Andreev V., Belyaeva K., Sobolev P., Shoshin A., Mochalina D., Malysheva S., Volkova T. Thrombotic properties of some nitrogen-containing substances // Principy èkologii. 2019. № 4. P. 4‒22. DOI: 10.15393/j1.art.2019.8982


Issue № 4

Original research

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Thrombotic properties of some nitrogen-containing substances

Andreev
   Vladimir Petrovich
Petrozavodsk State University, andreev@psu.karelia.ru; a-alex@rkmail.ru
Belyaeva
   Kseniya Vasil’evna
Irkutsk Institute of chemistry of Siberian branch of RAS, belyaeva@irioch.irk.ru
Sobolev
   Pavel Sergeevich
Petrozavodsk State University, 16862.10.ns@gmail.com
Shoshin
   Aleksandr Andreevich
Petrozavodsk State University, alx.shoshin@ya.ru
Mochalina
   Dar’ya Aleksandrovna
Petrozavodsk State University, mochalina.darya@yandex.ru
Malysheva
   Svetlana Filippovna
Irkutsk Institute of chemistry of Siberian branch of RAS, mal@irioch.irk.ru
Volkova
   Tat’yana Olegovna
Petrozavodsk State University, volkovato@yandex.ru
Keywords:
thrombosis
coagulation
blood
amines
amine salts
quaternary ammonium salts
hemophilia
Summary: Among the drugs used to regulate the process of blood clotting, a fairy large portion contains amino groups or quaternary nitrogen atoms. From the point of view of influence on coagulation properties of blood their quantity and the spatial organization are of paramount importance for the realization of physiological functions of an organism. Therefore, the study of the mechanisms of thrombosis activation in different species is a necessary condition for the creation of new drugs of this action. In addition, in everyday life we face not only drugs, but also other substances that also have in their composition amino groups or quaternary nitrogen atoms, in particular, various food additives, household chemicals, pollutants and others substances, which undoubtedly contribute an environmental aspect to the problem under consideration. In the article we present the results of the investigation of the ability of various nitrogen-containing compounds (saturated, acetylene, aromatic and heteroaromatic amines, their hydrochlorides and quaternary ammonium salts), to accelerate coagulation (clotting) of the blood in mice carried out in vitro. It depends not only on the acid-base properties of the compounds, since hydroсhlorides of amines and quaternary ammonium salts, which are not involved in acid-base interactions, also possess it. The maximum effect is shown by substances containing octyl substituting groups of normal structure in their composition. It is possible that the coordination ability of ligands with n-octyl groups in relation to Fe (II)-protoporphyrin IX, which is a part of hemoglobin, also plays an important role in enhancing the coagulation process. Due to the fact that many medications (especially intravenous) are amines, their salts or quaternary ammonium salts, we note that a significant part of them with prolonged use may increase the risk of thrombosis, even if at the moment such effects are not described for them. It is suggested that such compounds can be used as potential components of drugs for the treatment of diseases (for example, some types of hemophilia) associated with a reduced blood clotting ability.

© Petrozavodsk State University

Reviewer: A. V. Ryzhakov
Received on: 18 April 2019
Published on: 19 December 2019

References

Andreev V. P. Sobolev P. S. Zaycev D. O. Remizova L. A. Tafeenko V. A. Coordination of secondary and tertiary amines with Z-tetraphenilporphirin, ZhOH. 2014. T. 84. No. 10. P. 1702–1711.

Andreev V. P. Sobolev P. S. Molecular complexes of metalporphirins as a model system of investigation of n,v-type donor-acceptor interactions. Petrozavodsk: Izd-vo PetrGU, 2015. 355 p.

Andreev V. P. Molecular complexes of heteroaromatic N-oxides and acetylenic amines with v-acceptors as a model of investigation of nucleafility and basicity of compounds with spatially accesible reaction centers. Petrozavodsk, 2007. 427 p.

Aynetdinova D. H. Udovichenko A. E. Sulimov V. A. Resistance to antithrombocitic preparations in patients with ischemic heart disease, RFK. 2007. No. 3. P. 52–59. URL: https://cyberleninka.ru/article/n/rezistentnost-k-antitrombotsitarnym-preparatam-u-bolnyh-ishemicheskoy-boleznyu-serdtsa (data obrascheniya: 27.03.2019).

Belyaeva K. V., Andriyankova L. V., Nikitina L. P. et al. Three-component reaction of imidazoles, cyanophenylacetylene, and chalcogens: stereoselective synthesis of 3-alkenyl-2-imidazolethiones and -selones, Tetrahedron. 2014. Vol. 70. No. 5. P. 1091–1098.

Buller H. R., Sohne M., Middeldorp S. Treatment of venous thromboembolism, J. Thromb. Haemost. 2005. Vol. 3. R. 1554–1560.

Clinical laboratory diagnostics: national guidance: V 2 t. T. 1, Pod red. V. V. Dolgova, V. V. Men'shikova. M.: GEOTAR-Media, 2013. 928 p.

Colman R. W., Marder V. J., Clowes A. W. et al. Hemostasis and thrombosis. Basic principles and clinical practice. Philadelphia, 2006. 1827 p.

Gerke V. S. Arterial thrombembolia in cats, administration of anticoagulants, VetPharma. 2014. No. 3 (19). P. 34–41.

Gubler E. V. Genkin A. A. Application of statistical criteria for the assessment of the difference between two groups of observation in medico-biological investigations. M.: Medicina, 1969. 29 p.

Guidlines for the treatment of hemophilia. 2-e izd. Blackwell Publishing Ltd., 2012. 74 c. URL: http://www1.wfh.org/publication/files/pdf-1531.pdf (data obrascheniya: 12.09.2019).

Gusarova N. K., Malysheva S. F., Belogorlova N. A. et al. A facile atom-economic synthesis of imidazoles with chalcogenophosphoryl substituents via free-radical addition of secondary phosphine chalcogenides to 1-vinylimidazoles, Synthesis. 2011. No. 11. P. 1777–1782.

Mashkovskiy M. D. Medicine remedies. 16-e izd. M.: Novaya volna: Izdatel' Umerenkov, 2016. 1216 p.

Oszczapowicz J., Raczynska E. Amidines. Part XI. Basicity of N1,N1-dimethylformamidines, Polish J. Chemistry. 1983. Vol. 57. P. 419–428.

Sharchenkov I. D. Andrianov V. G. 3,4-bpyrazines 3. Metod for the synthesis of 5,6-disubstituted furazano[3,4-b]pyrazines, Chemistry of heterocyclic compounds. 1997. Vol. 3. No. 10. P. 1219–1233.

Sonin D. L. Experimental models of venous thrombosis in small laboratory animals, Regionarnoe krovoobraschenie i mikrocirkulyaciya. 2014. T. 13. No. 2. P. 11–20.

Trofimov B. A., Andriyankova L. V., Belyaeva K. V. et al. C(2)-Functionalization of 1-substituted imidazoles with cyanoacetylenes and aromatic or heteroaromatic aldehydes, Tetrahedron. 2011. Vol. 67. No 6. P. 1288–1293.

Vasil'ev S. A. Vinogradov V. L. Smirnov A. N. Pogorel'skaya E. P. Markova M. L. Thromboses and thrombophilias: classification, diagnostics, treatment, prophilaxis, RMZh. 2013. No. 17. P. 896–899.

Wells P. S. Integrated strategies for the diagnosis of venous thromboembolism, J. Thromb. Haemost. 2007. Vol. 5 (S 1). R. 41–50.

Wessler S., Reimer S. M., Sheps M. C. Biologic assay of a thrombosis-inducing activity in human serum, J. Appl. Physiol. 1959. No. 14. P. 943–946.

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