Synthesis, anticholinesterase and anti-radical activity of 2,3,5-trisubstituted 4H-imidazol-4-ones, green fluorescent protein chromophore analogues

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Abstract

The one-pot synthesis of N -substituted α,β-dehydrotyrosyl dipeptides was carried out by the azlactone method. The target dipeptides were obtained in good yields (53-79%). From the latter, 2,3,5-trisubstituted 4-imidazolones were obtained using 1,1,1,3,3,3-hexamethyldisilazane as a dehydrating agent. It was found that in the case of β-alanine-containing peptides, abstraction of the methyl ester of acrylic acid and the formation of 2,5-disubstituted 4-imidazoline were observed. Antiradical and anticholinesterase properties of the synthesized compounds were studied. Docking analysis was carried out for both some dipeptides and imidazole-4-ones.

About the authors

V. O Topuzyan

Scientific Technological Center of Organic and Pharmaceutical Chemistry of National Academy of the Republic of Armenia

S. R Tosunyan

Scientific Technological Center of Organic and Pharmaceutical Chemistry of National Academy of the Republic of Armenia

A. T Makichyan

Scientific Technological Center of Organic and Pharmaceutical Chemistry of National Academy of the Republic of Armenia;Russian-Armenian University

Email: ani.makichyan@rau.am

E. H Hakobyan

Scientific Technological Center of Organic and Pharmaceutical Chemistry of National Academy of the Republic of Armenia

L. Kh. Galstyan

Yerevan State University

A. A Hovhannisyan

Scientific Technological Center of Organic and Pharmaceutical Chemistry of National Academy of the Republic of Armenia

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