Spectrophotometry Based Oxidative Coupling Method for Determining Thymol Utilizing a Coupling Agent

https://doi.org/10.22146/ijc.85933

Batool Mansour Zayan(1), Israa Talib Humeidy(2*), Mohammad Salim Abdel Aziz(3)

(1) Department of Chemistry, College of Education for Girls, University of Tikrit, Tikrit 34001, Iraq
(2) Department of Chemical Engineering, College of Engineering, University of Tikrit, Tikrit 34001, Iraq
(3) Department of Chemistry, College of Education for Girls, University of Tikrit, Tikrit 34001, Iraq
(*) Corresponding Author

Abstract


Developing a spectroscopic approach to assess the medicinal substance thymol was one of the research's objectives. Using an oxidative coupling reaction between thymol solution and N,N-dimethyl-p-phenylenediamine dihydrochloride solution (N,N-DMPPDADH) in alkaline media with potassium periodate as an oxidizing agent, the current technology forms a blue-colored soluble product. The wavelength at which a colored product exhibits maximum absorption is 600 nm. According to Beer's law, the concentration range covered by the approach under review is 1.25–20.00 μg/mL of thymol. The specific molar absorbance value of 10725.71 L/mol cm indicates the method's sensitivity. The Sandell significance value was 0.014 μg/cm2, which represents sensitivity per unit length. The precision of the method is demonstrated to be commendable, and the low relative standard deviation value of 0.16% supports this. This method's accuracy in identifying thymol at such low quantities is demonstrated by its confirmed detection limit of 0.0124 μg/mL. The developed technique has been useful in screening thymol in pharmaceutical products, with mouthwash being the focus of particular attention. Thymol content in real-world samples was accurately determined using the approach, as evidenced by the reported 101.13% recovery rate of thymol in the examined samples.


Keywords


thymol; N,N-dimethyl-p-phenylenediamine dihydrochloride; oxidative coupling



References

[1] Nagoor Meeran, M.F., Javed, H., Al-Taee, H., Azimullah, S., and Ojha, S.K., 2017, Pharmacological properties and molecular mechanisms of thymol: prospects for its therapeutic potential and pharmaceutical development, Front Pharmacol., 8, 380.

[2] Barrak, M.H., Al-Rufaie, M.M, and Motaweq, Z.Y., 2021, Thymol quantitative analysis in medicinal formulation types through employing of nano-technology and antimicrobial activity in some pathogenic bacterial isolates, Nusantara Biosci., 13 (1), 129–137

[3] Gao, S.S., Yon, M.J.Y., Chen, K.J., Duangthip, D., Lo, E.C.M., and Chu, C.H., 2019, Utilization of a mobile dental vehicle for oral healthcare in rural areas, Int. J. Environ. Res. Public Health, 16 (7), 1234.

[4] Sancheti, J., Shaikh, M.F., Chaudhari, R., Somani, G., Patil, S., Jain, P., and Sathaye, S., 2014, Characterization of anticonvulsant and antiepileptogenic potential of thymol in various experimental models, Naunyn-Schmiedeberg's Arch. Pharmacol., 387 (1), 59–66.

[5] Pérez-Sánchez, A., 2023, Relaxant effect of thymol on smooth muscle, Mex. J. Med. Res., 11 (22), 23–29.

[6] Fadhil, G., 2014, Spectrophotometric determination of thymol in pharmaceutical preparation via oxidative coupling reaction with 2,4-dinitrophenylhydrazine in the presence of potassium periodate, Iraqi J. Sci., 55 (1), 27–34.

[7] Al-Ramadhan, S.T., 2014, Spectrophotometric determination of thymol in pharmaceutical preparation via diazotization reaction with 4-aminoacetophenone, Rafidain J. Sci., 25 (3), 44–56.

[8] Waheeb, A.S., Abd Al-Kadhum, Z.T., Salman, N.S., Award, M.A., and Abd Al-Kadhum, D.T., 2020, Spectrophotometric investigation of thymol by utilize of oxidative coupling reaction in different samples of mouth washes, Biochem. Cell. Arch., 20 (Suppl. 2), 4065–4070.

[9] Al-Majidi, M., 2023, Spectrophotometric determination of thymol in mouthwashes via sodium nitroprusside reaction with hydroxide amine hydrochloride, Int. J. Res. Pharm. Chem., 13 (1), 101–107.

[10] Salian, M., and Agnihotri, J., 2023, Development and validation by UV spectrophotometric method for simultaneous estimation of fluconazole and thymol in formulation, Int. J. Res. Appl. Sci. Eng. Technol., 11 (VI), 2175–2183.

[11] Zakaria, S.A., Zakaria, R.A., and Othman, N.S., 2018, Spectrophotometric determination of thymol in pure and pharmaceutical formulation via diazo–coupling with diazotised 4-aminoantipyrine, Int. J. Enhanced Res. Sci. Technol. Eng., 7 (1), 38–43.

[12] Al-Abachi, M.Q., Hadi, H., and Fadhil, G., 2015, Flow injection determination of thymol in pharmaceutical samples via oxidative coupling reaction with 2,4-dinitrophenylhydrazine, J. Al-Nahrain Univ., 18 (2), 18–24.

[13] Al-Abachi, M.Q., and Al-Najjar, N.A., 2015, Flow Injection spectrophotometric determination of thymol using 4-aminoantipyrine and copper(II) nitrate, Baghdad Sci. J., 12 (2), 332–339.

[14] Dedić, M., Bečić, E., Imamović, B., Žiga, N., Medanhodžić-Vuk, S., and Šober, M., 2018, HPLC method for determination the content of thymol and carvacrol in Thyme tincture, Glas. Hem. Tehnol. Bosne Hercegovine, 50, 1–6.

[15] Angelo, T., Pires, F.Q., Gelfuso, G.M., da Silva, J.K.R., Gratieri, T., Cunha-Filho, M.S.S., 2016, Development and validation of a selective HPLC-UV method for thymol determination in skin permeation experiments, J. Chromatogr. B, 1022, 81–86.

[16] Louchard, B.O., Costa, L.C., e Silva, A.R.A., and Leal, K.A.M., 2017, Validation of a high performance liquid chromatography method to quantify thymol in nanocapsules of bioactive essential oil from Lippia sidoides, Int. J. Complementary Altern. Med., 10 (2), 902–907.

[17] Ahmed, I., Foudah, A.I., Shakeel, F., Alqarni, M.H., Ali, A., Alshehri, S., Ghoneim, M.M., and Alam, P., 2022, Determination of thymol in commercial formulation, essential oils, traditional, and ultrasound-based extracts of Thymus vulgaris and Origanum vulgare using a greener HPTLC approach, Molecules, 27 (4), 1164.

[18] Chang, X., Sun, P., Ma, Y., Han, D., Zhao, Y., Bai, Y., Zhang, D., and Yang, L., 2020, A new method for determination of thymol and carvacrol in Thymi herba by ultra-performance convergence chromatography (UPC2), Molecules, 25 (3), 502.

[19] Muniz, V.M., Chaves Júnior, J.V., Aragão, C.F.S., de Souza, F.S., and Sampaio, F.C., 2023, A HPLC method for simultaneous quantification of chlorhexidine and thymol using Box-Behnken design for robustness of the method assessment, J. Liq. Chromatogr. Relat. Technol., 46 (6-10), 168–179.

[20] Bernal, J., Nozal, M.J., Bernal, J.L., and Ares, A.M., 2020, Determination of carvacrol and thymol in honey by using a simple and efficient headspace-gas chromatography-mass spectrometry method, Food Anal. Methods, 13 (11), 2138–2146.

[21] Ares, A.M., Nozal, M.J., Bernal, J.L., and Bernal, J., 2020, Simultaneous determination of carvacrol and thymol in bee pollen by using a simple and efficient solvent extraction method and gas chromatography-mass spectrometry, J. Pharm. Biomed. Anal., 181, 113124.

[22] Lona-Ramírez, F.J., Hernández-López, N.L., González-Alatorre, G., Flores-Flores, T.C., Patiño-Herrera, R., and Louvier-Hernández, J.F., 2023, Thymol and carvacrol determination in a swine feed organic matrix using headspace SPME-GC-MS, Rev. Mex. Cienc. Pecu., 14 (1), 78–93.

[23] Kast, C., Fracheboud, M., and Fuchsmann, P., 2022, Quantitation of 1,4-dichlorobenzene and thymol in beeswax using dynamic headspace vacuum transfer in trap extraction prior to gas chromatography-mass spectrometry, Molecules, 27 (17), 5367.

[24] Helaliy, R., Alrouh, F., Trefi, S., and Bitar, Y., 2020, Determination thymol in thyme extract and its pharmaceutical forms by using gas chromatography method, Res. J. Pharm. Technol., 13 (9), 4055–4060.

[25] Humeidy, I.T., 2019, Spectrophotometric method for determination of sulfamerazine using 2,4-dinitrophenylhydrazine reagent, J. Phys.: Conf. Ser., 1294 (5), 052022.

[26] Humeidy, I.T., 2021, Spectrophotometric determination of cefotaxime sodium in pharmaceutical formulations, Mater. Today: Proc., 47, 6043–6049.

[27] Humeidy, I.T, Salman, S.A., and Hashim, K.K., 2020, Spectrophotometric determination of methyldopa with 2,6-diaminopyridine reagent using oxidative coupling reaction, J. Eng. Sci. Technol., 15 (3), 1824–1839.



DOI: https://doi.org/10.22146/ijc.85933

Article Metrics

Abstract views : 1735 | views : 822 | views : 487


Copyright (c) 2024 Indonesian Journal of Chemistry

Creative Commons License
This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.

 


Indonesian Journal of Chemistry (ISSN 1411-9420 /e-ISSN 2460-1578) - Chemistry Department, Universitas Gadjah Mada, Indonesia.

Web
Analytics View The Statistics of Indones. J. Chem.