Uracil derivatives (6-methyluracil, 5-hydroxy-6-methyluracil) and polyfunctional acids (citrus pectin, oxidized fraction of citrus pectin, and 5-aminosalicylic acid) were shown to form rather stable 1:1 complexes, i.e., one uracil molecule for each carboxylic acid of the polyfunctional acid. Synthetic methods for these complexes were developed based on the results. Their toxicity and anti-inflammatory activity were studied. It was established that complexes of 6-methyluracil with the oxidized fraction of citrus pectin and of 5-hydroxy-6-methyluracil with 5-aminosalicylic acid possessed low toxicity and high anti-inflammatory activity.
Similar content being viewed by others
References
M. D. Mashkovskii, Drugs [in Russian], Vol. 2, Novaya Volna Ltd., Moscow (2002), pp. 160 – 162, 321, 330, 331, 412, 425 – 427.
R. S. Vartanyan, Synthesis of Basic Drugs [in Russian], Meditsinskoe Informatsionnoe Agentstvo [Medical Information Agency], Moscow (2004), pp. 468, 469, 538, 539, 750, 780 – 764.
A. R. Gimadieva, Yu. N. Chernyshenko, I. B. Abdrakhmanov, and A. G. Mustafin, Synthesis, Modification, and Biological Activity of Uracils [in Russian], Gilem, Ufa (2013), pp. 143 – 161.
G. A. Tolstikov, V. A. Myshkin, L. A. Baltina, et al., Khim.-farm. Zh., 30(5), 36 – 38 (1996); Pharm. Chem. J., 30(5), 320 – 322 (1996).
V. P. Krivonogov, V. A. Myshkin, et al., RU Pat. No. 2,259,357 Feb. 27, 2005; Byull. Izobret., No. 24.
Yu. N. Chernyshenko, Author’s Abstract of a Candidate Dissertation, Ufa (2008).
V. A. Myshkin, D. A. Enikeev, M. A. Isakova, et al., Obshch. Reanimatol., No. 5, 26 – 30 (2008).
D. V. Srubilin, D. A. Enikeev, and V. A. Myshkin, Fundam. Issled., No. 6, 166 – 170 (2011).
N. S. Borisova, G. I. Ishmuratova, O. I. Valieva, et al., Vestn. Bashk. Univ., 17(4), 1687 – 1690 (2012).
A. R. Gimadieva, V. A. Myshkin, A. G. Mustafin, et al., Khim.-farm. Zh., 48(2), 25 – 28 (2014); Pharm. Chem. J., 48(2), 93 – 96 (2014).
A. O. Terent’ev, N. S. Borisova, E. M. Kη amitov, et al., Zh. Fiz. Khim., 88(12), 1908 – 1913 (2014).
V. P. Krivonogov, V. A. Myshkin, et al., RU Pat. No. 2,330,025, Nov. 20, 2007; Byull. Izobret., No. 21.
A. Ya. Gerchikov, I. V. Safarova, et al., RU Pat. No. 2,533,423, Nov. 20, 2014; Byull. Izobret., No. 32.
G. R. Timerbaeva, Yu. S. Zimin, I. M. Borisov, et al., Vestn. Bashk. Univ., 14(1), 62 – 64 (2009).
G. R. Timerbaeva, Author’s Abstract of a Candidate Dissertation, Ufa (2009).
N. S. Borisova, I. P. Koroleva, Yu. S. Zimin, et al., Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol., 56(3), 46 – 50 (2013).
N. S. Borisova, G. G. Kutlugil’dina, Yu. S. Zimin, et al., Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol., 57(9), 62 – 66 (2014).
V. P. Krivonogov, G. A. Tolstikov, et al., RU Pat. No. 2,000,298, Sept. 7, 1993; Byull. Izobret., No. 33 – 36.
S. R. Rafikov, V. P. Budtov, and Yu. B. Monakov, Introduction to the Physical Chemistry of Polymer Solutions [in Russian], Nauka, Moscow (1978), p. 179.
G. Berth, H. Anger, and F. Linow, Nahrung, 21(10), 939 – 950 (1977).
V. P. Fisenko (ed.), Handbook of Experimental (Preclinical) Study of New Drugs [in Russian], ZAO IIA Remedium, Moscow (2000).
M. L. Belen’kii, Elements of Quantitative Assessment of the Pharmacological Effect [in Russian], Medgiz, Leningrad (1963).
M. T. Beck and I. Nagypal, Complex Equilibria: Stability Constants, Halsted Press, New York (1989) [Russian translation, Mir, Moscow (1989), pp. 137 – 147].
N. F. Izmerov, I. V. Sanotskii, and K. K. Sidorov, Toxicometric Parameters of Acute Industrial Poisons (Guide) [in Russian], Meditsina, Moscow (1977).
GOST 12.1.007–76, Occupational Safety Standards System. Noxious Substances. Classification and General Safety Requirements [in Russian], Izd. Standartov, Moscow (1976), pp. 1 – 2.
D. N. Lazareva, E. K. Alekhin, V. V. Plechev, et al., Immureg [in Russian], Bashkir State Medical University, Ufa (2004), p. 7.
F. Sztaricskai, I. E. Takacs, F. Pusztai, et al., Arch. Pharm., 332(9), 321 – 326 (1999).
N. F. Borisova, Yu. S. Zimin, et al., RU Pat. No. 2,543,375, Feb. 10, 2015; Byull. Izobret., No. 6.
Acknowledgments
The work was sponsored by Project No. 4.299.2014/K under the project part of an RF Ministry of Education and Science State Contract for Scientific Activities and an RFBR grant (Project 14-03-97026 r povolzh’e a).
Author information
Authors and Affiliations
Additional information
Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 50, No. 10, pp. 22 – 26, October, 2016.
Rights and permissions
About this article
Cite this article
Zimin, Y.S., Borisova, N.S., Timerbaeva, G.R. et al. Preparation, Toxicity, and Anti-Inflammatory Activity of Complexes of Uracil Derivatives with Polyfunctional Acids. Pharm Chem J 50, 649–653 (2017). https://doi.org/10.1007/s11094-017-1507-5
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11094-017-1507-5