Dispersive Liquid-Liquid Microextraction Based on Ionic Liquid and Spectrophotometric Determination of Bilirubin in Biological Samples

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Abstract

Background: An Ionic Liquid-based based Dispersive Liquid-Liquid Microextraction (IL-DLLME) method was not applied to preconcentration and determination of bilirubin. Ionic Liquids (ILs) are new chemical compounds. In recent years, Ionic Liquids (ILs) have been employed as alternative solvents to toxic organic solvents. Due to these perfect properties, ILs have already been applied in many analytical extraction processes, presenting high extraction yield and selectivity for analytes.

Methods: In this study, IL-DLLME was applied to biological samples (urine and serum) for the spectrophotometric detection of bilirubin. For bilirubin analysis, the full-color development was based on the reaction with periodate in the presence of hydrochloric acid. The high affinity of bilirubin for the ionic liquid phase gave extraction percentages above 98% in 0.3 M HCl solution.

Results: Several IL-extraction parameters were optimized and room temperature ionic liquid 1-butyl- 1-methylpyrrolidinium bis(trifluoromethylsulfonyl)imide and ethanol were used as extraction and disperser solution. The linear range was found in the range of 0.5-6.0 μM (0.3-3.5 μg mL-1) and the limits of detection of the proposed method was 0.5 μM (0.3 μg mL-1). The proposed method was applied for the preconcentration and separation of trace bilirubin in real urine samples. Also, the recoveries for bilirubin in spiked biological samples (urine and serum) were found to be acceptable, between 95-102%.

Conclusion: The proposed IL-DLLMEapproach was employed for the enrichment and determination of trace levels of bilirubin in urine samples using NaIO4 as an oxidizing agent and Uv-vis spectrophotometric detection. The periodate oxidation of bilirubin is rapid, effective, selective, and simple to perform. The method contains only HCl, NaOI4, and an anionic surfactant. The method may be useful for economizing in the consumption of reagents in bilirubin determining. The IL-DLLMEmethod ensures a high yield and has a low toxicity no skin sensitization, no mutagenicity and no ecotoxicity in an aquatic environment since only very low quantities of an IL is required. For full-color formation, no any extra auxiliary reagents are required. Besides, the IL-DLLME technique uses a low-cost instrument such as Uv-vis which is present in most of the medical laboratories.

Keywords: Analysis, bilirubin, ionic liquid, microextraction, serum, spectrophotometry, urine.

Graphical Abstract

[1]
Fevery, J. Bilirubin in clinical practice: a review. Liver Int., 2008, 28(5), 592-605.
[http://dx.doi.org/10.1111/j.1478-3231.2008.01716.x] [PMID: 18433389]
[2]
Westwood, A. The analysis of bilirubin in serum. Ann. Clin. Biochem., 1991, 28(Pt 2), 119-130.
[http://dx.doi.org/10.1177/000456329102800202] [PMID: 1859150]
[3]
Suzuki, Y. Spectrophotometric determination of urine bilirubin by p-dimethylamino benzaldehyde. Anal. Sci., 1998, 14, 609-612.
[http://dx.doi.org/10.2116/analsci.14.609]
[4]
Ponhong, K.; Teshima, N.; Grudpan, K.; Motomizu, S.; Sakai, T. Simultaneous injection effective mixing analysis system for the determination of direct bilirubin in urinary samples. Talanta, 2011, 87, 113-117.
[http://dx.doi.org/10.1016/j.talanta.2011.09.048] [PMID: 22099657]
[5]
Parviainen, M.T. A modification of the acid diazo coupling method (Malloy-Evelyn) for the determination of serum total bilirubin. Scand. J. Clin. Lab. Invest., 1997, 57(3), 275-279.
[http://dx.doi.org/10.3109/00365519709060037] [PMID: 9238764]
[6]
Suzuki, Y.; Sakagishi, Y. Determination of serum bilirubin by the diazo method using the diazotized 3-nitroaniline reacting readily with the photoproducts of bilirubin. Jpn. J. Clin. Chem., 1994, 23, 158-163.
[7]
Nagaraja, P.; Avinash, K.; Shivakumar, A.; Dinesh, R.; Shrestha, A.K. Simple and sensitive method for the quantification of total bilirubin in human serum using 3-methyl-2-benzothiazolinone hydrazone hydrochloride as a chromogenic probe. Spectrochim. Acta A Mol. Biomol. Spectrosc., 2010, 77(4), 782-786.
[http://dx.doi.org/10.1016/j.saa.2010.08.003] [PMID: 20829101]
[8]
Thoma, G.E.; Kitzberger, D.M. A spectrophotometric method for determination of urinary bilirubin. J. Lab. Clin. Med., 1948, 33(9), 1189-1192.
[PMID: 18880923]
[9]
Tokuda, K.; Tanimoto, K. A New method of measuring bilirubin in serum by vanadic acid. Jpn. J. Clin. Chem, 1993, 22, 116-122.
[10]
Dhungana, N.; Morris, C.; Krasowski, M.D. Operational impact of using a vanadate oxidase method for direct bilirubin measurements at an academic medical center clinical laboratory. Pract Lab Med, 2017, 8, 77-85.
[http://dx.doi.org/10.1016/j.plabm.2017.05.004] [PMID: 28856232]
[11]
Kurosaka, K.; Senba, S.; Tsubota, H.; Kondo, H. A new enzymatic assay for selectively measuring conjugated bilirubin concentration in serum with use of bilirubin oxidase. Clin. Chim. Acta, 1998, 269(2), 125-136.
[http://dx.doi.org/10.1016/S0009-8981(97)00194-0] [PMID: 9526672]
[12]
Doumas, B.T.; Yein, F.; Perry, B.; Jendrzejczak, B.; Kessner, A. Determination of the sum of bilirubin sugar conjugates in plasma by bilirubin oxidase. Clin. Chem., 1999, 45(8 Pt 1), 1255-1260.
[http://dx.doi.org/10.1093/clinchem/45.8.1255] [PMID: 10430792]
[13]
Kimura, S.; Iyama, S.; Yamaguchi, Y.; Hayashi, S.; Yanagihara, T. Enzymatic assay for conjugated bilirubin (Bc) in serum using bilirubin oxidase (BOD). J. Clin. Lab. Anal., 1999, 13(5), 219-223.
[http://dx.doi.org/10.1002/(SICI)1098-2825(1999)13:5<219:AID-JCLA5>3.0.CO;2-6] [PMID: 10494130]
[14]
Doumas, B.T.; Wu, T.W. The measurement of bilirubin fractions in serum. Crit. Rev. Clin. Lab. Sci., 1991, 28(5-6), 415-445.
[http://dx.doi.org/10.3109/10408369109106872] [PMID: 1772588]
[15]
Palilis, L.P.; Calokerinos, A.C.; Grekas, N. Chemiluminescence arising from the oxidation of bilirubin in aqueous media. Anal. Chim. Acta, 1996, 333(3), 267.
[http://dx.doi.org/10.1016/0003-2670(96)00279-6]
[16]
Lu, C.; Song, G.; Lin, J.M.; Huie, C.W. Enhancement in sample preconcentration by the on-line incorporation of cloud point extraction to flow injection analysis inside the chemiluminescence cell and the determination of total serum bilirubin. Anal. Chim. Acta, 2007, 590(2), 159-165.
[http://dx.doi.org/10.1016/j.aca.2007.03.028] [PMID: 17448340]
[17]
Lee, H.S.; Karim, M.M.; Alam, S.M.; Lee, S.H. Quantitative determination of bilirubin by inhibition of chemiluminescence from lucigenin. Luminescence, 2007, 22(4), 331-337.
[http://dx.doi.org/10.1002/bio.967] [PMID: 17471465]
[18]
Lu, C.; Lin, J.M.; Huie, C.W. Determination of total bilirubin in human serum by chemiluminescence from the reaction of bilirubin and peroxynitrite. Talanta, 2004, 63(2), 333-337.
[http://dx.doi.org/10.1016/j.talanta.2003.10.049] [PMID: 18969436]
[19]
Fernández-Romero, J.M.; Luque De Castro, M.D.; Valcárcel, M. Flow-injection spectrophotometric enzymatic and non-enzymatic methods for the determination of direct and total bilirubin in serum. Anal. Chim. Acta, 1993, 276(2), 271-279.
[http://dx.doi.org/10.1016/0003-2670(93)80394-Z]
[20]
Vichapong, J.; Burakham, R.; Teshima, N.; Srijaranai, S.; Sakai, T. Alternative spectrophotometric method for determination of bilirubin and urobilinogen in urine samples using simultaneous injection effective mixing flow analysis. Anal. Methods, 2013, 5(9), 2419-2426.
[http://dx.doi.org/10.1039/c3ay40192h]
[21]
Vakh, C.; Falkova, M.; Timofeeva, I.; Moskvin, A.; Moskvin, L.; Bulatov, A. Flow Analysis: A novel approach for classification. Crit. Rev. Anal. Chem., 2016, 46(5), 374-388.
[http://dx.doi.org/10.1080/10408347.2015.1087301] [PMID: 26364745]
[22]
Matsudo, T.; Saitoh, T.; Matsubara, C. [Micelle-mediated extraction for concentrating conjugated bilirubin in urine]. Yakugaku Zasshi, 2001, 121(2), 191-192.
[http://dx.doi.org/10.1248/yakushi.121.191] [PMID: 11218735]
[23]
Tokuda, H.; Hayamizu, K.; Ishii, K.; Susan, M.A.; Watanabe, M. Physicochemical properties and structures of room temperature ionic liquids. 2. Variation of alkyl chain length in imidazolium cation. J. Phys. Chem. B, 2005, 109(13), 6103-6110.
[http://dx.doi.org/10.1021/jp044626d] [PMID: 16851672]
[24]
Ventura, S.P.M.; E Silva, F.A.; Quental, M.V.; Mondal, D.; Freire, M.G.; Coutinho, J.A.P. Ionic-liquid-mediated extraction and separation processes for bioactive compounds: Past, present, and future. Trends. Chem. Rev, 2017, 117(10), 6984-7052.
[http://dx.doi.org/10.1021/acs.chemrev.6b00550] [PMID: 28151648]
[25]
Egorova, K.S.; Gordeev, E.G.; Ananikov, V.P. Biological activity of ionic liquids and their application in pharmaceutics and medicine. Chem. Rev., 2017, 117(10), 7132-7189.
[http://dx.doi.org/10.1021/acs.chemrev.6b00562] [PMID: 28125212]
[26]
Fang, L.S. The identification of the blue-green pigment in the blood plasma of the cottid, clinocottus analis. Marine Nature, 1990, 3, 53-60.
[27]
Wurster, W.L.; Pyne-Geithman, G.J.; Peat, I.R.; Clark, J.F. Bilirubin oxidation products (BOXes): synthesis, stability and chemical characteristics. Acta Neurochir. Suppl. (Wien), 2008, 104, 43-50.
[http://dx.doi.org/10.1007/978-3-211-75718-5_8] [PMID: 18456996]
[28]
Sawyer, T.L.; Chiles, D.P.; Lindley, L.J.; Rosenkrantz, T. Phototherapy for Jaundice., 2015.Available from:. https://emedicine. medscape.com/article/1894477-overview
[29]
Visser, A.E.; Swatloski, R.P.; Griffin, S.T.; Hartman, D.H.; Rogers, R.D. Liquid/liquid extraction of metal ions in room temperature ionic liquids. Sep. Sci. Technol., 2001, 36(5-6), 785-804.
[http://dx.doi.org/10.1081/SS-100103620]
[30]
Amin, A.S.; Al-Malah, Z. Utility of dispersive liquid-liquid microextraction based on ionic liquid for spectrophotometric determination of titanium in environmental samples. J. Ind. Environ. Chem., 2017, 1(1), 22-30.