Polyphenols: Bioactivity

Recent papers published in scientific journals about Antioxidant Polyphenols and its bioactivity on enzymes.

Antioxidant Polyphenols: Bioactivity on Tyrosinase

• Garcia-Jimenez, A., Teruel-Puche, J. A., Berna, J., Rodriguez-Lopez, J. N., Tudela, J., Garcia-Ruiz, P. A., Garcia-Canovas, F.

Characterization of the action of tyrosinase on resorcinols.

Bioorganic & Medicinal Chemistry, 24(18), 4434-4443, 2016. https://dx.doi.org/10.1016/j.bmc.2016.07.048   

• Garcia-Jimenez, A., Teruel-Puche, J. A., Ortiz-Ruiz, C. V., Berna, J., Tudela, J., Garcia-Canovas, F.

4-n-butylresorcinol, a depigmenting agent used in cosmetics, reacts with tyrosinase.

IUBMB Life, 68(8), 663-672, 2016. https://dx.doi.org/10.1002/iub.1528  

• Ortiz-Ruiz, C. V., Berna, J., Rodriguez-Lopez, J.N., Tomas, V., Garcia-Canovas, F.

Tyrosinase-catalyzed hydroxylation of 4-hexylresorcinol, an antibrowning and depigmenting agent: a kinetic study.

Journal of Agricultural and Food Chemistry, 63, 7032-7040, 2015. https://dx.doi.org/10.1021/acs.jafc.5b02523  

• C.V. Ortiz-Ruiz, J. Berna, M.M. Garcia-Molina, J. Tudela, V. Tomas, F. Garcia-Canovas.

Identification of p-hydroxybenzyl alcohol, tyrosol, phloretin and its derivate phloridzin as tyrosinase substrates.

Bioorganic & Medicinal Chemistry, 23, 2738-2746, 2015.  https://dx.doi.org/10.1016/j.bmc.2015.04.016

• Muñoz-Muñoz, J.L.; García-Molina, F.; García-Ruiz, P.A..; Varón, R.; Tudela, J.; Rodríguez-López, J.N., García-Canovas, F.

Catalytic oxidation of aminophenol and aromatic amines by mushroom tyrosinase.

Biochimica et Biophysica Acta - Proteins and Proteomics, 1814,1974-83, 2011. https://dx.doi.org/10.1016/j.bbapap.2011.07.015

• Garcia-Molina, F., Munoz-Munoz, J. L., Martinez-Ortiz, F., Tudela, J., Garcia-Canovas, F., Rodriguez-Lopez, J. N.

  Effects of tetrahydropterines on the generation of quinones catalyzed by tyrosinase.

  Bioscience Biotechnology and Biochemistry, 74, 1108-1109, 2010. https://dx.doi.org/10.1271/bbb.90924

• Muñoz-Muñoz, J.L.; García-Molina, F.; García-Ruiz, P.A.; Varón, R.; Tudela, J.; García-Cánovas, F. Rodríguez-López, J.N.

  Some kinetic properties of deoxytyrosinase.

  Journal of Molecular Catalysis-B. Enzymatic, 62, 173-182, 2010.

• Munoz-Munoz, J. L., Garcia-Molina, F., Varon, R., Tudela, J., Garcia-Canovas, F. Rodriguez-Lopez, J. N.

  New features of the steady-state rate related with the initial concentration of substrate in the diphenolase and monophenolase activities of tyrosinase.

    Journal of Mathematical Chemistry, 48, 347-362, 2010.

• Muñoz-Muñoz, J.L.; García-Molina, F.; Garcia-Molina, M.; Tudela, J.; García-Cánovas, F. Rodriguez-López, J.N.

  Kinetic characterization of the oxidation of carbidopa and benserazide by polyphenol oxidase and peroxidase.

  Bioscience Biotechnology and Biochemistry, 73, 1308-1313, 2009.

• Muñoz-Muñoz, J.L.; García-Molina, F.; Garcia-Molina, M.; Tudela, J.; García-Cánovas, F. Rodriguez-López, J.N.

Ellagic acid: characterization as substrate of polyphenol oxidase.

IUBMB Life, 61, 171-177, 2009.

• Muñoz-Muñoz, J.L.; García-Molina, F.; Arribas, E.; García-Ruiz, P.A.; Tudela, J.; García-Canovas, F.; Rodríguez-Lopez, J.N.

  Enzymatic and chemical oxidation of trihydroxylated phenols.

  Food Chemistry, 113, 435-444, 2009.

• Muñoz, J.L.; García-Molina, F.; Molina-Alarcon, M.; Tudela, J.; García-Cánovas, F. Rodríguez-López, J.N.

Kinetic characterization of the enzymatic and chemical oxidation of the catechins in the green tea.

Journal of Agricultural and Food Chemistry, 56, 9215-9224, 2008.

• Muñoz, J.L.; García Molina, F.; Varon, R.; Rodríguez-López, J.N.;García-Ruiz, P.A.; García-Cánovas, F.; Tudela, J.

     Kinetic characterization of the oxidation of chlorogenic acid by polyphenoloxidase and peroxidase. Characteristics of the o-quinone.

     Journal of Agricultural and Food Chemistry, 55, 920-928, 2007.

• Muñoz, J.L.; García-Molina, F.; Varón, R.; Rodríguez-López, J.N.; García-Cánovas, F.; Tudela, J.

     Kinetic characterization of the oxidation of esculetin by polyphenol oxidase and peroxidase.

     Bioscience, Biotechnology and Biochemistry, 71, 390-396, 2007.

• García Molina, F.; Muñoz, J.L.; Varon, R.; García-Ruiz, P.A.; Rodríguez-López, J.N.; García-Cánovas, F.; Tudela, J.

     Effect of tetrahydropteridines on the monophenolase and diphenolase activities of tyrosinase.

     Journal of  Enzyme Inhibition and Medicinal Chemistry, 22, 383-394, 2007.

• García-Molina, F.; Fenoll, L. G.; Morote, J. C.; García-Ruiz, P.A.; Rodríguez-López, J. N.; García-Cánovas, F., Tudela, J.

Opposite effects of peroxidase in the initial stages of tyrosinase-catalysed melanin biosynthesis.

Int. J. Biochem. Cell Biology, 37, 1179-1196, 2005.

• García-Molina, F.; Peñalver, M. J.; Fenoll, L. G.; Rodríguez-López, J. N.; Varón, R.; García-Cánovas, F., Tudela, J.

Kinetic study of monophenol and o-diphenol binding to oxytyrosinase.

Journal of Molecular Catalysis B: Enzymatic, 35, 185-192, 2005.

• Fenoll, L.G.; Rodríguez-López, J.N.; García-Molina, F.; García-Cánovas, F., Tudela, J.

Michaelis constants of mushroom tyrosinase with respect to oxygen in the presence of monophenols and diphenols.

The Int. J. Biochem. Cell Biol. 34, 332-336, 2002.

• Fenoll, L.G.; Rodríguez-López, J.N.; Varón, R.; García-Ruiz, P.A.; García-Canovas, F., Tudela, J.

Kinetic characterisation of the reaction mechanism of mushroom tyrosinase on tyramine/dopamine and L-tyrosine methyl ester/L-dopa methyl ester.

The International Journal of Biochemistry & Cell Biology, 34, 1594-1607, 2002.

• Fenoll, L.G.; Rodríguez-López, J. N.; Varón, R.; García-Ruiz, P.A.; García-Cánovas, F., Tudela, J.

Kinetic study of the oxidation of 3-hydroxyanisole catalysed by tyrosinase.

Biophysical Chemistry 84, 65-76, 2000.

• Fenoll, L.G.; Rodríguez-López, J. N.; Varón, R.; García-Ruiz, P.A.; García-Cánovas, F., Tudela, J.

Action mechanism of tyrosinase on meta- and para-hydroxylated monophenols.

Biological Chemistry 381, 313-320, 2000.

• Espín, J. C.; Varón, R; Fenoll, L.G.; Gilabert, M.A.; García-Ruiz, P. A.; Tudela, J., García-Cánovas, F.

Kinetic characterization of the substrate specificity and mechanism of mushroom tyrosinase.

European Journal of Biochemistry 267, 1270-1279, 2000.

Antioxidant Polyphenols: Bioactivity on Peroxidase

• Muñoz, J.L.; García Molina, F.; Varon, R.; Rodríguez-López, J.N.;García-Ruiz, P.A.; García-Cánovas, F.; Tudela, J.

Kinetic characterization of the oxidation of chlorogenic acid by polyphenoloxidase and peroxidase. Characteristics of the o-quinone.

Journal of Agricultural and Food Chemistry, 55, 920-928, 2007.

• Muñoz, J.L.; García-Molina, F.; Varón, R.; Rodríguez-López, J.N.; García-Cánovas, F.; Tudela, J.

Kinetic characterization of the oxidation of esculetin by polyphenol oxidase and peroxidase.

Bioscience, Biotechnology and Biochemistry, 71, 390-396, 2007.

• Fenoll, L. G.; García-Molina, F.; Gilabert, M. A.; Varón, R.; García-Ruiz, P.A.; Tudela, J.; García-Cánovas, F.  y Rodríguez-López, J. N.

Interpretation of the reactivity of peroxidase compound II with phenols and anilines using the Marcus equation.

Biol. Chem. 386, 351-360, 2005.

• Gilabert, M.A.; Hiner, A.N.P.; García-Ruiz, P.A.; Tudela, J.; García-Molina, F.; Acosta, M.; García-Cánovas, F. y Rodríguez-López, J.N.

  Differential substrate behaviour of phenol and aniline derivatives during oxidation by horseradish peroxidase. Kinetic evidence for a two-step mechanism.

  Biochimica et Biophysica Acta, 1699, 235-243, 2004.

• Gilabert, M. A.; Fenoll, L. G.; García-Molina, F.; Tudela, J.; García-Cánovas, F. y Rodríguez-López, J. N.

Kinetic characterization of phenol and aniline derivates as substrates of peroxidase.

Biol. Chem. 385, 795-800, 2004.

• Gilabert, M. A.; Fenoll, L. G.; García-Molina, F.; García-Ruiz, P.A.;  Tudela, J.; García-Cánovas, F. y Rodríguez-López, J. N.

Stereospecificity of horseradish peroxidase.

Biol. Chem. 385, 1177-1184, 2004.

• Gilabert, M.A.; Hiner, A.N.P.; Garcia Ruiz, P.A.; Tudela, J.; García-Molina, F.; Acosta, M.; Garcia-Canovas, F. y Rodríguez-López, J.N.

Differential substrate behaviour of phenol and aniline derivatives during oxidation by horseradish peroxidase : Kinetic evidence for a two-step mechanism.

Biochim. Biophys. Acta, 1699, 235-243, 2004.

• García-Moreno, M; Moreno-Conesa, M.; Rodríguez-López, J. N.; García-Cánovas, F. and Varón, R.

Oxidation of 4-tert-butylcatechol and dopamine by hydrogen peroxide catalysed by horseradish peroxidase.

Biological Chemistry 380, 689-694, 1999.

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