A series of analogs and homologs of the endogenous cyclic dipeptide cycloprolylglycine were synthesized. The nootropic properties of the synthesized compounds were investigated on an experimental model of a passive avoidance test with electroshock- or scopolamine-induced amnesia. The anxiolytic activity was examined by an elevated plus-maze test. It is established that the pharmacophores responsible for the nootropic and anxiolytic activities are different. Hypotheses concerning the structure of the binding regions with the corresponding pharmacological targets are formulated.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
T. A. Gudasheva, R. U. Ostrovskaya, F. V. Maksimova, et al., Khim.-farm. Zh., 23(3), 276 – 281 (1989).
T. A. Gudasheva, S. S. Boyko, V. Kh. Akparov, et al., FEBS Lett., 391, 149 – 152 (1996).
T. A. Gudasheva, R. U. Ostrovskaya, S. S. Trofimov, et al., Byull. Eksp. Biol. Med., 116(10), 411 – 413 (1999).
T. A. Gudasheva, M. A. Konstantinopol’skii, R. U. Ostrovskaya, et al., Byull. Eksp. Biol. Med., 131(5), 547 – 550 (2001).
T. A. Gudasheva, N. I. Vasilevich, R. U. Ostrovskaya, et al., Khim.-farm. Zh., 30(9), 12 – 17 (1996).
L. S. Nazarova, Yu. B. Rozanov, A. M. Likhosherstov, et al., Khim.-farm. Zh., 18(12), 1445 – 1448 (1984).
H. D. Dakin, J. Biol. Chem., 44, 499 – 529 (1920).
H. Suli-Vargha, J. Bodi, M. Meszaros, et al., J. Med. Chem., 31(8), 1492 – 1495 (1988).
B. R. de Costa, X. He, J. T. M. Linders, et al., J. Med. Chem., 36(21), 2311 – 2320 (1993).
E. L. Smith and M. Bergmann, J. Biol. Chem., 153, 627 – 651 (1944).
I. L. Rodionov, L. N. Rodionova, L. K. Baidakova, et al., Tetrahedron, 58, 8515 – 8523 (2002).
T. Kanemitsu, Y. Ogihara, and T. Takeda, Chem. Pharm. Bull., 45(4), 643 – 650 (1997).
R. Ader, J. A. W. M. Weinen, and P. Moleman, Psychon. Sci., 26(3), 125 – 128 (1972).
T. A. Voronina, Sov. Med. Rev. G. Neoropharmacology, 2, 51 – 106 (1992).
S. Pellow, P. Chopin, S. E. File, et al., J. Neurosci. Methods, 14, 149 – 167 (1985).
Author information
Authors and Affiliations
Additional information
Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 46, No. 2, pp. 31 – 37, February, 2012.
Rights and permissions
About this article
Cite this article
Kolyasnikova, K.N., Vichuzhanin, M.V., Konstantinopol’skii, M.A. et al. Synthesis and pharmacological activity of analogs of the endogenous neuropeptide cycloprolylglycine. Pharm Chem J 46, 96–102 (2012). https://doi.org/10.1007/s11094-012-0741-0
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11094-012-0741-0