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Alkyl 2-arylhydrazinylidene-3-oxo-3-polyfluoroalkylpropionates as new effective and selective inhibitors of carboxylesterase

  • Biochemistry, Biophysics and Molecular Biology
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Abstract

A series of alkyl 2-Arylhydrazinylidene-3-oxo-3-polyfluoroalkylpropionates was synthesized and their inhibitory activity with respect to porcine liver carboxylesterase (CaE, EC 3.1.1.1), human erythrocyte acetylcholinesterase (AChE, EC 3.1.1.7), and horse serum butyrylcholinesterase (BChE, EC 3.1.1.8) was studied. The molecular docking method was used to study the binding mode of the compounds in the active site of CaE. It was found that compounds containing the trifluoromethyl group in the third position of carbonyl chain are highly effective and selective inhibitors of CaE with nanomolar IC50 values, which agrees well with the results of molecular docking.

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Authors and Affiliations

  1. Institute of Physiologically Active Compounds, Russian Academy of Sciences, Severnyi proezd 1, Chernogolovka, Moscow oblast, 142432, Russia

    N. P. Boltneva, G. F. Makhaeva, N. V. Kovaleva & S. V. Lushchekina

  2. Postovskii Institute of Organic Synthesis, Urals Branch, Russian Academy of Sciences, Yekaterinburg, Russia

    Ya. V. Burgart, E. V. Shchegol’kov, V. I. Saloutin & O. N. Chupakhin

Authors
  1. N. P. Boltneva
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  2. G. F. Makhaeva
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  3. N. V. Kovaleva
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  4. S. V. Lushchekina
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  5. Ya. V. Burgart
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  6. E. V. Shchegol’kov
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  7. V. I. Saloutin
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  8. O. N. Chupakhin
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Corresponding author

Correspondence to N. P. Boltneva.

Additional information

Original Russian Text © N.P. Boltneva, G.F. Makhaeva, N.V. Kovaleva, S.V. Lushchekina, Ya.V. Burgart, E.V. Shchegol’kov, V.I. Saloutin, O.N. Chupakhin, 2015, published in Doklady Akademii Nauk, 2015, Vol. 465, No. 3, pp. 367–371.

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Boltneva, N.P., Makhaeva, G.F., Kovaleva, N.V. et al. Alkyl 2-arylhydrazinylidene-3-oxo-3-polyfluoroalkylpropionates as new effective and selective inhibitors of carboxylesterase. Dokl Biochem Biophys 465, 381–385 (2015). https://doi.org/10.1134/S1607672915060101

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  • DOI: https://doi.org/10.1134/S1607672915060101

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