Development of a quantitative approach using surface-enhanced Raman chemical imaging: First step for the determination of an impurity in a pharmaceutical model
De Bleye, Charlotte; Sacre, Pierre-Yves; Dumont, Elodieet al.
2014 • In Journal of Pharmaceutical and Biomedical Analysis, 90, p. 111-118
[en] This publication reports, for the first time, the development of a quantitative approach using surface-enhanced Raman chemical imaging (SER-CI). A pharmaceutical model presented as tablets based on paracetamol, which is the most sold drug around the world, was used to develop this approach. 4-Aminophenol is the main impurity of paracetamol and is actively researched in pharmaceutical formulations because of its toxicity. As its concentration is generally very low (<0.1%, w/w), conventional Raman chemical imaging cannot be used.
In this context, a SER-CI method was developed to quantify 4-aminophenol assessing a limit of quantification below its limit of specification of 1000 ppm. Citrate-reduced silver nanoparticles were used as SERS substrate and these nanoparticles were functionalized using 1-butanethiol. Different ways to cover the tablets surface by butanethiol-functionalized silver nanoparticles were tested and a homogeneity study of the silver nanoparticles covering was realized. This homogeneity study was performed in order to choose the best way to cover the surface of tablets by silver colloid. Afterwards, the optimization of the SER-CI approach was necessary and different spectral intensity normalizations were tested. Finally, a quantitative approach using SER-CI was developed enabling to quantify 4-aminophenol from 0.025% to 0.2% in paracetamol tablets. This quantitative approach was tested on two different series of tablets using different batches of silver nanoparticles.
Research center :
Centre Interfacultaire de Recherche du Médicament - CIRM
Disciplines :
Pharmacy, pharmacology & toxicology
Author, co-author :
De Bleye, Charlotte ✱; Université de Liège - ULiège > Département de pharmacie > Chimie analytique
Sacre, Pierre-Yves ✱; Université de Liège - ULiège > Département de pharmacie > Chimie analytique
Dumont, Elodie ; Université de Liège - ULiège > 1re an. master sc. pharma., à finalité
Netchacovitch, Lauranne ; Université de Liège - ULiège > Département de pharmacie > Chimie analytique
Chavez, Pierre-François ; Université de Liège - ULiège > Département de pharmacie > Chimie analytique
Piel, Géraldine ; Université de Liège - ULiège > Département de pharmacie > Pharmacie galénique
Lebrun, Pierre; Arlenda
Hubert, Philippe ; Université de Liège - ULiège > Département de pharmacie > Chimie analytique
Ziemons, Eric ; Université de Liège - ULiège > Département de pharmacie > Département de pharmacie
✱ These authors have contributed equally to this work.
Language :
English
Title :
Development of a quantitative approach using surface-enhanced Raman chemical imaging: First step for the determination of an impurity in a pharmaceutical model
Publication date :
05 March 2014
Journal title :
Journal of Pharmaceutical and Biomedical Analysis
ISSN :
0731-7085
eISSN :
1873-264X
Publisher :
Elsevier Science, Oxford, United Kingdom
Volume :
90
Pages :
111-118
Peer reviewed :
Peer Reviewed verified by ORBi
Funders :
F.R.S.-FNRS - Fonds de la Recherche Scientifique [BE]
Gowen A.A., O'Donnell C.P., Cullen P.J., Bell S.E.J. Recent application of chemical imaging to pharmaceutical process monitoring and quality control. Eur. J. Pharm. Biopharm. 2008, 69:10-22.
Gordon K.C., McGoverin C.M. Raman mapping of pharmaceuticals. Int. J. Pharm. 2011, 417:151-162.
Lin W.-Q., Jiang J.-H., Yang H.-F., Ozaki Y., Shen G.-L., Yu R.-Q. Characterization of chloramphenicol palmitate drug polymorphs by Raman mapping with multivariate image segmentation using spatial directed agglomeration clustering method. Anal. Chem. 2006, 78:6003-6011.
Nakamoto K., Urasaki T., Hondo S., Murahashi N., Yonemochi E., Terada K. Evaluation of the crystalline and amorphous states of drug products by nanothermal analysis and Raman imaging. J. Pharm. Biomed. Anal. 2013, 75:105-111.
Widjaja E., Kanaujia P., Lau G., Ng W.K., Garland M., Saal C., Hanefeld A., Fischbach M., Maio M., Tan R.B.H. Detection of trace crystallinity in an amorphous system using Raman microscopy and chemometric analysis. Eur. J. Pharm. Sci. 2007, 42:45-54.
Docoslis A., Huszarik K.L., Papageorgiou G.Z., Bikiaris D., Stergiou A., Georgarakis E. Characterization of the distribution, polymorphism, and stability of nimodipine in its solid dispersions in polyethylene glycol by micro-Raman spectroscopy and powder X-ray diffraction. AAPS J. 2007, 43:361-370.
Furuyama N., Hasegawa S., Hamaura T., Yada S., Nakagami H., Yonemochi E., Terada K. Evaluation of solid dispersions on a molecular level by the Raman mapping technique. Int. J. Pharm. 2008, 361:12-18.
Sasic S. Raman mapping of low-content API pharmaceutical formulations. I. Mapping of alprazolam in alprazolam/xanax tablets. Pharm. Res. 2007, 24:58-65.
Windbergs M., Haaser M., McGoverin C.M., Gordon K.C., Kleinbudde P., Strachan C.J. Investigating the relationship between drug distribution in solid lipid matrices and dissolution behaviour using Raman spectroscopy and mapping. J. Pharm. Sci. 2009, 99:1464-1475.
Balss K.M., Llanos G., Papandreou G., Maryanoff C.A. Quantitative spatial distribution of sirolimus and polymers in drug-eluting stents using confocal Raman microscopy. J. Biomed. Mater. Res. Part A 2008, 85A:258-270.
Doub W.H., Adams W.P., Spencer J.A., Buhse L.F., Nelson M.P., Treado P.J. Raman chemical imaging for ingredient-specific particle size characterization of aqueous suspension nasal spray formulations: a progress report. Pharm. Res. 2007, 24:934-945.
Sacré P.-Y., Deconinck E., Saerens L., De Beer T., Courselle P., Vancauwenberghe R., Chiap P., Crommen J., De Beer J.O. Detection of counterfeit Viagra® by Raman microspectroscopy imaging and multivariate analysis. J. Pharm. Biomed. Anal. 2011, 56:454-461.
Gendrin C., Roggo Y., Collet C. Pharmaceutical applications of vibrational chemical imaging and chemometrics: a review. J. Pharm. Biomed. Anal. 2008, 48:533-553.
Pînzaru S.C., Pavel I., Leopold N., Kiefer W. Identification and characterization of pharmaceuticals using Raman and surface-enhanced Raman scattering. J. Raman Spectrosc. 2004, 35:338-346.
Kneipp K., Kneipp H., Itzkan I., Dasari R.R., Feld M.S. Ultrasensitive chemical analysis by Raman spectroscopy. Chem. Rev. 1999, 99:2957-2976.
De Bleye C., Dumont E., Rozet E., Sacré P.-Y., Chavez P.-F., Netchacovitch L., Piel G., Hubert Ph., Ziemons E. Determination of 4-aminophenol in a pharmaceutical formulation using surface enhanced Raman scattering: from development to method validation. Talanta 2013, 116:899-905.
Bell S.E.J., Sirimuthu N.M.S. Rapid, quantitative analysis of ppm/ppb nicotine using surface-enhanced Raman scattering from polymer-encapsulated Ag nanoparticles (gel-colls). Analyst 2004, 129:1032-1036.
Maniam-Lopez M.B., Popp R.J. Standard addition method applied to urinary quantification of nicotine in the presence of cotinine and anabasine using surface enhanced Raman spectroscopy and multivariate curve resolution. Anal. Chim. Acta 2013, 760:53-59.
Bell S.E.J., Fido L.A., Sirimuthu N.M.S., Speers S.J., Peters K.L., Cosbey S.H. Screening tablets for DOB using surface-enhanced Raman spectroscopy. J. Forensic Sci. 2007, 52:1063-1067.
Firkala T., Farkas A., Vajna B., Farkas I., Marosi G. Investigation of drug distribution in tablets using surface enhanced Raman chemical imaging. J. Pharm. Biomed. Anal. 2013, 76:145-151.
Bessems J.G.M., Vermeulen N.P.E. Paracetamol (acetaminophen)-induced toxicity: molecular and biochemical mechanisms, analogues and protective approaches. Crit. Rev. Toxicol. 2001, 31:55-138.
British Pharmacopoeia Paracetamol Tablets 2004, Stationary Office, London, UK.
Bantz K.C., Meyer A.F., Wittenberg N.J., Im H., Kurtulus O., Lee S.H., Lindquist N.C., Oh S.-H., Haynes C.L. Recent progress in SERS biosensing. Phys. Chem. Chem. Phys. 2011, 13:11551-11567.
Lee P.C., Meisel D. Adsorption and surface-enhanced Raman of dyes on silver and gold sols. J. Phys. Chem. 1982, 86:3391-3395.
Leopold N., Lendl B. A new method for fast preparation of highly surface-enhanced Raman scattering (SERS) active silver colloids at room temperature by reduction of silver nitrate with hydroxylamine hydrochloride. J. Phys. Chem. B 2003, 107:5723-5727.