STUDY OF THE INCLUSION BEHAVIOUR OF Î’-CYCLODEXTRIN WITH ZIPRASIDONE AND ITS PHARMACEUTICAL APPLICATION
Keywords:
Ziprasidone, Nil, Inclusion complex, SpectrofluorimetryAbstract
The inclusion complex of the slight water solubility ziprasidone (ZIP) with β-cyclodextrin (β-CD) was investigated by spectrofluorimetry. Influence of pH and β-CD concentration on the fluorescence spectra was reported. The obtained results exhibited that the ZIP was encapsulated in β-CD cavity to form a 1:1 stoichiometry host-guest complex. The inclusion constant was confirmed by Benesi-Hildebrand method. The inclusion complex formation was also confirmed by scanning electron microscopy SEM. Based on the remarkable enhancement of the fluorescence intensity of ZIP in the presence of β-CD a new spectrofluorimetric method for the determination of ZIP was developed. In order to obtain the maximum fluorescence several experimental conditions were optimized. The linear range was 0.5-100 ng mL-1and correlation coefficient was 0.9992. The detection limit was 0.2 ng mL-1. The proposed method was successfully applied to the analysis of ZIP in pure and pharmaceutical dosage forms with the satisfactory results.
Downloads
References
Szejtli J. Introduction and general overview of cyclodextrin chemistry. Chem Rev 1998;98:1743-54.
Tommasini S, Raneri D, Ficarra R, Calabro MI, Stancanelli R, Ficarra P. Improvement in solubility and dissolution rate of flavonoids by complexation with β-cyclodextrin. J Pharm Biomed Anal 2004;35:379-87.
Hwang YY, Shin D Ch, Nam YS, Cho B-K. Characterization, stability and pharmacokinetics of sibutramine/β-cyclodextrin inclusion complex. J Ind Engin Chem 2012;18:1412-17.
Kurkov SV, Loftsson T. Cyclodextrins. Int J Pharm 2013;453:167-80.
Lazarowska A, Józefowicz M, Heldt JR, Heldt J. Spectroscopic studies of inclusion complexes of methyl-p-dimethylaminobenzoate and its ortho derivative with α-and β-cyclodextrins. Spectrochim Acta A 2012;86:481-9.
Abdel-Shafi AA. Inclusion complex of 2-naphthylamine-6-sulfonate with β-cyclodextrin: intramolecular charge transfer versus hydrogen bonding effects. Spectrochim Acta A 2007;66:1228-36.
Castronuovo G, Niccoli M. Thermodynamics of inclusion complexes of natural and modified cyclodextrins with propranolol in aqueous solution at 298 K. Bioorg Med Chem 2006;14:3883-7.
Wu HH, Ling H, Yuan QP, Wang TX, Yan X. Preparation and stability investigation of the inclusion complex of sulforaphane with hydroxypropyl-β-cyclodextrin. Carboh Polym 2010;82:613-7.
Abdel-Shafi AA, Al-Shihry SS. Fluorescence enhancement of 1-napthol-5-sulfonate by forming inclusion complex with β-cyclodextrin in aqueous solution. Spectrochim Acta A2009;72:533-7.
Pescitelli G, Bilia AR, Bergonzi MC, Vincieri FF, Di Baria L. Cyclodextrins as carriers for cavalactones in aqueous media: Spectroscopic characterization of (S)-7,8-dihydrokavain and β-cyclodextrin inclusion complex. J Pharm Biomed Anal 2010;52:479-83.
Wang J, Cao VP, Sun BG, Wang CT. Characterisation of inclusion complex of trans-ferulic acid and hydroxypropyl-β-cyclodextrin. Food Chem 2011;124:1069-75.
Cannava C, Crupi V, Ficarra P, Guardo M, Majolino D, Mazzaglia A, et al. Physico-chemical characterization of an amphiphilic cyclodextrin/ genistein complex. J Pharm Biomed Anal 2010;51:1064-8.
Lu Z, Cheng B, Hu YI, Zhang YH, Zou GI. Complexation of resveratrol with cyclodextrins: Solubility and antioxidant activity. Food Chem 2009;113:17-20.
Bracamonte AG, Veglia AV. Spectrofluorimetric determination of serotonin and 5-hydroxyindoleacetic acid in urine with different cyclodextrin media. Talanta 2011;83:1006-13.
Franco C, Schwingel I, Lula I, Sinisterra RD, Koester LS, Bassani VI. Studies on coumestrol/β-cyclodextrin association: Inclusion complex characterization. Int J Pharm 2009;369:5-11.
Ratnasooriya CC, Rupasinghe HPV. Extraction of phenolic compounds from grapes and their pomace using β-cyclodextrin. Food Chem 2012;134:625-31.
Zhao MM, Wang HY, Yang B, Tao H. Identification of cyclodextrin inclusion complex of chlorogenic acid and its antimicrobial activity. Food Chem 2010;120:1138-42.
Schmidt AW, Lebel LA, Howard HR, Zorn SH. Ziprasidone: a novel anti psychotic agent with a unique human receptor binding profile. Eur J Pharmacol 2001;425:197-201.
Suckow RF, Fein M, Correll CU, Cooper TB. Determination of plasma ziprasidone using liquid chromatography with fluorescence detection. J Chromatogr B2004;799:201-8.
Skibinsky R, Komsta L. Validation of NP-HPTLC and RP-HPTLC methods with videodensitometric detection for analysis of ziprasidone in pharmaceutical formulations. J Planar Chromatogr 2010;23:23-7.
Janiszewski JS, Fouda HG, Cole RO. Development and validation of a high-sensitivity assay for an antipsychotic agent, CP-88,059, with solid-phase extraction and narrow-bore high-performance liquid chromatography. J Chromatogr B 1995;668:133-9.
Al-Dirbashi OY, Aboul-Enein HY, Al-Odaib A, Jacob M, Rashed MS. Rapid liquid chromatography–tandem mass spectrometry method for quantification of ziprasidone in human plasma. Biomed Chromatogr 2006;20:365-8.
Irving HMNH, Freiser H, West TS. editors. IUPAC Compendium of Analytical Nomenclature, Definitive Rules. Oxford: Pergamon Press; 1981.
European Pharmacopoeia.7th ed. Strasbourg: Council of Europe (CE); 2011.