Synthesis and Hypoglycemic Activity of Aryl(Hetaryl)Propenoic Cyanopyrrolidine Amides


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Abstract

A series of amides based on (2S)-cyanopyrrolidine and α, β-unsaturated aryl- and hetarylcarboxylic acids have been synthesized. The dependence of the hypoglycemic activity of compounds on the structure of the aromatic fragment has been studied in the oral glucose tolerance test in mice. Amides based on (E)-3-phenylprop-2-enoic and (E)-3-(4-methoxyphenyl)prop-2-enoic acids and (2S)-cyanopyrrolidine have been shown to significantly reduce blood glucose levels in mice. The observed hypoglycemic effect at a dose of 10 mg/kg is comparable to the effect of hypoglycemic drug vildagliptin.

About the authors

S. O. Kuranov

Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences

Author for correspondence.
Email: s.o.kuranov@chemomsu.ru
Russian Federation, Novosibirsk,, 630090

M. E. Blokhin

Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences; Novosibirsk State University

Email: s.o.kuranov@chemomsu.ru
Russian Federation, Novosibirsk,, 630090; Novosibirsk,, 630090

S. A. Borisov

Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences

Email: s.o.kuranov@chemomsu.ru
Russian Federation, Novosibirsk,, 630090

M. V. Khvostov

Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences; Novosibirsk State University

Email: s.o.kuranov@chemomsu.ru
Russian Federation, Novosibirsk,, 630090; Novosibirsk,, 630090

O. A. Luzina

Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences

Email: s.o.kuranov@chemomsu.ru
Russian Federation, Novosibirsk,, 630090

N. F. Salakhutdinov

Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences; Novosibirsk State University

Email: s.o.kuranov@chemomsu.ru
Russian Federation, Novosibirsk,, 630090; Novosibirsk,, 630090

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