity of the halogenated boroxine dipotassium- trioxohydroxytetrafluorotriborate (K2[B3O3F4OH]). Journal of enzyme inhibition and medicinal chemistry. 30 (3), 354-359, DOI: 10.3109/14756366.2014.926344
RyssI, G., & Slutskaya, M. M. (1951). Zhur.Fiz. Khem. Fluorine chemistry 22, 1327.
Saewan, N., Koysomboon, S., & Chantrapromm, K. (2011). Anti-tyrosinase and anti-cancer activities of flavonoids from Blumea balsamifera. Journal of Medicinal Plants Research, 5(6), 1018-1025, ISSN 1996-0875.
Saran, A., Spinola, M., Pazzaglia, S., Peissel, B., Tiveron, C., Tatangelo, L., Mancuso, M., Covelli, V., Giovannelli, L., Pitozzi, V., Pignatiello, C., Milani, S., Dolara, P., & Dragani, T. A. (2004). Loss of tyrosinase activity confers increased skin tumor susceptibility in mice. Oncogene, 23 (23), 4130–4135.
Siegel, R. L., Miller , KD., & Jemal, A.(2015). Cancer statistics. Ca Cancer J.clin. Jan-Feb , 65 (1) , 5-29. DOI: 10.332/caac-21254
Uchidaa, R., Ishikawa, S., & Tomoda, H. (2014). Inhibition of tyrosinase activity and melanine pigmentation by 2-hydroxytyrosol. Acta Pharmaceutica Sinica B, 4(2),141–145, DOI:10.1016/j.apsb.2013.12.008
Vullo, D., Milos, M., Galic, B., Scozzafava, A., & Supuran, C. T. (2015). Dipotassium-trioxohydroxytetrafluorotriborate, K2[B3O3F4OH], is a potent inhibitor of human carbonic anhydrases. Journal of enzyme inhibition and medicinal chemistryme, 30 (2), 341-344, DOI:10.3109/14756366.2014.918610
Yang, W., Gao, X., & Wang, B. (2003). Boronic acids compounds as potential pharmaceutical agents. Medicinal Research Reviews, 23 (3), 346-368.
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