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Substituted 1,5,6,7-tetrahydro-4H-benzimidazol-4-ones as urease inhibitors

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Abstract

A comparative kinetic study of the inhibition of urea hydrolysis by 9 substituted 1,5,6,7-tetrahydro-4H-benzimidazol-4-ones (BI I–IX) has been carried out. The inhibition had reversible competitive mode; the inhibition constants K i, varied from 29 to 754 μM in dependence of structure of BI I–IX. Three BI I–IX, characterized by the K i values ranged from 29 to 82 μM, may be used as potential therapeutic agents in gastroenterology for treatment of gastroduodenal ulcers.

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Abbreviations

BI:

substituted 1,5,6,7-tetrahydro-4H-benzimidazol-4-ones

DMF:

dimethylformamide

InH:

inhibitors of urea hydrolysis by urease

References

  1. Dixon, N.E., Riddles, P.W., Gazzola, C., Blakeley, R.L., and Zerner, B., Can. J. Biochem., 1980, vol. 58, pp. 1335–1344.

    Article  CAS  Google Scholar 

  2. Rosenstein, I.J.M. and Hamilton-Muller, J.M.T., CRC Crit. Rev. Microbiol., 1984, vol. 11, pp. 1–12.

    Article  CAS  Google Scholar 

  3. Mobley, H.L.T., Island, M.D., and Hausinger, R.P., Microbiol. Rev., 1995, vol. 59, pp. 452–480.

    Google Scholar 

  4. Odake, S., Morikawa, T., Tsuchiya, M., Imamura, L., and Kobashi, K., Biol. Pharm. Bull., 1994, vol. 17, pp. 1329–1332.

    CAS  Google Scholar 

  5. Star, R.A., Gillin, A.D., Parikh, V.J., Sands, J.M., Am. J. Physiol., 1993, vol. 265, pp. 385–390.

    Google Scholar 

  6. Odake, S., Nakahashi, K., Morikawa, T., Takebe, S., Kobashi, K., Chem. Pharm. Bull., 1992, vol. 40, pp. 2764–2768.

    CAS  Google Scholar 

  7. Zimmerman, Ya.S., Sov. Meditzina, 1991, no. 7, pp. 34–37.

  8. Marakhovskii, Yu.Kh., Meditzina. Zhurn. Belorus. Assoc. Vrachei, 1998, no. 4, pp. 9–10.

  9. Todd, M.J. and Hausinger, R.P., J. Biol. Chem., 1989, vol. 264, pp. 15835–15842.

    CAS  Google Scholar 

  10. Saboury, A.A. and Moosavi-Movahedi, A.A., J. Enzyme Inhibition, 1997, vol. 12, pp. 273–279.

    Article  CAS  Google Scholar 

  11. Houimel, M., Mach, J.P., Corthesy-Theulaz, I., and Corthesy, B., Eur. J. Biochem., 1999, vol. 262, pp. 774–780.

    Article  CAS  Google Scholar 

  12. Metelitza, D.I., Tarun, E.I., Puchkaev, A.V., and Losev, Yu.P., Prikl. Biokhim. Microbiol., 2001, vol. 37, pp. 190–196.

    Google Scholar 

  13. Tarun, E.I., Rubinov, D.B., and Metelitza, D.I., Prikl. Biokhim. Microbiol, 2004, vol. 40, pp. 398–406.

    CAS  Google Scholar 

  14. Tarun, E.I., Rubinov, D.B., and Metelitza, D.I., Biochemistry (Moscow), 2004, vol. 69, pp. 1649–1658.

    Article  Google Scholar 

  15. Tarun, E.I., Rubinov, D.B., and Metelitza, D.I., Prikl. Biokhim.Microbiol, 2005, vol. 41, pp. 17–22.

    CAS  Google Scholar 

  16. Tarun, E.I., Rubinov, D.B., and Metelitza, D.I., Vest. Belarus Akad. Nauk., Khim. Series, 2005, no. 4, pp. 52–56.

  17. Mashkovskii, M.D., Lekarstva XX veka (Drugs of the XX century), Moscow: Novaya Volna, 1998.

    Google Scholar 

  18. Takishima, K., Suga, T., and Mamiya, G., Eur. J. Bichem., 1988, vol. 175, pp. 151–165.

    Article  CAS  Google Scholar 

  19. Vinogradova, E.N., Metody opredeleniya kontsentratsii vodorodnykh ionov (Methods of Determination of Proton Concentration), Moscow: MGU, 1956, pp. 45–52.

    Google Scholar 

  20. Rubinov, D.B., Zheldakova, T.A., Rubinova, I.L., and Lakhvich, F.A., Zh. Org. Khim., 2007, vol. 44, pp. 1034–1040.

    Google Scholar 

  21. Keleti, T., Osnovy fermentativnoi kinetiki (Principles of Enzymatic Kinetics), [Russian translation], Moscow: Mir, 1990, pp. 183–188.

    Google Scholar 

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Authors and Affiliations

  1. Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, ul. Akademika Kuprevicha 5/2, Minsk, 220141, Belarus

    E. I. Tarun, T. A. Zheldakova & D. I. Metelitza

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  1. E. I. Tarun
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  2. T. A. Zheldakova
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  3. D. I. Metelitza
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Correspondence to E. I. Tarun.

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Original Russian Text © E.I. Tarun, T.A. Zheldakova, D.I. Metelitza, 2009, published in Biomeditsinskaya Khimiya.

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Tarun, E.I., Zheldakova, T.A. & Metelitza, D.I. Substituted 1,5,6,7-tetrahydro-4H-benzimidazol-4-ones as urease inhibitors. Biochem. Moscow Suppl. Ser. B 3, 71–76 (2009). https://doi.org/10.1134/S1990750809010107

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