Features of albendazole determination and dynamics of its decomposition in biological material

V.K. Shormanov ^a*, D.P. Shcherbakov ^a**, S.Yu. Garmonov ^b***

^aKursk State Medical University, Kursk, 305041 Russia

^bKazan National Research Technological University, Kazan, 420015 Russia

E-mail: ^*r-wladimir@yandex.ru, ^**D.Sherbakov90@yandex.ru, ^***serggar@mail.ru

Received March 1, 2021

ORIGINAL ARTICLE

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DOI: 10.26907/2542-064X.2021.2.209-220

For citation: Shormanov V.K., Shcherbakov D.P., Garmonov S.Yu. Features of albendazole determination and dynamics of its decomposition in biological material. Uchenye Zapiski Kazanskogo Universiteta. Seriya Estestvennye Nauki, 2021, vol. 163, no. 2, pp. 209–220. doi: 10.26907/2542-064X.2021.2.209-220. (In Russian)

Abstract

Albendazole ([5-(propylthio)-1H-benzimidazol-2-yl]carbamic acid methyl ester) is a benzimidazole derivative drug that has anthelmintic activity and is especially effective against various nematodes. Along with pronounced pharmacological action, this compound is toxic to humans. Cases of poisoning with this substance and other benzimidazole derivatives are not uncommon. Despite the active use of albendazole in medical practice and its toxicity, many questions of the chemical and toxicological analysis of albendazole remain practically unexplored. In this regard, it is advisable to study albendazole in chemical and toxicological terms. This paper aims to analyze the determination and dynamics  of albendazole decomposition in biological material.

Acetone was used as a chemical agent for albendazole isolation from the liver as a biomaterial. Purification of the obtained extracts was carried out sequentially in a column (190 × 11 mm) of silica gel L 40/100 μm (eluent – acetone-methylene chloride (9:1)) and by liquid-liquid extraction. The methods of thin-layer chromatography (TLC), high-performance liquid chromatography combined with tandem mass spectrometry (HPLC-MS/MS), UV spectrophotometry were used for identification. The quantitative content of the analyte was determined using UV spectrophotometry by the absorption of the dimethylformamide (DMF) medium at 301 nm. The level of albendazole extraction from the biomaterial was 85–88%.

Using the selected optimal conditions for isolation and purification, the dynamics of albendazole decomposition of in the biomaterial was studied based on the model mixtures with liver tissue stored at different temperatures. It was established that albendazole was still present in the biological material at temperatures of 0–2 °C, 8–10 °C, 18–22°C for at least 36 weeks.

Keywords: albendazole, isolation, biological material, purification, identification and quantification

Figure Captions

Fig. 1 Chromatogram of albendazole (the most intense peak) extracted from the liver.

Fig. 2 Chromatogram of the albendazole standard with a concentration of 100 ng/mL.

Fig. 3 Dynamics of albendazole decomposition in the biological material.

References

1. Albendazole. Vidal. Available at: https://www.vidal.ru/drugs/molecule/1301.
2. De Oliveira M.F., Stradiotto N.R. Voltammetric analysis of albendazole in pharmaceutical dosage forms. Anal. Lett., 2001, vol. 34, no. 3, pp. 377–387. doi: 10.1081/AL-100102580.
3. Zuhri A.Z.A., Huseyn A.I., Musmar M.J., Yaish S. Adsorption voltammetric determination of albendazole on a hanging mercury drop electrode. Anal. Lett., 1999, vol. 32, no. 15, pp. 2965–2975. doi: 10.1080/00032719908543020.
4. Fregonesi-Nery M.M., Barakat M.M., Kedor-Hackmann É.R.M. Determination of albendazole in oral suspension. Anal. Lett., 2001, vol. 34, no. 8, pp. 1255–1263. doi: 10.1081/AL-100104151.
5. Albendazole. Pub Chem. Open Chemistry Database. Available at: https://pubchem.ncbi.nlm. nih.gov/compound/2082.
6. Basavaiah K., Prameela H.C. Kinetic and titrimetric determination of albendazole using bromate and methyl orange. Indian J. Pharm. Sci., 2005, vol. 67, no. 1, pp. 57–60.
7. Atkoşar Z., Göksel A. Determination of albendazole by flow injection analysis using UV-detection and HPLC method in suspensions. J. Liq. Chromatogr. Relat. Technol., 2006, vol. 29, no. 6, pp. 849–856. doi: 10.1080/10826070500531201.
8. Vasin A.E., Belousova Z.P., Zarubin Yu.P., Purygin P.P. Studying the toxicity of some benzimidazole derivatives. Butlerovskie Soobshch., 2015, vol. 41, no. 3, pp. 119–123. (In Russian)
9. Delatour P., Parish R.C., Gyurik R.J. Albendazole: A comparison of relay embryotoxicity with embryotoxicity of individual metabolites. Ann. Rech. Vet., 1981, vol. 12, no. 2, pp. 159–167.
10. Khromova S.N. Studying the acute toxicity of microencapsulated albendazole. Materialy dokl. nauch. konf. “Teoriya i praktika bor’by s parazitarnymi boleznyami” [Proc. Sci. Сonf. “Theory and Practice of Preventing Parasitic Diseases”], 2006, no. 7, pp. 431–432. (In Russian)
11. Shormanov V.K., Kovalenko E.A., Duritsyn E.P. Furadan determination in biological fluids. Sud.-Med. Ekspert., 2005, vol. 48, no. 5, pp. 36–38. (In Russian)
12. Shormanov V.K., Ivanov V.P., Korolev V.A., Maslov S.V., Zhukov D.A., Olimpiev I.B., Oleinik S.M. Forensic-chemical determination of furadan. Sud.-Med. Ekspert., 2005, vol. 48, no. 3, pp. 27–31. (In Russian)
13. Shormanov V.K., Shcherbakov D.P. Albendazole determination in chemical and toxicological analysis. Vestn. Sovrem. Klin. Med., 2018, vol. 11, no. 3, pp. 44–50. (In Russian)
14. Tella A.C., Olabemiwo O.M., Salawu M.O., Obiyenwa G.K. Developing a spectrophotometric method for the estimation of albendazole in solid and suspension forms. Int. J. Phys. Sci., 2010, vol. 5, no. 4, pp. 379–382.
15. Mandal C., Bhattacharyya S.M., Maity A.K., Gupta B.K., Ghosal S.K. Determination of albendazole in tablet formulations by UV spectrophotometric method. Indian Drugs, 1992, vol. 29, pp. 323–324.
16. Shormanov V.K., Astashkina A.P., Tarasova O.V., Sukhomlinov Yu.A., Pugacheva O.I., Orekhova L.O. Determination of monohydroxyarenes by the TLC method. Sorbtsionnye Khromatogr. Protsessy, 2017, vol. 17, no. 6, pp. 648–656. (In Russian)
17. Shormanov V.K., Andreeva Yu.V., Gerasimov D.A., Markelov M.Yu., Omel’chenko V.A. Using reverse-phase chromatography methods for identification and quantitative determination of flutamide and similar substances in biological fluids. Sorbtsionnye Khromatogr. Protsessy, 2016, vol. 16, no. 6, pp. 868–879. (In Russian)
18. Shormanov V.K., Shcherbakov D.P. Determination of albendazole in biomaterial. In: Novshestva v meditsine i farmakologii [Innovations in Medicine and Pharmacology]. Tyumen, Fed. Tsentr Nauki Obraz. “Evensis”, 2017, no. 2, pp. 26–28. (In Russian)
19. Sharma K., Kandaswamy M., Mithra C., Meena A.K., Giri S., Rajagopal S., Mullangi R. Highly sensitive LC-MS/MS-ESI method for simultaneous quantitation of albendazole and ricobendazole in rat plasma and its application to a rat pharmacokinetic study. Biomed. Chromatogr., 2012, vol. 26, no. 2, pp. 247–255. doi: 10.1002/bmc.1654.
20. Blasco C., Font G., Picó Y. Analysis of pesticides in fruits by pressurized liquid extraction and liquid chromatography-ion trap-triple stage mass spectrometry. J. Chromatogr. A, 2005, vol. 1098, nos. 1–2, pp. 37–43. doi: 10.1016/j.chroma.2005.08.037.

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