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PHOTODESTRUCTIVE TRANSFORMATIONS OF BENZOIC ACID AND ITS DERIVATIVES

https://doi.org/10.21285/2227-2925-2017-7-4-16-23

Abstract

The destruction kinetics of benzoic acid and its two derivative pharmaceutical preparations, furosemide and repaglinide, were studied in UV irradiated aqueous solution. The photodestruction of these preparations in the presence of hydrogen peroxide vari-ous concentrations was also studied. Out of all the studied rea-gents, the active substance of furosemide, 5-aminosulfonyl-4-chloro-2- (2-furanylmethyl) aminobenzoic acid was found to be the most susceptible to photodestruction. Conversely, repaglinide is highly resistant to photolysis, while the introduction of hydrogen peroxide slightly increases the destructive efficiency. The UV-irradiation method can be used to destroy some medications based on benzoic acid derivatives.

About the Authors

M. N. Ustinova
Belgorod State National Research University
Russian Federation


O. E. Lebedeva
Belgorod State National Research University
Russian Federation


V. I. Kurdupova
Belgorod State National Research University
Russian Federation


References

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13. Vchislo N. V., Verochkina E. A., Larina L. I., Vashchenko A. V., Chuvashev Y. A. Reaction of 2-alkoxy- and 2-hydroxypropenals with о-phenylenediamine: a route to benzimidazoles and quinoxalines // Mend. Commun. 2017. 27. P. 166-168.

14. N. A. Keiko, N. V. Vchislo, E. A. Verochkina, Y. A. Chuvashev, L. I. Larina. Hydrolysis of (Z)-2-alkoxy-3-arylpropenals as a short-cut to benzylglyoxals // Mend. Commun. 2016. N 26. P. 431-433.

15. Kim H., Ralph J., Lu F., Ralph Sally A. NMR analysis of lignins in CAD-deficient plants. Incorporation of hydroxycinnamaldehydes and hydroxybenzaldehydes into lignins // Org. Biomol. Chem. 2003. V. 1. P. 268-281.

16. Chang G.-C., Shiao M.-S., Lee K.-R., Wu J.-J. Modification of human placental alkaline phosphatase by periodate-oxidized 1,N6-ethenoadenosine monophosphate // Biochem. J. 1990. V. 272. P. 683-690.

17. Sugawara F., Strobel G., Fisher L.E., Van Duyne G.D., Clardy J. Bipolaroxin, a selective phytotoxin produced by Bipolaris cynodontis. // J. Proc. Natl. Acad. Sci. USA.1985. V. 82, N 15. P. 8291-8294.

18. Strunz G.M., Bethell R., Sampson G., White P. On the Baylis-Hillman reaction of acrylate, acrylonitrile, and acrolein with some non-enolizable a-dicarbonyl compounds: synthesis of phytotoxic bipolaroxin models // Can. J. Chem. 1995. V. 73. P. 1611-1674.

19. Sy L.K., Brown G.D. Coniferaldehyde derivatives from tissue culture of Artemisia annua and Tanacetum parthenium // Phytochemistry. 1999. V. 50. P. 781-785.

20. Schneider J.A., Nakanishi K. A new class of sweet potato phytoalexins // J. Chem. Soc. Chem. Comm. 1983. N 7. P. 353-355.

21. Волчатова И.В., Медведева С.А., Кейко Н.А. Изучение фунгистатических свойств дибутирина по отношению к дереворазрушающим грибам // Изв. Вузов. Строительство. 2001. N 12. С. 47-48.

22. Кейко Н.А., Степанова Л.Г., Воронков М.Г., Потапова Г.И., Гудратов О.Н., Трещалина Е.М. Синтез, ДНК-ингибирующая и противоопухолевая активность тиосемикарбазона 2-формил-2,5-диметокси-2,3-дигидро-4Н-пирана, его этильного аналога и медного комплекса // Хим. фарм. журнал. 2002. Т. 36, N 8. С. 11-13.


Review

For citations:


Ustinova M.N., Lebedeva O.E., Kurdupova V.I. PHOTODESTRUCTIVE TRANSFORMATIONS OF BENZOIC ACID AND ITS DERIVATIVES. Proceedings of Universities. Applied Chemistry and Biotechnology. 2017;7(4):16-23. (In Russ.) https://doi.org/10.21285/2227-2925-2017-7-4-16-23

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