АНТИОКСИДАНТНЫЕ СВОЙСТВА И ЭФФЕКТЫ АПОРФИНОВЫХ АЛКАЛОИДОВ И ИХ ФЕНАНТРЕНОВЫХ СЕКО-ИЗОМЕРОВ  НА АЦЕТИЛХОЛИНЭСТЕРАЗНУЮ АКТИВНОСТЬ :

Salima Salimovna Khizrieva; Sergey Nikolaevich Borisenko; Elena Vladimirovna Maksimenko; Elena Vladimirovna Vetrova; Nikolay Ivanovich Borisenko; Vladimir Isaakovich Minkin

doi:10.14258/jcprm.2021028752

Salima Salimovna Khizrieva Research Institute of Physical and Organic Chemistry, Southern Federal University https://orcid.org/0000-0001-7064-2402 Email: hizrieva@sfedu.ru
Sergey Nikolaevich Borisenko Research Institute of Physical and Organic Chemistry, Southern Federal University Email: sergio_rnd@mail.ru
Elena Vladimirovna Maksimenko Research Institute of Physical and Organic Chemistry, Southern Federal University Email: maksimenko@sfedu.ru
Elena Vladimirovna Vetrova Research Institute of Physical and Organic Chemistry, Southern Federal University https://orcid.org/0000-0002-2042-7963 Email: vetrova-ev@yandex.ru
Nikolay Ivanovich Borisenko Research Institute of Physical and Organic Chemistry, Southern Federal University Email: boni1912@gmail.com
Vladimir Isaakovich Minkin Research Institute of Physical and Organic Chemistry, Southern Federal University https://orcid.org/0000-0001-6096-503X Email: viminkin@sfedu.ru

https://doi.org/10.14258/jcprm.2021028752

Keywords: subcritical water, aporphine alkaloids, glaucine, boldine, antioxidant activity, anticholinesterase activity, phenanthrene alkaloids, seco-glaucine, seco-boldine, acetylcholinesterase, Alzheimer's disease

Abstract

For the first time, model’s phenanthrene seco-alkaloids (seco-glaucine and seco-boldine) obtained in the medium of subcritical water SBW) from plant aporphine alkaloids were studied as antioxidants and inhibitors of acetylcholinesterase (AChE). Antioxidant activity (in vitro) of model’s aporphine and phenanthrene alkaloids: boldine, seco-boldine, glaucine and seco-glaucine, (BD, s-BD, GL and s-GL) was studied in the reaction with a stable free radical DPPH (1,1- diphenyl-2-picrylhydrazyl). In vivo, antioxidant activity was determined in a bioluminescent test system using genetically modified E. coli strains. In experiments in vitro (DPPH-test) and in vivo (biotest) phenanthrene alkaloids s-GL and s-BD demonstrate the higher antioxidant activity than their aporphine precursors GL and BD. For the study (in vitro) of the anticholinesterase activity of alkaloids and their phenanthrene seco-isomers used the “Ellman’s method” with minor modifications. The data on the inhibitory activity of the AChE enzyme with aporphine and phenanthrene alkaloids, expressed as IC50 values obtained from dose-response curves, demonstrate that the inhibitory activity for seco-boldine (IC50 = 0.21 mM) and seco-glaucine (IC50 = 0.04 mM ) is higher than for the initial aporphine alkaloids boldine (IC50 = 0.29 mM) and glaucine (IC50 = 0.44 mM), respectively. Thus, it has been shown that phenanthrene alkaloids obtained in SBW exhibit higher antioxidant activity and better inhibiting AChE-activity than their aporphine precursors.

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Author Biographies

Salima Salimovna Khizrieva, Research Institute of Physical and Organic Chemistry, Southern Federal University

аспирант

Sergey Nikolaevich Borisenko, Research Institute of Physical and Organic Chemistry, Southern Federal University

кандидат химических наук, старший научный сотрудник

Elena Vladimirovna Maksimenko, Research Institute of Physical and Organic Chemistry, Southern Federal University

научный сотрудник

Elena Vladimirovna Vetrova, Research Institute of Physical and Organic Chemistry, Southern Federal University

кандидат биологических наук, доцент, старший научный сотрудник

Nikolay Ivanovich Borisenko, Research Institute of Physical and Organic Chemistry, Southern Federal University

главный научный сотрудник

Vladimir Isaakovich Minkin, Research Institute of Physical and Organic Chemistry, Southern Federal University

научный руководитель университета

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