New Potentiometric Screen-printed Sensors for Determination of Trimebutine Drug in Tablets, Serum and Urine Samples

Document Type : Research article

Authors

1 Egyptian Petroleum Research Institute (EPRI), 11727, Cairo, Egypt.

2 Department of Chemistry, Faculty of Science, Cairo University, 12613, Giza, Egypt.

3 Department of Chemistry, Faculty of Science, Damietta University, Damietta, Egypt.

Abstract

A new sensitive and selective modified screen printed electrodes (MSPEs) and carbon paste electrodes (MCPEs) were studied in order to determine trimbutine maleate (TM) in pure, tablets, urine, and serum samples. These sensors were embodied with multiwalled carbon nanotubes (MWCNTs) since it improved the quality of the sensors in presence of potassium tetrakis (p-chlorophenyl) borate (KTpClPB) ionophore. A good Nernstian response for the constructed sensors, at optimum paste composition, was exhibited for determination of TM in concentration range of 1.5 × 10-7 - 1.0 × 10-2 and 1.0 × 10-7- 1.0 × 10-2 mol L-1 at 25 °C with detection limit of 1.5 × 10-7 and 1.0 × 10-7 mol L-1 for MCPE and MSPE, respectively. It seemed that the potential of the electrodes was independent on pH in the range of 2.0-8.0, 2.0-8.5, 2.0-8.5, and 2.0-9.0 giving slope as 56.77 ± 1.11, 57.82 ± 0.54, 57.95 ± 0.37, and 58.99 ± 0.28 mV decade-1 for electrodes I, II, III, and IV, respectively. MCPEs and MSPEs gave response time about 8 and 6 s with long lifetime (more than 3 and 5 months), respectively. A high selectivity of sensors was observed for TM regarding to a large number of interfering species. The constructed sensors were successfully applied for determination of TM in pure form, its pharmaceutical preparations and biological fluids using standard addition, calibration, and potentiometric titration methods with high precision and accuracy. The results showed a good agreement between the proposed method and the HPLC official method.

Graphical Abstract

New Potentiometric Screen-printed Sensors for Determination of Trimebutine Drug in Tablets, Serum and Urine Samples

Keywords


(1) Martin A, Figadère B, Saivin S, Houin G, Chomard JM and Cahiez G. Synthesis of methylamino-2- phenyl-2-butyl-3,4,5-trimethoxybenzoate, the main bioactive metabolite of trimebutine maleate. Arzneimittel-Forsch (2000) 50: 544-9.
(2) Aktas A, Caner B, Ozturk F, Bayhan H, Narin Y and Mentes T. The effect of trimebutine maleate on gastric emptying in patients with non-ulcer dyspepsia. Ann. Nucl. Med. (1999) 13: 231-4.
(3) Georgescu D, Ancusa OE, Georgescu LA, Ionita I and Reisz D; Nonmotor gastrointestinal disorders in older patients with Parkinson’s disease: Is there hope? Clin. Interv. Aging (2016) 11: 1601-8.
(4) Engin S, Kiliç M, Gazioǧlu EN and Kadioǧlu Duman M. Effect of trimebutine maleate on acetylcholine, potassium chloride and adenosine triphosphate induced contractions of rat detrusor smooth muscle. Fabad J. Pharm. Sci. (2013) 38: 65-71.
(5) Distrutti E, Mencarelli A, Renga B, Caliendo G, Santagada V and Severino B. A nitro-arginine derivative of trimebutine (NO2-Arg-Trim) attenuates pain induced by colorectal distension in conscious rats. Pharm. Res. (2009) 59: 319-29.
(6) Sinniger V, Mouchet P and Bonaz B. Effect of nortrimebutine on neuronal activation induced by a noxious stimulus or an acute colonic inflammation in the rat. Life Sci. (2005) 77: 2927 41.
(7) Takenaga H, Magaribuchi T and Tamaki H. Effects of trimebutine maleate (TM-906) on the spontaneous contraction of isolated duodenum and ileum in both guinea pigs and rabbits. Jpn. J. Pharmacol. (1986) 40: 13-20.
(8) Long Y, Liu Y, Tong J, Qian W and Hou X. Effectiveness of trimebutine maleate on modulating intestinal hypercontractility in a mouse model of postinfectious irritable bowel syndrome. Eur. J. Pharmacol. (2010) 636: 159-65.
(9) Chevalier E, Pétoux F, Chovet M and Langlois A. Beneficial effect of trimebutine and N-monodesmethyl trimebutine on trinitrobenzene sulfonic acid-induced colitis in rats. Life Sci. (2004) 76: 319-29.
(10) Chao J, Li Z, Liu Y, Zhang Y, Guo Z and Zhang B. Investigation of the inclusion interaction of p-sulfonatocalix [6] arene with trimebutine maleate. J. Mol. Liq. (2016) 213: 173-8.
(11) Larabi IA, Duverneuil-Mayer C, Abe E, Baud F and Alvarez JC. An Automated method for the determination of trimebutine and n-mono-desmethyl trimebutine by on-line turbulent flow coupled with liquid chromatography-tandem mass spectrometry in human plasma: Application to a fatal poisoning case with toxicokinetic study. J. Anal. Toxitol. (2015) 39: 720-5.
(12) Ali TA, Mohamed GG, Aglan AA and Heakal FET. RP-HPLC stability-indicating method for estimation of irbesartan and hydrochlorothiazide in bulk and
pharmaceutical dosage form. Chinese J. Anal. Chem. (2016) 44: e1601-e8.
(13) Montpetit H, Ranger M, Colin P, Furtado M and Garofolo F. Discovery of a novel trimebutine metabolite and its impact on N-desmethyltrimebutine quantification by LC-MS/MS. Bioanalysis (2015) 7: 1007-15.
(14) Aiad I, El-Sukkary MM, Soliman EA, El-Awady MY and Shaban SM. Characterization, surface properties and biological activity of new prepared cationic surfactants. J. Ind. Eng. Chem. (2014) 20: 1633-40.
(15) Duman O, Tunç S and Kancı B. Spectrophotometric studies on the interactions of CI Basic Red 9 and CI Acid Blue 25 with hexadecyltrimethylammonium bromide in cationic surfactant micelles. Fluid Ph. Equilibria (2011) 301: 56-61.
(16) Elqudaby HM, Mohamed GG and El-Din GMG. Analytical studies on the charge transfer complexes of loperamide hydrochloride and trimebutine drugs. Spectroscopic and thermal characterization of CT complexes. Spectrochim. Acta A (2014) 129: 84-95.
(17) Yanu P and Jakmunee J. Down scaled Kjeldahl digestion and flow injection conductometric system for determination of protein content in some traditional northern Thai foods. Food Chem. (2017) 230: 572-7.
(18) Wen R, Li H, Chen B, Wang L, Facile preparation of fluorescent gold nanocluster via polysaccharidetemplated approach and its application for Cu2+ sensing. Sens. Actuators B Chem. (2017) 248: 63-70.
(19) Shankar AA, Pentapati PR and Prasad RK. Biodiesel synthesis from cottonseed oil using homogeneous alkali catalyst and using heterogeneous multi walled carbon nanotubes: Characterization and blending studies. Egypt. J. Pet. (2017) 26: 125-33.
(20) Qin Y, Zhao H, Zhang W, Zhao N, Fan P and Zhang L. A novel gradient LC-MS/MS method for simultaneous determination of trimebutine maleate and its two metabolites in human plasma. Life Sci. J. (2013) 10: 2840-9.
(21) Pan YY, Yu L, Guo YZ, Bao LD, Wei L and Guo XJ. Enantiomeric separation of trimebutine maleate and ondansetron on amylose chiral stationary phase. Chinese J. Anal. Chem. (2007) 35: 880-2.
(22) Li F and Yu L. Determination of trimebutine maleate in rat plasma and tissues by using capillary zone electrophoresis. Biomed. Chromatogr. (2001) 15: 248-51.
(23) Luo Y, Zhao Y and Lan YJ. Clinical observation of Kaixiong Shunqi Capsule in treament of early intestinal paralysis caused by gynecology abdominal
operation. Zhong Cao Yao (2015) 46: 878-80.
(24) Abdel-Gawad FM, Ion-pair formation of Bi (III)–iodide with some nitrogenous drugs and its application to pharmaceutical preparations. J. Pharm. Biomed. (1998) 16: 793-9.
(25) Elqudaby HM, Mohamed GG and El Din GMG. Utilization of phosphotungestic acid in the conductometric determination of loperamide hydrochloride and trimebutine antidiarrhea drugs. J. Pharm. Res. (2013) 7: 686-91.
(26) Ali TA, Mohamed GG, Al-Sabagh AM and Migahed MA. A new screen-printed ion selective electrode for determination of citalopram hydrobromide in pharmaceutical formulation. Chinese J. Anal. Chem. (2014) 42: 565-72.
(27) Ali TA, Mohamed GG, Omar MM and Abdrabou VN. Improved determination of mebeverine hydrochloride in urine, serum and pharmaceutical preparations utilizing a modified carbon paste electrode. Int. J. Electrochem. Sci. (2015) 10: 2439-54.
(28) Mohamed GG, Ali TA, El-Shahat MF, Migahed MA, Al-Sabagh AM, Novel screen-printed electrode for the determination of dodecyltrimethylammonium 22 Ali TA et al. / IJPR (2020), 19 (3): - bromide in water samples. Drug Test. Anal. (2012) 4: 1009-13.
(29) Mohamed GG, El-Shahat MF, Al-Sabagh AM, Migahed MA and Ali TA. Septonextetraphenylborate screen-printed ion selective electrode for the potentiometric determination of Septonex in pharmaceutical preparations. Analyst. (2011) 136:1488-95.
(30) Goyal RN, Gupta VK and Bachheti N. Fullerene- C60-modified electrode as a sensitive voltammetric sensor for detection of nandrolone—an anabolic steroid used in doping. Anal. Chim. Acta (2007) 597: 82-9.
(31) Gupta VK, Singh AK, Mehtab S and Gupta B. A cobalt (II)-selective PVC membrane based on a Schiff base complex of N, N′-bis (salicylidene)-3, 4-diaminotoluene. Anal. Chim. Acta (2006) 566: 5-10.
(32) Jain R, Gupta VK, Jadon N and Radhapyari K. Voltammetric determination of cefixime in pharmaceuticals and biological fluids. Anal. Biochem. (2010) 407: 79-88.
(33) Mandil H, Sakur AA, Nasser B; New ion selective electrode for potentiometric determination of gatifloxacin in pure form and pharmaceutical formulations. J. Pharm. Pharm. Sci. (2013) 5: 423-8.
(34) Ali TA, Mohamed GG and Othman AR. Design and construction of new potentiometric sensors for determination of copper(II) ion based on copper oxide nanoparticles. Int. J. Electrochem. Sci. (2015) 10: 7275-91.
(35) Ali TA, Mohamed GG and Said AH. Construction and performance characteristics of modified screen printed and modified carbon paste sensors for selective determination of cu(ii) ion in different polluted water samples. Chem. Eng. Commun. (2016) 203: 724-35.
(36) Ali TA, Saber AL, Mohamed GG and Bawazeer TM. Determination of Cr(III) ions in different water samples using chromium(III)-sensor based on N-[4-(dimethylamino) benzylidene]-6 nitro- 1,3-benzothiazol-2-amine. Int. J. Electrochem. Sci. (2014) 9: 4932-43.
(37) Ali TA, Soliman MH and Mohamed GG. Electrochemical determination of N-(1,1,2,2-tetrahydroperfluorooctyl)-N, N-dimethylammonium chloride surfactant in different water samples
using modified screen-printed electrode. Int. J. Electrochem. Sci. (2016) 11: 1055-69.
(38) Ali TA, Soliman MH, Mohamed GG, Farag AB and Samah MK. Development of a new modified screenprinted and carbon paste electrodes for selective determination of cetyltrimethylammonium bromide in different water samples. Int. J. Electrochem. Sci.(2015) 10: 3192-206.
(39) Frag EYZ, Ali TA, Mohamed GG and Awad YHH. Construction of different types of ion-selective electrodes. characteristic performances and validation for direct potentiometric determination of orphenadrine citrate. Int. J. Electrochem. Sci. (2012) 7: 4443-64.
(40) Khaled E, Mohamed GG and Awad T. Disposal screen-printed carbon paste electrodes for the potentiometric titration of surfactants. Sens. Actuator B-Chem (2008) 135: 74-80.
(41) Mohamed GG, Ali TA, El-Shahat MF, Al-Sabagh AM, Migahed MA and Khaled E. Potentiometric determination of cetylpyridinium chloride using a new type of screen-printed ion selective electrodes. Anal. Chim. Acta (2010) 673: 79-87.
(42) Ali TA, Mohamed GG, Azzam EMS and Abd- Elaal AA. Thiol surfactant assembled on gold nanoparticles ion exchanger for screen-printed electrode fabrication. Potentiometric determination of Ce(III) in environmental polluted samples. Sens. Actuator B-Chem (2014) 191: 192-203.
(43) Ali TA, Mohamed GG, El-Dessouky MM and Ragheb RM. Highly selective potentiometric determination of 1-dodecyl-5-methyl-1H-benzo[d] [1,2,3]triazol-1-ium bromide surfactant in polluted water samples using 1,4-bis-(8-Mercaptooctyloxy)- benzene ionophore. Int. J. Electrochem. Sci. (2015) 10: 4820-31.
(44) Ali TA, Mohamed GG, El-Dessouky MMI, Abou El Ella SM and Mohamed RTF. Modified carbon paste ion selective electrodes for the determination of iron (III) in water, soil and fish tissue samples. Int. J. Electrochem. Sci. (2013) 8: 1469-86.
(45) Ali TA, Mohamed GG, El-Dessouky MMI, Abou El-Ella SM and Mohamed RTF. Modified screenprinted electrode for potentiometric determination of copper(II) in water samples. J. Solution Chem. (2013) 42: 1336-54.
(46) Ali TA, Mohamed GG and Farag AH. Electroanalytical studies on Fe(III) ion-selective sensors based on 2-methyl-6-(4-methylenecyclohex- 2-en-1-yl)hept-2-en-4-one ionophore. Int. J. Electrochem. Sci. (2015) 10: 564-78.
(47) Ali TA, Mohamed GG, Omar MM and Hanafy NM. Construction and performance characteristics of chemically modified carbon paste electrodes for the selective determination of Co(II) ions in water samples. J. Ind. Eng. Chem. (2015) 47: 102-11.
(48) Erady V, Mascarenhas RJ, Satpati AK, Detriche S, Mekhalif Z and Delhalle J. A novel and sensitive hexadecyltrimethylammoniumbromide functionalized Fe decorated MWCNTs modified carbon paste electrode for the selective determination 23  of Quercetin. Mater. Sci. Eng. C (2017) 76: 114-22.
(49) Torkashvand M, Gholivand MB, Taherpour AA, Boochani A and Akhtar A. Introduction of a carbon paste electrode based on nickel carbide for investigation of interaction between warfarin and vitamin K1. J. Pharm. Biomed. Anal. (2017) 139: 156-64.
(50) Wang H, Qian D, Xiao X, Gao S, Cheng J and He B. A highly sensitive and selective sensor based on a graphene-coated carbon paste electrode modified with a computationally designed boron-embedded duplex molecularly imprinted hybrid membrane for the sensing of lamotrigine. Biosens. Bioelectron. (2017) 94: 663-70.
(51) Ali TA, Aglan RF, Mohamed GG and Mourad MA. New Chemically modified screen-printed electrode for co(II) determination in different water samples. Int. J. Electrochem. Sci. (2014) 9: 1812-26.
(52) Ali TA, Azzam EMS, Hegazy MA, El-Farargy AFM and Abd-elaal AA. Zinc(II) modified carbon paste electrodes based on self-assembled mercapto compounds-gold-nanoparticles for its determination in water samples. J. Ind. Eng. Chem. (2014) 20: 3320-8.
(53) Ali TA, Eldidamony AM, Mohamed GG and Abdel- Rahman MA. A novel potentiometric sensor for selective determination of dodecyl(2-hydroxyethyl)- dimethylammonium bromide surfactant in environmental polluted samples. Int. J. Electrochem. Sci. (2014) 9: 4158-71.
(54) Ali TA, Eldidamony AM, Mohamed GG and Elatfy DM. Construction of chemically modified electrode for the selective determination of copper(II) ions in polluted water samples based on new β-cyclodextrine and 1,4-bis(6-bromohexyloxy)benzene ionophores. Int. J. Electrochem. Sci. (2014) 9: 2420-34.
(55) Ali TA, Farag AA and Mohamed GG. Potentiometric determination of iron in polluted water samples using new modified Fe(III)-screen printed ion selective electrode. J. Ind. Eng. Chem. (2014) 20: 2394-400.
(56) Ali TA, Hassan AME and Mohamed GG. Manufacture of lead-specific screen-printed sensor based on lead schiff base complex as carrier and multi-walled carbon nanotubes for detection of Pb(II) in contaminated water tests. Int. J. Electrochem. Sci. (2016) 11: 10732-47.
(57) Ali TA and Mohamed GG. Determination of Mn(II) ion by a modified carbon paste electrode based on multi-walled carbon nanotubes (MWCNTs) in different water samples. Sens. Actuator B-Chem (2014) 202: 699-707.
(58) Ali TA and Mohamed GG. Potentiometric determination of La(III) in polluted water samples using modified screen-printed electrode by self-assembled mercapto compound on silver
nanoparticles. Sens. Actuator B-Chem (2015) 216: 542-50.
(59) Ali TA and Mohamed GG. Multi-walled carbon nanotube and nanosilica chemically modified carbon paste electrodes for the determination of mercury(II) in polluted water samples. Anal. Methods (2015) 7: 6280-9.
(60) Ali TA and Mohamed GG. Modified screenprinted ion selective electrodes for potentiometric determination of sodium dodecylsulfate in different samples. J. AOAC Int. (2015) 98: 116-23.
(61) Nordin N, Yusof NA, Abdullah J, Radu S and Hushiarian R. A simple, portable, electrochemical biosensor to screen shellfish for Vibrio parahaemolyticus. AMB Express (2017) 7.
(62) Akl ZF and Ali TA. Highly sensitive potentiometric sensors for thorium ions detection using morpholine derivative self-assembled on silver nanoparticles. RSC Adv. (2016) 6: 77854-62.
(63) Abou Al-Alamein AMM, Kamel MS, Abou El- Alamin MMA and Khaled E. Novel pioglitazone nanomaterial based screen printed sensors. Int. J. Electrochem. Sci. (2015) 10: 2400-12.
(64) Mohamed HM. Screen-printed disposable electrodes: Pharmaceutical applications and recent developments. Trends. Analyt. Chem. (2016) 82: 1-11.
(65) Mohamed GG, Ali TA, El-Shahat MF, Al-Sabagh AM, and Migahed MA. New Screen-printed ionselective electrodes for potentiometric titration of cetyltrimethylammonium bromide in different civilic media. Electroanalysis (2010) 22: 2587-99.
(66) Buck RP and Lindner E. Recommendations for nomenclature of ionselective electrodes (IUPAC Recommendations 1994). Pure Appl. Chem. (1994) 66: 2527-36.
(67) Farag AA and Ali TA. The enhancing of 2-pyrazinecarboxamide inhibition effect on the acid corrosion of carbon steel in presence of iodide ions. J. Ind. Eng. Chem. (2015) 21: 627-34.
(68) Antropov LI. Theoretical Electrochemistry:Moscow (1977) Avaiable from URL: https://www. worldcat.org/title/theoretical-electrochemistry/oclc/984462146?referer=di&ht=edition.
(69) Gumustas M and A Ozkan S. The role of and the place of method validation in drug analysis using electroanalytical techniques. Open Anal. Chem. J. (2011) 5: 1-21.