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Synthesis and In Silico Prediction of Biological Activity and Acute Toxicity of [1,3]Thiazolo[3,2-a]pyrimidines Containing Aliphatic Aldehyde Fragments

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Abstract

An efficient method has been developed for the synthesis of novel [1,3]thiazolo[3,2-a]pyrimidines containing a pentyl or 1-acetoxycyclopropylmethyl group at the 5-position. Potential biological activity of the synthesized compounds has been evaluated in silico by predicting their phospholipid bilayer permeability and by molecular docking to protein kinases and human acetylcholinesterase. Study of the effect of thiazolo­pyrimidines on the growth of Saccharomyces cerevisiae has shown the absence of acute toxicity of these com­pounds. (2Z)-6-Acetyl-2-(2-hydroxy-5-nitrobenzylidene)-7-methyl-5-pentyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-3(2H)-one exhibited antibacterial activity against Bacillus subtilis.

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Funding

The theoretical computational part of the study was carried out under financial support by the State Research Program (project no. 20210560).

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Authors and Affiliations

  1. Belarusian Stata University, 220030, Minsk, Belarus

    I. V. Mineyeva, Ya. V. Faletrov, V. A. Staravoitava & V. M. Shkumatov

  2. Research Institute for Physicochemical Problems, Belarusian Stata University, 220006, Minsk, Belarus

    Ya. V. Faletrov, V. A. Staravoitava & V. M. Shkumatov

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  1. I. V. Mineyeva
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  3. V. A. Staravoitava
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Translated from Zhurnal Organicheskoi Khimii, 2022, Vol. 58, No. 7, pp. 686–705 https://doi.org/10.31857/S0514749222070023.

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Mineyeva, I.V., Faletrov, Y.V., Staravoitava, V.A. et al. Synthesis and In Silico Prediction of Biological Activity and Acute Toxicity of [1,3]Thiazolo[3,2-a]pyrimidines Containing Aliphatic Aldehyde Fragments. Russ J Org Chem 58, 941–958 (2022). https://doi.org/10.1134/S1070428022070028

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