UTILITY OF CERTAIN σ AND π-ACCEPTORS FOR THE SPECTROPHOTOMETRIC DETERMINATION OF VORICONAZOL ANTIFUGAL DRUG IN PHARMACEUTICAL FORMULATION
Keywords:
Voriconazole, Charge-transfer complexes, Spectrophotometry, Pharmaceutical formulationsAbstract
Objective: Studies were carried out, for the first time, to investigate the charge-transfer reactions of voriconazole antifungal drug (VOR) as n-electron donor with the σ-acceptor iodine (I2) and various π-acceptors: 7,7,8,8-tetracyanoquinodimethane (TCNQ); 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and p-chloranilic acid (p-CLA).
Methods: The formation of the colored charge-transfer complexes were utilized in the development of simple, rapid and accurate spectrophotometric methods for the analysis of voriconazole in pure form as well as in its pharmaceutical formulation (tablets). Different variables affecting the reactions were studied and optimized.
Results: Under the optimum reaction conditions, linear relationships with good correlation coefficients (0.9994–0.9999) were found between the absorbance and the concentration of voriconazole in the range of 2.0–120 μg mL−1. For more accurate analysis, Ringbom optimum concentration range was found to be between 4.0-110 μg mL-1. The limits of detection ranged from 0.36 to 1.23 μg mL−1andthe limits of quantification ranged from 1.20 to 4.10 μg mL−1. A Job's plot of the absorbance versus the molar ratio of voriconazole to each of acceptors under consideration indicated (1:1) ratio.
Conclusion: The proposed methods were applied successfully for simultaneous determination of voriconazole in tablets with good accuracy and precision and without interferences from common additives. The results were compared favourably with the reported method.
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References
Sweetman SC. Martindale, The Complete Drug Reference, 35th Edition Pharmaceutical Press: London; 2009. p. 550-1.
Claudia M, Jens T, Rainer P. Determination of voriconazole in human plasma and saliva using high performance liquid chromatography with fluorescence detection. J Chromatogr B 2008;865:74-80.
Penhourcq F, Jarry C, Bannwarth B. Direct injection HPLC micro method for the determination of voriconazole in plasma using an internal surface reversed phase column. Biomed Chromatogr 2004;18:719-22.
Srinubabu G, Raju Ch AI, Sarath N, Kumar PK, Rao JVLNS. Development and validation of a HPLC method for the determination of voriconazole in pharmaceutical formulation using an experimental design. Talanta 2007;71:1424-9.
Khoschsorur G, Fruehwirth F, Zelzer S. Isocratic high-performance liquid chromatographic method with ultraviolet detection for simultaneous determination of levels of voriconazole and itraconazole and its hydroxy metabolite in human serum. Antimicrob Agents Chemother 2005;49:3569-71.
Pennick G, Clark M, Sutton D, Rinaldi M. Development and validation of a high performance liquid chromatography assay for voriconazol. Antimicrob Agents Chemother 2003;47:2348-50.
Langman L, Boakye-Agyeman F. Measurerment of voriconazole in serum and plasma. Clin Biochem 2007;40:1378-85.
Adams AIH, Bergold AM. Development and validation of a high performance liquid chromatographic method for the determination of voriconazole content in tablets. Chromatogrphia 2005;62:429-34.
Adams AIH, Steppe M, Froehlich PE, Bergold AM. Comparison of microbiological and UV spectrophotometric assays for determination of voriconazole in tablets. J AOAC Int 2006;89:960-5.
Adams AIH, Gosmann G, Schneider PH, Bergold AM. LC stability studies of voriconazole and structural elucidation of its major degradation product. Chromatographia 2009;69:115-22.
Bharathi J, Sridhar B, Jitendra kumar P, Upendra rao U, Nagaraju P, Hanumantha rao K. Validated RP-HPLC method for the estimation of voriconazole in bulk and tablet dosage form. IJRPBS 2010;1:14-8.
Ahmed BE, Abdalla AS, Magda YE. Development and validation of a HPLC method for the determination of voriconazole and its degradation products in pharmaceutical formulation. Acta Pharm Sci 2010;52:229-38.
Gu P, Li Y. Development and validation of stability-indicating HPLC method for determination of voriconazole and its related substances. J Chromatogr Sci 2009;47:594-8.
Michael C, Teichert J, Preiss R. Determination of voriconazole in human plasma and saliva using high-performance liquid chromatography with fluorescence detection. J Chromatogr B 2008;865:74-80.
Theurillat R, Zimmerli S, Thormann W. Determination of voriconazole in human serum and plasma by micellarelectrokinetic chromatography. J Pharm Biomed Anal 2010;53:1313-8.
Alarfaj NA, El-Tohamy MF. Electrochemical sensors for direct potentiometric determination of Voriconazole in pharmaceutical dosage forms and biological fluids. IJPS 2012;7:1403-11.
Corbini G, Zanfini A, La Rosa C, D'Arpino A, Meucci R, Dreassi E. Polarographic determination of voriconazole in pharmaceutical formulations. Curr Anal Chem 2009;5:238-43.
Babu GS, Raju Ch AI. UV-spectrophotometric determination of voriconazole in bulk and its formulation. Asian J Chem 2007;19:1625-7.
Jain A, Maliwal D, Patidar V, Joshi A. UV spectrophotometric estimation of voriconazole in bulk and tablet dosage form. Asian J Chem 2009;21:1627-9.
Roy S, Ravi Kumar BVV, Tarafdar S. Development and validation of new analytical method for voriconazole by using UV-spectrophotometer. Int J Pharm Technol 2011;3:1904-12.
Tamilselvi N, Hassan B, Fadul FB, Kondapalli D, Anusha K, Kurian DS. UV Spectrophotometric estimation of voriconazole in tablet dosage form. Res J Pharm Technol 2011;4:1791-3.
Foster R. Organic Charge-Transfer Complexes. London, New York, Academic Press; 1969. p. 470.
Darwish IA, Refaat IH. Spectrophotometric analysis of selective serotonin reuptake inhibitors based on formation of charge-transfer complexes with tetracyanoquinodimethane and chloranilic acid. J AOAC Int 2006;89:326-33.
Gouda AA, EL-Sheikh R, Amin AS. Utility of some pi-acceptors for spectrophotometric determination of gatifloxacin in pure form and in pharmaceutical preparations. Chem Pharm Bull 2008;56:34-40.
Gouda AA, EL-Sheikh R, El Azzazy RM. Charge transfer spectrophotometric determination of zolmitriptan in pure and dosage forms. J Anal Bioanal Technol 2012;3:1-7.
Gouda AA. Utility of certain sigma-and pi-acceptors for the spectrophotometric determination of ganciclovir in pharmaceutical formulations. Talanta 2009;80:151–7.
Gouda AA, Amin AS, Youssef EH. Spectrophotometric methods based on charge transfer reactions for the determination of amisulpride in pure form andpharmaceutical formulation. Int J Pharm Pharm Sci 2014;6:154-60.
Job P. Advanced Physicochemical Experiments. 2nd edition. Oliner and Boyd, Edinburgh, 1964. p. 54.
Taha A, Rücker G. Utility of pi-acceptors in alkaloid assay. Arch Pharm (Weinheim) 1977;310:485-94.
Melby LR. In: Patai S, Editor, The Chemistry of the Cyano Group, Inter science Publisher/John Wiley & Sons, New York; 1970. p. 656.
Hasani M, Rezaei A. Spectrophotometric study of the charge transfer complexes of iodine with antipyrine in organic solvents" Spectrochim Acta A 2006;65:1093-7.
Gutmann V. The Donor-Acceptor Concepts of Molecular Interactions. Plenum, New York; 1978.
Cannors KAA. Textbook of Pharmaceutical Analysis. 3rd ed., John Wiley & Sons, New York; 1982. p. 50.
Benesi HA, Hildebrand JH. "A Spectrophotometric investigation of the interaction of iodine with aromatic hydrocarbons". J Amer Chem Soc 1949;71:2703-7.
Mendham J, Denney RC, Barnes JD, Thomas M. Vogel’s Textbook of Quantitative Chemical Analysis, Pearson Education Ltd, England; 2000.
Miller JN, Miller JC. Statistics and Chemometrics for Analytical Chemistry†5th ed. Prentice Hall, England; 2005.
International Conference on Harmonization of Technical Requirements for Registration of Pharmaceuticals for Human Use (2005) ICH Harmonized Tripartite Guideline, Validation of Analytical Procedures: Text and Methodology, Q2(R 1), Complementary Guideline on Methodology dated 06 November ICH, London; 1996.