Synthesis of new aliphatic derivatives of 5-acetyl-3,4-dihydropyrimidin-2(1H)-ones(thiones) and in silico analysis of the bioactivity of the obtained compounds

Authors

  • Anton A. Levdansky Belarusian State University, 4 Niezaliezhnasci Avenue, Minsk 220030, Belarus
  • Iryna V. Mineyeva Belarusian State University, 4 Niezaliezhnasci Avenue, Minsk 220030, Belarus; Research Institute for Physical Chemical Problems, Belarusian State University, 14 Lieningradskaja Street, Minsk 220006, Belarus

Keywords:

multicomponent Biginelli reaction, 5-acetyl-3,4-dihydropyrimidin-2(1H)-ones(thiones), aliphatic aldehydes, 1-(2-oxoethyl)cyclopropyl acetate, europium(III) chloride hexahydrate, PerMM electronic platform, PassOnline electronic platform, in silico analysis
Supporting Agencies
The research was supported by the Ministry of Education of the Republic of Belarus (assignment 2.2.9 of the state programme of scientific research «Chemical processes, reagents and technologies, bioregulators and bioorgchemistry», state registration No. 20240340).

Abstract

An effective method for obtaining 5-acetyl-3,4-dihydropyrimidin-2(1H)-ones(thiones) based on aliphatic aldehydes, including β-hydroxycyclopropane, using europium(III) chloride hexahydrate as a catalyst for the multicomponent Biginelli reaction has been developed. In silico calculation of the biological properties of the obtained compounds using the PassOnline electronic platform showed a high probability of biotransformation of the studied substances along the natural biochemical pathway when exposed to cytochrome P450 of isoform 2J2 (CYP2J2), and also that all the studied compounds can theoretically act as membrane integrity agonists, stimulators of leukopoiesis and exhibit cytotoxic properties relative to many cancer cells. Modelling of permeability through the phospholipid bilayer using the PerMM electronic platform of 5-acetyl-3,4-dihydropyrimidin-2(1H)-ones(thiones) showed that all the studied compounds are capable of passively penetrating through model cell membranes and participating in intracellular regulation processes.

Author Biographies

  • Anton A. Levdansky, Belarusian State University, 4 Niezaliezhnasci Avenue, Minsk 220030, Belarus

    master’s degree student at the department of organic chemistry, faculty of chemistry

  • Iryna V. Mineyeva, Belarusian State University, 4 Niezaliezhnasci Avenue, Minsk 220030, Belarus; Research Institute for Physical Chemical Problems, Belarusian State University, 14 Lieningradskaja Street, Minsk 220006, Belarus

    doctor of science (chemistry); professor at the department of organic chemistry, faculty of chemistry, Belarusian State University, and head of the fine organic synthesis sector, Research Institute for Physical Chemical Problems, Belarusian State University

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Published

2025-05-20

Issue

No. 1 (2025): Journal of the Belarusian State University. Chemistry

Section

Original Articles

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How to Cite

Synthesis of new aliphatic derivatives of 5-acetyl-3,4-dihydropyrimidin-2(1H)-ones(thiones) and in silico analysis of the bioactivity of the obtained compounds. (2025). Journal of the Belarusian State University. Chemistry, 1, 3-12. https://journals.bsu.by/index.php/chemistry/article/view/6662