A simple and sensitive spectrophotometric method has been developed for the determination of cetirizine (I), ebastine (II), fexofenadine (III), ketotifen (IV), and loratadine (V) based on ion-pair complex formation with erythrosine B. The pink color of the produced complex was measured at 550?nm without solvent extraction. Appropriate conditions were established by studying the color reaction between erythrosine B and the studied drugs to obtain the maximum sensitivity. Beer-Lambert's law is obeyed in the concentration ranges 1–7, 1–8, and 1–6? g/mL for (I, IV), (II, III), and (V), respectively. The method was validated according to ICH guidelines. The suggested method is applicable for the determination of the five investigated drugs in bulk and pharmaceutical dosage forms with excellent recoveries. 1. Introduction In 1937, the first H1 antihistamine (thymo-ethyl-diethylamine) was synthesized. However, because of its weak activity and high toxicity, this compound was not used. Clinically useful H1 antihistamines such as phenbenzamine, pyrilamine, and diphenhydramine were introduced in the 1940s. Currently, H1 antihistamines constitute the second most commonly used class of medications after antibiotics. The older first-generation antihistamines are associated with troublesome sedative and antimuscarinic effects and are often termed “sedating antihistamines.” The newer generations of antihistamines, which are essentially devoid of these effects, are correspondingly termed “non-sedating antihistamines.” Non-sedating antihistamines are of potential value in the management of allergic rhinitis in which they relieve nasal and conjunctival itching, sneezing, and rhinorrhoea. They are also useful in the treatment of acute and chronic urticaria [1]. Non-sedating antihistamines down regulate allergic inflammation directly through the H1-receptor by interfering with histamine action at H1-receptors on sensory neurons and small blood vessels. They also decrease the antigen presentation, expression of pro-inflammatory cytokines and cell adhesion molecules, and chemotaxis. In a concentration-dependent manner, they inhibit mast cell activation and histamine release [2]. Second-generation non-sedating antihistamines investigated are cetirizine (CTZ), ebastine (EBS), ketotifen (KET), and loratadine (LOR), while Fexofenadine (FXD) is one of the third-generation drugs. Their chemical structures are given in Figure 1. Figure 1: Chemical structures of the investigated drugs. The studied drugs, CTZ, EBS, FXD, KET, and LOR are available in cheap generic forms, and they are
References
[1]
S. C. M. Sweetman, The Complete Drug Reference, Pharmaceutical Press, London, UK, 36th edition, 2009.
[2]
F. Simons, R. Estelle, and K. J. Simons, “Histamine and H1-antihistamines: celebrating a century of progress,” Journal of Allergy and Clinical Immunology, vol. 128, no. 6, pp. 1139–1150, 2011.
[3]
R. K. Trivedi, M. C. Patel, and S. B. Jadhav, “A rapid, stability indicating RP-UPLC method for simultaneous determination of ambroxol hydrochloride, cetirizine hydrochloride and antimicrobial preservatives in liquid pharmaceutical formulation,” Scientia Pharmaceutica, vol. 79, no. 3, pp. 525–543, 2011.
[4]
G. M. Hadad, S. Emara, and W. M. M. Mahmoud, “Development and validation of a stability-indicating RP-HPLC method for the determination of paracetamol with dantrolene or/and cetirizine and pseudoephedrine in two pharmaceutical dosage forms,” Talanta, vol. 79, no. 5, pp. 1360–1367, 2009.
[5]
L. Konieczna, A. Plenis, I. Ol?dzka, P. Kowalski, and T. B?czek, “Rapid RP-LC method with fluorescence detection for analysis of fexofenadine in human plasma,” Chromatographia, vol. 71, no. 11-12, pp. 1081–1086, 2010.
[6]
A. Plenis, L. Konieczn, I. Ol?dzka, and P. Kowalski, “Rapid analysis of loratadine in human serum by high-performance liquid chromatography with fluorescence detection,” Acta Chromatographica, vol. 22, no. 1, pp. 69–79, 2010.
[7]
F. Ibrahim, M. K. Sharaf El- Din, M. I. Eid, and M. E. K. Wahba, “Validated stability indicating liquid chromatographic determination of ebastine in pharmaceuticals after pre column derivatization: application to tablets and content uniformity testing,” Chemistry Central Journal, vol. 5, no. 1, article 24, 2011.
[8]
H. M. Maher, M. A. Sultan, and I. V. Olah, “Development of validated stability-indicating chromatographic method for the determination of fexofenadine hydrochloride and its related impurities in pharmaceutical tablets,” Chemistry Central Journal, vol. 5, article 76, no. 1, 2011.
[9]
C. Julien-Larose, M. Guerret, D. Lavene, and J. R. Kiechel, “Quantification of ketotifen and its metabolites in human plasma by gas chromatography mass spectrometry,” Biomedical Mass Spectrometry, vol. 10, no. 3, pp. 136–142, 1983.
[10]
H. Maurer and K. Pfleger, “Identification and differentiation of alkylamine antihistamines and their metabolites in urine by computerized gas chromatography-mass spectrometry,” Journal of Chromatography, vol. 430, no. 1, pp. 31–41, 1988.
[11]
R. Johnson, J. Christensen, and C. C. Lin, “Sensitive gas-liquid chromatographic method for the determination of loratadine and its major active metabolite, descarboethoxyloratadine, in human plasma using a nitrogen-phosphorus detector,” Journal of Chromatography B, vol. 657, no. 1, pp. 125–131, 1994.
[12]
H. J. Leis and E. Malle, “Deuterium-labelling and quantitative measurement of Ketotifen in human plasma by gas chromatography/negative ion chemical ionization mass spectrometry,” Biological Mass Spectrometry, vol. 20, no. 8, pp. 467–470, 1991.
[13]
R. H. Patil, R. N. Hegde, and S. T. Nandibewoor, “Electro-oxidation and determination of antihistamine drug, cetirizine dihydrochloride at glassy carbon electrode modified with multi-walled carbon nanotubes,” Colloids and Surfaces B, vol. 83, no. 1, pp. 133–138, 2011.
[14]
M. Rachidi, K. Digua, P. Hubert, M. A. Faouzi, Y. Cherrah, and A. Bouklouze, “Analytical validation of potentiometric method for cetirizinium ion,” Analytical Letters, vol. 39, no. 8, pp. 1699–1708, 2006.
[15]
M. M. Aleksi, V. I. Radulovi, V. P. Kapetanovi, and V. M. Savi, “The possibility of simultaneous voltammetric determination of desloratadine and 3-Hydroxydesloratadine,” Acta Chimica Slovenica, vol. 57, no. 3, pp. 686–692, 2010.
[16]
M. M. Ghoneim, M. M. Mabrouk, A. M. Hassanein, and A. Tawfik, “Polarographic behaviour of loratadine and its direct determination in pharmaceutical formulation and human plasma by cathodic adsorptive stripping voltammetry,” Journal of Pharmaceutical and Biomedical Analysis, vol. 25, no. 5-6, pp. 933–939, 2001.
[17]
S. D. Güng?r, “Electrooxidation of cetirizine dihydrochloride with a glassy carbon electrode,” Pharmazie, vol. 59, no. 12, pp. 929–933, 2004.
[18]
H. Mahgoub, A. A. Gazy, F. A. El-Yazbi, M. A. El-Sayed, and R. M. Youssef, “Spectrophotometric determination of binary mixtures of pseudoephedrine with some histamine H1-receptor antagonists using derivative ratio spectrum method,” Journal of Pharmaceutical and Biomedical Analysis, vol. 31, no. 4, pp. 801–809, 2003.
[19]
M. K. Sharaf El-Din, F. A. Ibrahim, M. I. Eid, and M. E. K. Wahba, “First and second derivative synchronous fluorescence and spectrophotometric spectroscopy for the simultaneous determination of fexofenadine hydrochloride in presence of its degradation products. Application to stability studies,” Acta Chimica Slovenica, vol. 58, no. 2, pp. 278–287, 2011.
[20]
N. El-Kousy and L. I. Bebawy, “Determination of some antihistaminic drugs by atomic absorption spectrometry and colorimetric methods,” Journal of Pharmaceutical and Biomedical Analysis, vol. 20, no. 4, pp. 671–679, 1999.
[21]
C. S. P. Sastry and P. Y. Naidu, “Spectrophotometric estimation of Ketotifen fumarate in pharmaceutical formulations,” Mikrochimica Acta, vol. 127, no. 3–4, pp. 219–223, 1997.
[22]
A. A. Gazy, H. Mahgoub, F. A. El-Yazbi, M. A. El-Sayed, and R. M. Youssef, “Determination of some histamine H1-receptor antagonists in dosage forms,” Journal of Pharmaceutical and Biomedical Analysis, vol. 30, no. 3, pp. 859–867, 2002.
[23]
T. U. Sevgi, “Extractive spectrophotometric determination of cetirizine dihydrochloride in pure and pharmaceutical preparations,” Journal of Food and Drug Analysis, vol. 18, no. 6, pp. 440–446, 2010.
[24]
M. K. Sharaf El-Din, F. Ibrahim, M. I. Eid, and M. E. Wahba, “Validated spectroflurimetric determination of some H1 receptor antagonist drugs in pharmaceutical preparations through charge transfer complexation,” Journal of Fluorescence, vol. 22, no. 1, pp. 175–191, 2012.
[25]
M. I. Walash, F. Belal, N. El-Enany, M. Eid, and R. N. El-Shaheny, “Stability-indicating micelle-enhanced spectrofluorimetric method for determination of loratadine and desloratadine in dosage forms,” Luminescence, vol. 26, no. 6, pp. 670–679, 2011.
[26]
Z. A. Alothman, N. Bukhari, S. Haider, S. M. Wabaidur, and A. A. Alwarthan, “Spectrofluorimetric determination of fexofenadine hydrochloride in pharmaceutical preparation using silver nanoparticles,” Arabian Journal of Chemistry, vol. 3, no. 4, pp. 251–255, 2010.
[27]
F. Ibrahim, M. K. El-Din, M. I. Eid, and M. E. Wahba, “Validated stability-indicating spectrofluorimetric methods for the determination of ebastine in pharmaceutical preparations,” Chemistry Central Journal, vol. 5, article 11, 2011.
[28]
P. R. Tomás, M. L. Carmen, T. Virginia, and S. Ciriaco, “Automatic extraction-spectrofluorimetric method for the determination of imipramine in pharmaceutical preparations,” Analyst, vol. 120, no. 4, pp. 1103–1106, 1995.
[29]
T. M. Wood, “Cellulolytic enzyme system of Trichoderma koningii. Separation of components attacking native cotton,” Biochemical Journal, vol. 109, no. 2, pp. 217–227, 1968.
[30]
Validation of Analytical Procedures, Methodology ICH Harmonized Tripartite Guideline, Having Reached Step 4 of the ICH Process at the ICH Steering Committee meeting, 1996.
[31]
C. Y. Huang, “Determination of binding stoichiometry by the continuous variation method: the job plot,” Methods in Enzymology, vol. 87, pp. 509–525, 1982.