Аннотация:
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.
Тип публикации:
Статья
Язык публикации: английский
Образец цитирования:
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., 28:3 (2018), 317–319
Образцы ссылок на эту страницу:
https://www.mathnet.ru/rus/mendc1751
https://www.mathnet.ru/rus/mendc/v28/i3/p317
Эта публикация цитируется в следующих 21 статьяx:
V. V. Baranov, M. M. Antonova, S. A. Aksenova, N. G. Kolotyrkina, A. N. Kravchenko, Mendeleev Commun., 35:1 (2025), 27–30
V. V Baranov, N. I Vikrishchuk, A. A Zubenko, I. A Estrin, E. S Lipatov, A. E Svyatogorova, “Synthesis, structure, and biological activity of new metal carboxylate complexes containing a glycoluril fragment”, Žurnal obŝej himii, 93:4 (2023), 602
V. V. Baranov, N. I. Vikrishchuk, A. A. Zubenko, I. A. Estrin, E. S. Lipatov, A. E. Svyatogorova, “Synthesis, Structure, and Biological Activity of New Metal Carboxylate Complexes Containing a Glycoluril Fragment”, Russ J Gen Chem, 93:4 (2023), 863
L. V Saloutina, M. I Kodess, I. N Ganebnykh, P. A Slepukhin, V. I Saloutin, O. N Chupakhin, “Heterocycles on the base of bis(trifluoromethyl)imidazolidin-2-ones, 2-aminoethanol and 2-aminophenol”, Žurnal organičeskoj himii, 59:4 (2023), 507
L. V. Saloutina, M. I. Kodess, I. N. Ganebnykh, P. A. Slepukhin, V. I. Saloutin, O. N. Chupakhin, “Heterocycles Based on Bis(trifluoromethyl)imidazolidin-2-ones, 2-Aminoethanol, and 2-Aminophenol”, Russ J Org Chem, 59:4 (2023), 623
Evgeniy V. Ivanov, Elena Yu. Lebedeva, Vladimir V. Baranov, Angelina N. Kravchenko, “Volume properties of bioactive glycoluril-derivatives of gamma-aminobutyric acid in aqueous solutions between 278.15 and 318.15 K”, Journal of Molecular Liquids, 384 (2023), 122234
Soumitra Rana, Soumyadip Basu, Chhanda Mukhopadhyay, “An environment-friendly methodology for the construction of diversified bicycloacenaphtho[1,2-d]imidazole-8-thione scaffolds using spinel NiFe2O4 nanoparticles as a sustainable catalyst”, Mol Divers, 26:5 (2022), 2561
Jamelah S. Al-Otaibi, Y. Sheena Mary, Yohannan Shyma Mary, Nivedita Acharjee, David G. Churchill, “Theoretical study of glycoluril by highly symmetrical magnesium oxide Mg12O12 nanostructure: adsorption, detection, SERS enhancement, and electrical conductivity study”, J Mol Model, 28:10 (2022)
V. V. Baranov, T. N. Vol'khina, N. G. Kolotyrkina, A. N. Kravchenko, “Synthesis and crystal structures of novel glycoluril carboxylic acids conglomerates”, Mendeleev Commun., 32:4 (2022), 537–539
Alexei N. Izmest'ev, Galina A. Gazieva, Lada V. Anikina, Sergey A. Pukhov, Valentina A. Karnoukhova, Natalya G. Kolotyrkina, Angelina N. Kravchenko, “Synthesis and evaluation of the antiproliferative activity of new heterylmethylidene derivatives of imidazothiazolotriazinones”, New J. Chem., 45:27 (2021), 12271
Valentina A. Karnoukhova, Vladimir V. Baranov, Anna V. Vologzhanina, Angelina N. Kravchenko, Ivan V. Fedyanin, “Self-organization of 1,6-dialkyl-3a,6a-diphenylglycolurils in the crystalline state”, CrystEngComm, 23:24 (2021), 4312
Sergei А. Serkov, Marina А. Es'kova, Natalya V. Sigay, Natalya N. Kostikova, Tatyana N. Volkhina, Natalya G. Kolotyrkina, Galina А. Gazieva, “Synthesis of 1,3-dialkyl-4-[(arylmethylidene)amino]glycolurils”, Chem Heterocycl Comp, 57:6 (2021), 646
Evgeniy V. Ivanov, Elena Yu Lebedeva, Dmitriy V. Batov, Vladimir V. Baranov, Angelina N. Kravchenko, “Equimolecular cocrystal of cis- and trans-coordinated N,N′-dimethylglycolurils: Some standard thermodynamic properties in the aqueous solution between 278.15 K and 318.15 K”, Journal of Molecular Liquids, 297 (2020), 111891
Vladimir V. Baranov, Anton A. Galochkin, Yulia V. Nelyubina, Angelina N. Kravchenko, Nina N. Makhova, “Synthesis and Structure of 1-Substituted Semithioglycolurils”, Synthesis, 52:17 (2020), 2563
Evgeniy V. Ivanov, Elena Yu Lebedeva, “On the similarity in some thermodynamic properties of N-dimethylureas and their bis-derivatives as solutes in water”, Journal of Molecular Liquids, 310 (2020), 113134
L. V. Anikina, G. A. Gazieva, A. N. Kravchenko, “Nootropic activity of N-(2-acetylaminoethyl)glycolurils”, Russ Chem Bull, 69:3 (2020), 563
Н. Н. Махова, Л. И. Беленький, Г. А. Газиева, И. Л. Далингер, Л. С. Константинова, В. В. Кузнецов, А. Н. Кравченко, М. М. Краюшкин, О. А. Ракитин, А. М. Старосотников, Л. Л. Ферштат, С. А. Шевелев, В. З. Ширинян, В. Н. Яровенко, “Прогресс в химии азот-, кислород- и серасодержащих гетероциклических систем”, Усп. хим., 89:1 (2020), 55–124; N. N. Makhova, L. I. Belen'kii, G. A. Gazieva, I. L. Dalinger, L. S. Konstantinova, V. V. Kuznetsov, A. N. Kravchenko, M. M. Krayushkin, O. A. Rakitin, A. M. Starosotnikov, L. L. Fershtat, S. A. Shevelev, V. Z. Shirinian, V. N. Yarovenko, “Progress in the chemistry of nitrogen-, oxygen- and sulfur-containing heterocyclic systems”, Russian Chem. Reviews, 89:1 (2020), 55–124
Vladimir V. Baranov, Anastasiya A. Baganova, Ilya E. Chikunov, Valentina A. Karnoukhova, Angelina N. Kravchenko, “Unexpected formation of novel two-component gels comprising of glycoluril carboxylic acid amides and imidazole: Synthesis and morphology”, Tetrahedron Letters, 60:17 (2019), 1174
V. V. Baranov, A. B. Ivanova, N. G. Kolotyrkina, A. N. Kravchenko, “A first synthesis of 8- and 8,10-substituted barbiturils and their thio analogues”, Mendeleev Commun., 29:1 (2019), 94–95
V. V. Baranov, Ya. A. Barsegyan, N. G. Kolotyrkina, A. N. Kravchenko, “Highly selective synthesis of tricyclic compounds from semithioglycoluril, formaldehyde and amines”, Mendeleev Commun., 29:3 (2019), 323–325
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