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Study of Antithyroid and Antioxidant Properties of Cysteine, Glutathione, and Methionine by Spectrophotometry and High Performance Liquid Chromatography

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Abstract

The antithyroid properties of sulfur-containing amino acids cysteine and methionine and glutathione tripeptide are studied by evaluating the kinetic and thermodynamic parameters of analyte interaction anionic iodine complexes (\({\text{I}}_{{\text{3}}}^{ - }\) and I2Cl).The rate constant of the second-order reaction between cysteine and triiodide is the maximum rate constant, comparable to the rate constants of physiological processes. The antioxidant activity of cysteine and glutathione is estimated by the kinetic method with the spectrophotometric control of the reaction rate using the second-order reaction rate constant with the chromogen radical 2,2'-diphenyl-1-picrylhydrazyl (DPPH) and the reaction half-life in alcoholic media. The antioxidant properties of cysteine and glutathione, manifested in the reaction with DPPH, were used to develop a simple and sensitive method for their quantitative determination using a pseudo-first-order rate constant. The study of the reaction of analytes with a chromogen radical made it possible to evaluate their antiradical activity by spectrophotometry analysis, supplemented with HPLC.

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REFERENCES

  1. Yang, Y., Feng, Y., Qiu, F., Iqbal, K., Wang, Y., Song, X., Wang, Y., Zhang, G.L., and Liu, W., Anal. Chem., 2018, vol. 90, no. 23, p. 14048.

    Article  CAS  PubMed  Google Scholar 

  2. Zhang, S., Ong, C.-N., and Shen, H.-M., Cancer. Lett., 2004, vol. 208, p. 143.

    Article  CAS  PubMed  Google Scholar 

  3. Jung, H.S., Chen, X., Kim, J.S., and Yoon, J., Chem. Soc. Rev., 2013, vol. 42, p. 6.

    Google Scholar 

  4. Droge, W., Hack, V., Breitkreutz, R., Holm, E., Shubinski, G., Schmid, E., and Galter, D., BioFactors, 1998, vol. 8, p. 97.

    Article  CAS  PubMed  Google Scholar 

  5. Meister, A. and Anderson, M., Annu. Rev. Biochem., 1983, vol. 52, p. 711.

    Article  CAS  PubMed  Google Scholar 

  6. Goodman, M.T., McDuffie, K., Hernandez, B., Wilkens, L.R., and Selhub, J., Cancer, 2000, vol. 89, p. 376.

    Article  CAS  PubMed  Google Scholar 

  7. Estrela, J.M., Ortega, A., and Obrador, E., Crit. Rev. Clin. Lab. Sci., 2006, vol. 43, p. 143.

    Article  CAS  PubMed  Google Scholar 

  8. Jones, D.P. and Liang, Y., Free Radicals Biol. Med., 2009, vol. 47, no. 10, p. 1329.

    Article  CAS  Google Scholar 

  9. Halvey, P.J., Watson, W.H., Hansen, J.M., Go, Y.-M., Samali, A., and Jones, D.P., Biochem. J., 2005, vol. 386, p. 215.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  10. Lehninger, A., Principles of Biochemistry, New York: Worth, 1983, 3 vols.

    Google Scholar 

  11. White, C.C., Viernes, H., Krejsa, C.M., Botta, D., and Kavanagh, T.J., Anal. Biochem., 2003, vol. 318, no. 2, p. 175.

    Article  CAS  PubMed  Google Scholar 

  12. Valencia, E., Marin, A., and Hardy, G., Nutrition, 2002, vol. 18, p. 291.

    Article  PubMed  Google Scholar 

  13. Yin, F., Sancheti, H., and Cadenas, E., Antioxid. Redox Signaling, 2012, vol. 17, no. 12, p. 1714.

    Article  CAS  Google Scholar 

  14. Pastore, A., Federici, G., Bertini, E., and Piemonte, F., Clin. Chim. Acta, 2003, vol. 333, p. 19.

    Article  CAS  PubMed  Google Scholar 

  15. Jones, D.P., Methods Enzymol., 2002, vol. 348, p. 93.

    Article  CAS  PubMed  Google Scholar 

  16. Toyo’oka, T., J. Chromatogr. B: Anal. Technol. Biomed. Life Sci., 2009, vol. 877, p. 3318.

    Article  CAS  Google Scholar 

  17. Pinnen, F., Cacciatore, I., Cornacchia, C., Sozio, P., Cerasa, L.S., Iannitelli, A., Nasuti, C., Cantalamessa, F., Sekar, D., Gabbianelli, R., Falcioni, M.L., and Stefano, A.D., J. Med. Chem., 2009, vol. 52, p. 559.

    Article  CAS  PubMed  Google Scholar 

  18. Sena, L.A. and Chandel, N.S., Mol. Cell, 2012, vol. 48, no. 2, p. 158.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  19. Droge, W., Physiol. Rev., 2002, vol. 82, p. 47.

    Article  CAS  PubMed  Google Scholar 

  20. Valko, M., Leibfritz, D., Moncol, J., Cronin, M.T., Mazur, M., and Telser, J., Int. J. Biochem. Cell. Biol., 2007, vol. 39, p. 44.

    Article  CAS  PubMed  Google Scholar 

  21. Emre, Y., Hurtaud, C., Nubel, T., Criscuolo, F., and Ricquier, D., Biochem. J., 2007, vol. 402, p. 271.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  22. Kizaki, T., Suzuki, K., Hitomi, Y., Taniguchi, N., Saitoh, D., Watanabe, K., Onoé, K., Day, N.K., Good, R.A., and Ohno, H., Proc. Natl. Acad. Sci. U. S. A., 2002, vol. 99, no. 14, p. 9392.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  23. Trachootham, D., Alexandre, J., and Huang, P., Nat. Rev. Drug Discovery, 2009, vol. 8, no. 7, p. 579.

    Article  CAS  PubMed  Google Scholar 

  24. Pelicano, H., Carney, D., and Huang, P., Drug Resist. Updates, 2004, vol. 7, no. 2, p. 597.

    Article  CAS  Google Scholar 

  25. Sies, H., Oxidative Stress: Introductory Remarks, London: Academic, 1985.

    Google Scholar 

  26. Mayne, S.T., J. Nutr., 2003, vol. 133, p. 933.

    Article  Google Scholar 

  27. Moriarty, S.E., Shah, J.H., Lynn, M., Jiang, S., Openo, K., Jones, D.P., and Sternberg, P., Free Radicals Biol. Med., 2003, vol. 35, no. 12, p. 1582.

    Article  CAS  Google Scholar 

  28. Ruggeri, R.M., Vicchio, T.M., Cristani, M., Certo, R., Caccamo, D., Alibrandi, A., Giovinazzo, S., Saija, A., Campenni, A., Trimarchi, F., and Gangemi, S., Thyroid, 2016, vol. 26, no. 4, p. 504.

    Article  CAS  PubMed  Google Scholar 

  29. Nanda, N., Int. J. Clin. Exp. Physiol., 2016, vol. 3, p. 4.

    Article  Google Scholar 

  30. Aslan, M., Cosar, N., Celik, H., Aksoy, N., Dulger, A.C., Begenik, H., Soyoral, Y.U., Kucukoglu, M.E., and Selek, S., Endocrine, 2011, vol. 40, p. 285.

    Article  CAS  PubMed  Google Scholar 

  31. Marcocci, C. and Bartalena, L., J. Endocrinol. Invest., 2013, vol. 36, p. 15.

    CAS  PubMed  Google Scholar 

  32. Bianchi, G., Solaroli, E., Zaccheroni, V., Grossi, G., Bargossi, A.M., Melchionda, N., and Marchesini, G., Horm. Metab. Res., 1999, vol. 31, p. 620.

    Article  CAS  PubMed  Google Scholar 

  33. Harris, I.S., Treloar, A.E., Inoue, S., Sasaki, M., Gorrini, C., Lee, K.C., Yung, K.Y., Brenner, D., Knobbe-Thomsen, C.B., Cox, M.A., Elia, A., Berger, T., Cescon, D.W., Adeoye, A., Brustle, A., Molyneux, S.D., Mason, J.M., Li, W.Y., Yamamoto, K., Wakeham, A., Berman, H.K., Khokha, R., Done, S.J., Kavanagh, T.J., Lam, C.W., and Mak, T.W., Cancer Cell, 2015, vol. 27, no. 2, p. 211.

    Article  CAS  PubMed  Google Scholar 

  34. Antolovich, M., Prenzler, P.D., Patsalides, E., McDonald, S., and Robards, K., Analyst, 2002, vol. 127, p. 183.

    Article  CAS  PubMed  Google Scholar 

  35. Çekiç, S.D., Başkan, K.S.,Tütem, E., and Apak, R., Talanta, 2009, vol. 79, no. 2, p. 344.

    Article  PubMed  CAS  Google Scholar 

  36. Marinho Zardo, D., Marques Silva, K., Guyot, S., and Nogueira, A., Int. J. Food Sci. Nutr., 2013, vol. 64, no. 5, p. 611.

    Article  CAS  Google Scholar 

  37. Valent, I., Topolská, D., Valachová, K., Bujdák, J., and Šoltés, L., Biophys. Chem., 2016, vol. 212, p. 9.

    Article  CAS  PubMed  Google Scholar 

  38. Kovatcheva, E.G., Koleva, I.I., Ilieva, M., Pavlov, A., Mincheva, M., and Konushlieva, M., Food Chem., 2001, vol. 72, p. 295.

    Article  CAS  Google Scholar 

  39. Chen, J.H. and Ho, C.-T., J. Agric. Food Chem., 1997, vol. 45, p. 2374.

    Article  CAS  Google Scholar 

  40. Ohnishi, M., Morishita, H., Iwahashi, H., Toda, S., Shirataki, Y., Kimura, M., and Kido, R., Phytochemistry, 1994, vol. 36, p. 579.

    Article  CAS  Google Scholar 

  41. Brand-Williams, W., Cuvelier, M.E., and Berset, C., Lebensm.—Wiss. Technol., 1995, vol. 28, p. 25.

    Article  CAS  Google Scholar 

  42. Bonina, F., Puglia, C., Tomaino, A., Saija, A., Mulinacci, N., Romani, A., and Vincieri, F.F., J. Pharm. Pharmacol., 2000, vol. 52, p. 1279.

    Article  CAS  PubMed  Google Scholar 

  43. Krings, U. and Berger, R.G., Food Chem., 2001, vol. 72, p. 223.

    Article  CAS  Google Scholar 

  44. Koleva, I.I., Niederlander, H.A.G., and Beek, T.A., Anal. Chem., 2000, vol. 72, p. 2323.

    Article  CAS  PubMed  Google Scholar 

  45. Orsini, F., Vovk, I., Glavnik, V., Jug, U., and Corradini, D., J. Liq. Chromatogr. Relat. Technol., 2019, vol. 42, p. 290.

    Article  CAS  Google Scholar 

  46. Chernovyants, M.S., Kolesnikova, T.S., and Karguinova, A.O., Talanta, 2016, vol. 149, p. 319.

    Article  CAS  Google Scholar 

  47. Dolinkin, A.O. and Chernov’yants, M.S., Pharm. Chem. J., 2010, vol. 44, no. 2, p. 46.

    Article  CAS  Google Scholar 

  48. Chernovyants, M.S., Starikova, Z.A., Karguinova, A.O., Kolesnikova, T.S., and Terznikov, A.Yu., Spectrochim. Acta, Part A, 2013, vol. 115, p. 861.

    Article  CAS  Google Scholar 

  49. Chernov’yants, M.S. and Aleshina, N.V., J. Anal. Chem., 2012, vol. 67, no. 3, p. 214.

    Article  CAS  Google Scholar 

  50. Triantis, T.M., Yannakopoulou, E., Nikokavoura, A., Dimotikali, D., and Papadopoulos, K., Anal. Chim. Acta, 2007, vol. 591, p. 106.

    Article  CAS  PubMed  Google Scholar 

  51. Chandrasekar, D., Madhusudhana, K., Ramakrishna, S., and Diwan, P.V., J. Pharm. Biomed. Anal., 2006, vol. 40, no. 2, p. 460.

    Article  CAS  PubMed  Google Scholar 

  52. The British Pharmacopeia, London: Stationary Office, 2008.

  53. Gosudarstvennaya farmakopeya SSSR (USSR State Pharmacopeia), Moscow: Medgiz, 1961, 9th ed.

  54. Benzie, I.F.F. and Strain, J.J., Anal. Biochem., 1996, vol. 239, p. 70.

    Article  CAS  PubMed  Google Scholar 

  55. Suwandaratne, N., Hu, J., Siriwardana, K., Gadogbe, M., and Zhang, D., Anal. Chem., 2016, vol. 88, p. 3624.

    Article  CAS  PubMed  Google Scholar 

  56. Jakubke, H.-D. and Jeschkeit, H., Aminosäuren, Peptide, Proteine (Amino Acids, Peptides, Proteins), Berlin: Akademie, 1982.

  57. Belikov, B.G., Farmatsevticheskaya khimiya, uchebnoe posobie (Pharmaceutical Chemistry: Manual), Moscow: MEDpress-Inform, 2007.

  58. Ładyżyński, P., Wójcicki, J.M., Bąk, M.I., Sabalińska, S., Kawiak, J., Foltyński, P., Krzymień, J., and Karnafel, W., Ann. Biomed. Eng., vol. 39, p. 2721.

  59. Zakharchenko, N.L., Ermakova, E.A., and Zuev, Y.F., Russ. J. Bioorg. Chem., 2008, vol. 34, no. 3, p. 364.

    Article  CAS  Google Scholar 

  60. Tian, W.X. and Tsou, C.L., Biochemistry, 1982, vol. 21, no. 5, p. 1028.

    Article  CAS  PubMed  Google Scholar 

  61. Rigg, T., Taylor, W., and Weiss, J., Experientia, 1954, vol. 10, no. 5, p. 202.

    Article  CAS  PubMed  Google Scholar 

  62. Hargrove, M.S., Barrick, D., and Olson, J.S., Biochemistry, 1996, vol. 35, no. 35, p. 11293.

    Article  CAS  PubMed  Google Scholar 

  63. Bulatov, M.I. and Kalinkin, I.P., Prakticheskoe rukovodstvo po fotometricheskim metodam analiza (A Practical Guide to Photometric Methods of Analysis), Leningrad: Khimiya, 1986.

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Correspondence to A. A. Shcherbatykh.

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Translated by V. Kudrinskaya

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Shcherbatykh, A.A., Chernov’yants, M.S. Study of Antithyroid and Antioxidant Properties of Cysteine, Glutathione, and Methionine by Spectrophotometry and High Performance Liquid Chromatography. J Anal Chem 76, 476–485 (2021). https://doi.org/10.1134/S1061934821040109

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  • DOI: https://doi.org/10.1134/S1061934821040109

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