SUPRAMOLECULAR COMPLEXES OF GLYCYRRHISIC ACID AND ITS MONOAMMONIUM SALT WITH ETHACISIN HYDROCHLORIDE

UDC 547.918:547.551:543.42

  • Khabibulla Abdurasulevich Yuldashev Institute of Bioorganic Chemistry. acad. A.S. Sadykov Academy of Sciences of the Republic of Uzbekistan Email: khabibullay@mail.ru
  • Rakhmat Sulton ugli Esanov Institute of Bioorganic Chemistry. acad. A.S. Sadykov Academy of Sciences of the Republic of Uzbekistan Email: esanovrahmat28@gmail.com
  • Vyacheslav Vadimovich Uzbekov Institute of Bioorganic Chemistry. acad. A.S. Sadykov Academy of Sciences of the Republic of Uzbekistan Email: via74@yandex.ru
  • Khulkar Tukhtamish kizi Saydullaeva Institute of Bioorganic Chemistry. acad. A.S. Sadykov Academy of Sciences of the Republic of Uzbekistan Email: saydullayeva2018@mail.ru
  • Makhmudzhan Bakiyevich Gafurov Institute of Bioorganic Chemistry. acad. A.S. Sadykov Academy of Sciences of the Republic of Uzbekistan Email: mahmudgafurov@mail.ru
  • Yuliya Igorevna Oshchepkova Institute of Bioorganic Chemistry. acad. A.S. Sadykov Academy of Sciences of the Republic of Uzbekistan Email: joshepkova05@rambler.ru
  • Shavkat Ismailovich Salikhov Institute of Bioorganic Chemistry. acad. A.S. Sadykov Academy of Sciences of the Republic of Uzbekistan
Keywords: triterpene glycosides, glycyrrhizic acid, monoammonium salt, ethacizin hydrochloride, IR spectroscopy, stability constant

Abstract

The problem of effective and safe therapy of cardiac arrhythmias requires the creation of new antiarrhythmic drugs with low toxicity. Clathration of medicinal substances with cyclodextrins or plant glycosides is a promising method for reducing their side effects and increasing their solubility.

The aim of this research is the complex formation of ethacizin hydrochloride with triterpene glycosides and the study of physicochemical properties of the resulting complexes.

Complexes of glycyrrhizic acid (GA) and its monoammonium salt (MASGA) with ethacizine hydrochloride (EtHQ) in various molar ratios (2 : 1, 4 : 1, 8 : 1) characterized by certain physicochemical parameters have been obtained. The resulting inclusion compounds were studied by UV and IR spectroscopy. It has been determined that molecular complexes of GA and MASGA with EtHQ are formed through weak intermolecular interactions, such as hydrogen bonding, electrostatic and hydrophobic interactions. Supramolecular complexes of natural glycosides with EtHQ have the same stoichiometric composition, approximately equal to the stability constant, and the negative value of the Gibbs free energy confirms the formation of a molecular complex as a result of autoassociation.

The obtained experimental data can serve and/or supplement scientific data for the creation of new promising drugs with a broad therapeutic effect, targeted delivery, synergistic effect and low toxicity.

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Author Biographies

Khabibulla Abdurasulevich Yuldashev, Institute of Bioorganic Chemistry. acad. A.S. Sadykov Academy of Sciences of the Republic of Uzbekistan

кандидат химических наук, старший научный сотрудник лаборатории низкомолекулярных биологически активных соединений

Rakhmat Sulton ugli Esanov, Institute of Bioorganic Chemistry. acad. A.S. Sadykov Academy of Sciences of the Republic of Uzbekistan

кандидат химических наук, старший научный сотрудник лаборатории низкомолекулярных биологически активных соединений

Vyacheslav Vadimovich Uzbekov, Institute of Bioorganic Chemistry. acad. A.S. Sadykov Academy of Sciences of the Republic of Uzbekistan

кандидат химических наук, старший научный сотрудник лаборатории химии белков и пептидов

Khulkar Tukhtamish kizi Saydullaeva, Institute of Bioorganic Chemistry. acad. A.S. Sadykov Academy of Sciences of the Republic of Uzbekistan

базовый докторант лаборатории низкомолекулярных биологически активных соединений

Makhmudzhan Bakiyevich Gafurov, Institute of Bioorganic Chemistry. acad. A.S. Sadykov Academy of Sciences of the Republic of Uzbekistan

доктор химических наук, профессор, ведущий научный сотрудник лаборатории низкомолекулярных биологически активных соединений

Yuliya Igorevna Oshchepkova, Institute of Bioorganic Chemistry. acad. A.S. Sadykov Academy of Sciences of the Republic of Uzbekistan

доктор химических наук, профессор, заместитель директора института по науке

Shavkat Ismailovich Salikhov, Institute of Bioorganic Chemistry. acad. A.S. Sadykov Academy of Sciences of the Republic of Uzbekistan

заведующий лабораторией химии белков и пептидов, академик

References

Conen D., Adam M., Roche F., Barthelemy J.C. et al. Circulation, 2012, vol. 126, pp. 2302–2308. DOI: 10.1161/CIRCULATIONAHA.112.112300.

Zatonskaya Ye.V., Matyushin G.V., Gogolashvvili N.G., Novgoroldtseva N.Ya. Sibirskoye meditsinskoye obozreniye, 2016, no. 3, pp. 5–16. (in Russ.).

Pelinovskaya L.I., Demko I.V., Mandrikova O.M., Glizer R.N. Sibirskoye meditsinskoye obozreniye, 2013, no. 4, pp. 60–62. (in Russ.).

Murakoshi N., Aonuma K. Circ. J., 2013, vol. 77, pр. 2419–2431. DOI: 10.1253/circj.cj-13-1129.

Zatonskaya Ye.V., Matyushin G.V., Gogolashvili N.G. Ratsional'naya farmakoterapiya v kardiologii, 2017, no. 13(3), pp. 403–408. (in Russ.).

Bussink E., Holst A.G., Jespersen L., Deckers J.W., Jensen G.B., Prescott E. Eur. Heart J., 2013, vol. 34, pр. 138–146. DOI: 10.1093/eurheartj/ehs291.

Jensen P.N., Gronroos N.N., Chen L.Y., Folsom A.R., de Filippi C., Heckbert S.R., Alonso A. J. Am. Coll. Cardiol., 2014, vol. 64, pp. 5315–5338. DOI: 10.1016/j.jacc.2014.03.056.

Zatonskaya Ye.V., Matyushin G.V., Gogolashvili N.G., Novgorodtseva N.Ya., Shul'min A.V. Sibirskoye med-itsinskoye obozreniye, 2015, no. 4, pp. 52–56. (in Russ.).

Zatonskaya Ye.V., Matyushin G.V., Gogolashvili N.G., Novgorodtseva N.Ya., Shul'min A.V. Sibirskoye med-itsinskoye obozreniye, 2015, no. 3, pp. 74–78. (in Russ.).

Malakhov V.I., Golitsyn S.P., Sokolov S.F., Smetnev A.S. Byulleten' VKNTs, 1987, no. 3, pp. 112–116. (in Russ.).

Tsaregorodtsev D.A. Rossiyskiy kardiologicheskiy zhurnal, 2001, no. 2, pp. 68–75. (in Russ.).

Tolstikova T.G., Tolstikov A.G., Tolstikov G.A. Vestnik RAN, 2007, vol. 77, no. 10, pp. 867–874. (in Russ.).

Tolstikov G.A., Baltina L.A., Grankina V.P., Kondratenko R.M., Tolstikova T.G. Solodka bioraznoobraziye, khimiya, primeneniye v meditsine. [Licorice biodiversity, chemistry, medicinal uses]. Novosibirsk, 2007, 311 p. (in Russ.).

Polyakov N.E., Leshina T.V. Open Conf. Proc. J., 2011, vol. 2, pр. 64–72. DOI: 10.2174/2210289201102010064.

Hostettmann K., Marston A. Saponins. Cambrige: Cambrige University Press, 1995, 548 p. DOI: 10.1017/CBO9780511565113.

Sasaki Y., Mizutani K., Kasai R., Tanaka O. Chem. Pharm. Bull., 1988, vol. 36, pр. 3491–3495.

Gilbert R.J., James K.C. J. Pharm. Pharmacol., 1964, vol. 16, pp. 394–399. DOI: 10.1111/j.2042-7158.1964.tb07481.x.

Krasova T.G., Bashura G.S., Muravev I.A. Farmatsiya, 1978, vol. 27, no. 5, pp. 32–35. (in Russ.).

Baltina L.A., Kondratenko R.M., Mustafina S.R. i dr. Khimiko-farmatsevticheskiy zhurnal, 2001, vol. 35, no. 1, pp. 38–41. (in Russ.).

Yuldashev Kh.A., Mukhamediyev M.G., Dalimov D.N. i dr. Khimiya i khimicheskaya tekhnologiya, 2011, no. 1, pp. 24–26. (in Russ.).

Matchanov A.D., Esanov R.S., Renkawitz T. et al. Materials, 2022, vol. 15, p. 4197. DOI: 10.3390/ma15124197.

Yakovishin L.A., Grishkovets V.I., Korzh Ye.N. Uchenyye zapiski natsional'nogo universiteta im V.I. Vernadskogo, 2014, vol. 27(66), no. 4, pp. 131–137. (in Russ.).

Borisenko S.N., Lekar' A.V., Milov A.A. i dr. Khimiya rastitel'nogo syr'ya, 2013, no. 2, pp. 85–92. DOI: 10.14258/jcprm.2016031175. (in Russ.).

Tykarska E., Gdaniec M. Cryst. Growth Des., 2013, vol. 13, pp. 1301−1308. DOI: 10.1021/cg301768h.

Tykarska E., Sobiak S., Gdaniec M. Crystal Growth & Desgign, 2012, vol. 12, pp. 2133−2137. DOI: 10.1021/cg300160c.

Romanko T.V., Murinov Yu.I. Zhurnal fizicheskoy khimii, 2001, vol. 75, no. 9, pp. 1601–1604. (in Russ.).

Babko A.K. Fiziko-khimicheskiy analiz kompleksnykh soyedineniy v rastvorakh. [Physicochemical analysis of complex compounds in solutions]. Kiev, 1955, 328 p. (in Russ.).

Roy B., Saha A., Esterrani A., Nandi A.K. Soft Matter, 2010, vol. 6, pp. 3337–3345. DOI: 10.1039/C0SM00036A.

Bulatov M.I., Kalinkin I.P. Prakticheskoye rukovodstvo po fotometricheskim metodam analiza. [Practical guide to pho-tometric methods of analysis]. Leningrad, 1986, 432 p. (in Russ.).

Yakovishin L.A. Molekulyarnyye kompleksy triterpenovykh glikozidov s biologicheski aktivnymi veshchestvami: polu-cheniye, khimiko-farmatsevticheskiye svoystva i biologicheskaya aktivnost': diss. … dokt. khim. nauk. [Molecular com-plexes of triterpene glycosides with biologically active substances: preparation, chemical-pharmaceutical properties and biological activity: dissertation. ... doc. chem. Sci.]. Sevastopol', 2018, 351 p. (in Russ.).

Published
2023-12-15
How to Cite
1. Yuldashev K. A., Esanov R. S. ugli, Uzbekov V. V., Saydullaeva K. T. kizi, Gafurov M. B., Oshchepkova Y. I., Salikhov S. I. SUPRAMOLECULAR COMPLEXES OF GLYCYRRHISIC ACID AND ITS MONOAMMONIUM SALT WITH ETHACISIN HYDROCHLORIDE // chemistry of plant raw material, 2023. № 4. P. 249-257. URL: http://journal.asu.ru/cw/article/view/11987.
Section
Low-molecular weight compounds