L. V. Anikina, Yu. B. Vikharev, V. V. Baranov, O. R. Malyshev, A. N. Kravchenko, “Preparative synthesis and pharmacological activity of Albicar racemate and enantiomers”, Mendeleev Commun., 2018, Volume 28, Issue 3,Pages <nobr>317

This article is cited in 21 papers

Communications

Preparative synthesis and pharmacological activity of Albicar racemate and enantiomers

L. V. Anikina^a, Yu. B. Vikharev^a, V. V. Baranov^b, O. R. Malyshev^b, A. N. Kravchenko^b

^a Institute of Physiologically Active Compounds, Federal Research Center of Problems of Chemical Physics and Medicinal Chemistry, Russian Academy of Sciences, Chernogolovka, Moscow Region, Russian Federation
^b N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation

Abstract: Racemic Albicar (2,6-diethyl-4,8-dimethylglycoluril) has been synthesized and resolved into enantiomers on a preparative scale by chiral HPLC. A comparison of the pharmacological effects of these compounds has been performed for the first time. It has been demonstrated that the (−)-(1S,5S)-enantiomer exerts a stimulating effect on the central nervous system due to activation of the serotonergic system, since it potentiates the effects of 5-hydroxytryptophan (the serotonin precursor), while the antagonist of serotonin receptors blocks its activity; the (+)-(1R,5R)-enantiomer evinces an inhibitory effect.

Language: English

DOI: 10.1016/j.mencom.2018.05.030