A 37 Alkyl 2-arylhydrazinylidene-3-oxo-3-polyfluoroalkylpropionates as new effective and selective inhibitors of carboxylesterase [Electronic resource] / N. P. Boltneva, G. F. Makhaeva, N. V. Kovaleva, S. V. Lushchekina, Ya. V. Burgart, E. V. Shchegol’kov, O. N. Chupakhin> // Doklady Biochemistry and Biophysics . - 2015. - Vol. 465, № 1. - С. 381-385. - Bibliogr. : p. 385 (15 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): 2-ARYLHYDRAZINYLIDENE-3-OXO-3-POLYFLUOROALKYLPROPIONATES -- INHIBITORS -- CARBOXYLESTERASE Аннотация: 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. Origin \\\\expert2\\nbo\\Doklady Biochemistry and Biophysics\\2015, v.465, № 1. p.381-385.pdf |
S 98 Synthesis of new efficient and selective carboxylesterase inhibitors based on adamantyl and citronellyl 4,4,4-trifluoro-2-arylhydrazonylidene-3-oxobutanoates / N. A. Elkina, E. V. Shchegolkov, Ya. V. Burgart [et al.]> // Russian chemical bulletin. - 2021. - Vol. 70, № 3. - P567–572 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): 4,4,4-TRIFLUORO-2-ARYLHYDRAZINYLIDENE-3-OXOBUTANOATES -- NATURAL ALCOHOLS -- CARBOXYLESTERASE -- INHIBITORS -- MOLECULAR DOCKING Аннотация: A series of new adamantyl and citronellyl 4,4,4-trifluoro-2-arylhydrazinylidene-3-oxo-butanoates was synthesized. The synthesized compounds in nanomolar concentrations selectively inhibit carboxylesterase, while their activity is independent of the nature and position of the substituent in the aryl fragment, which is consistent with the molecular docking results. |
Polyfluoroalkyl-2-hydroxyimino-1,3-diketones as new selective carboxylesterase inhibitors / N. P. Boltneva, S. V. Lushchekina, O. G. Serebryakova [и др.]> // MedChem-Russia 2021: материалы 5-ой Российской конференции по медицинской химии с международным участием. - Волгоград, 2021. - С. 256 Рубрики: ХИМИЧЕСКИЕ НАУКИ |
3-(2-Arylhydrazono)-1,1,1-trifluro-3-(phenylsulfonyl)propan-2-ones as selective carboxylesterase inhibitors / E. V. Shchegolkov, Y. V. Burgart, N. A. Elkina [et al.]> // Russian chemical bulletin. - 2022. - Vol. 71, № 1. - P158-164 Рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: We improved the synthetic procedure for 3-(2-arylhydrazono)-1,1,1-trifluro-3-(phenylsulfonyl)propan-2-ones and established their structure. The study of their esterase profile showed the absence of cholinesterase inhibition and the selectivity against carboxylesterase with micromolar activity exceeding the anticarboxylesterase activity of the diketone analog. Carboxylesterase inhibition data are consistent with molecular docking results. 3-(2-Arylhydrazono)-1,1,1-trifluro-3-(phenylsulfonyl)propan-2-ones exhibit a high radical-scavenging effect in the ABTS test exceeding that of Trolox. |