Identification and characterization of pharmaceuticals using Raman and surface‐enhanced Raman scattering

Many recent papers reflect ongoing research and development concerning pharmaceutical applications of Raman techniques. This short review highlights different Raman techniques (dispersive, Fourier transform, resonance Raman, SERS, SERRS, FT-SERS) employed in pharmaceutical investigations. Several Raman applications such as fundamental structural investigations, quantitative analysis, drug–excipient interaction, formulation, limit of detection, pH-dependent pharmaceutical species, adsorption geometry at a given surface and functional groups involved in adsorption for several widely used pharmaceutical compounds are presented. Copyright © 2004 John Wiley & Sons, Ltd.

[1]  Bernhard Lendl,et al.  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 , 2003 .

[2]  S. Sánchez‐Cortés,et al.  Near infrared surface-enhanced Raman spectroscopic study of antiretroviraly drugs hypericin and emodin in aqueous silver colloids , 1997 .

[3]  I. R. Lewis,et al.  Handbook of Raman Spectroscopy: From the Research Laboratory to the Process Line , 2001 .

[4]  D. L. Jeanmaire,et al.  Surface raman spectroelectrochemistry: Part I. Heterocyclic, aromatic, and aliphatic amines adsorbed on the anodized silver electrode , 1977 .

[5]  W. Kiefer,et al.  FT-Raman and SERS spectra of rivanol in silver sol. , 2000, Talanta.

[6]  Dinh Tuan Vo Chemical analysis of polycyclic aromatic compounds , 1989 .

[7]  Thomas Laurell,et al.  On-line monitoring of airborne chemistry in levitated nanodroplets: in situ synthesis and application of SERS-active Ag-Sols for trace analysis by FT-Raman spectroscopy. , 2003, Analytical chemistry.

[8]  R. Szostak,et al.  Quantitative determination of acetylsalicylic acid and acetaminophen in tablets by FT-Raman spectroscopy. , 2002, The Analyst.

[9]  W. Smith,et al.  Assessment of silver and gold substrates for the detection of amphetamine sulfate by surface enhanced Raman scattering (SERS). , 2002, The Analyst.

[10]  Robert I. Altkorn,et al.  Spatially resolved surface enhanced Raman spectroscopy: feasibility, intensity dependence on sampling area and attomole mass sensitivity , 1986 .

[11]  M. Fleischmann,et al.  Raman spectra of pyridine adsorbed at a silver electrode , 1974 .

[12]  K. Gordon,et al.  Quantitative analysis of polymorphic mixtures of ranitidine hydrochloride by Raman spectroscopy and principal components analysis. , 2002, European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V.

[13]  Robert C. Maher,et al.  New limits in ultrasensitive trace detection by surface enhanced Raman scattering (SERS) , 2003 .

[14]  Rotating samples in FT-RAMAN spectrometers. , 1997, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.

[15]  A. Otto,et al.  Surface enhanced Raman scattering , 1983 .

[16]  E. Perrier,et al.  Quantitative Analysis of Vitamin A Degradation by Raman Spectroscopy , 2003, Applied spectroscopy.

[17]  M. Albrecht,et al.  Plasma resonance enhancement of Raman scattering by pyridine adsorbed on silver or gold sol particles of size comparable to the excitation wavelength , 1979 .

[18]  Jean Paul Remon,et al.  Applications of Raman spectroscopy in pharmaceutical analysis , 2002 .

[19]  Duncan Graham,et al.  Simple multiplex genotyping by surface-enhanced resonance Raman scattering. , 2002, Analytical chemistry.

[20]  S. Schneider,et al.  Application of SERS spectroscopy to the identification of (3,4-methylenedioxy)amphetamine in forensic samples utilizing matrix stabilized silver halides. , 2001, The Analyst.

[21]  Ghosh,et al.  pH-Dependent Surface-Enhanced Raman Scattering of 8-Hydroxy Quinoline Adsorbed on Silver Hydrosol. , 2000, Journal of colloid and interface science.

[22]  A. J. McQuillan,et al.  Resonance Raman and infrared spectral studies on radical anions of model photosynthetic reaction center quinones (naphthoquinone derivatives). , 1998, Journal of biomolecular structure & dynamics.

[23]  D. Klenerman,et al.  Ultraviolet resonance Raman study of drug binding in dihydrofolate reductase, gyrase, and catechol O-methyltransferase. , 1998, Biophysical journal.

[24]  E. Kočišová,et al.  Sequence specific interaction of the photoactive drug hypericin depends on the structural arrangement and the stability of the structure containing its specific 5AG3 target: a resonance Raman spectroscopy study. , 1999, Journal of biomolecular structure & dynamics.

[25]  Manuel Cardona,et al.  Light Scattering in Solids , 2000 .

[26]  D. Bugay,et al.  Utilization of Fourier transform-Raman spectroscopy for the study of pharmaceutical crystal forms. , 1998, Journal of pharmaceutical and biomedical analysis.

[27]  Louis E. Brus,et al.  Ag Nanocrystal Junctions as the Site for Surface-Enhanced Raman Scattering of Single Rhodamine 6G Molecules , 2000 .

[28]  Ramasamy Manoharan,et al.  Detection and identification of a single DNA base molecule using surface-enhanced Raman scattering (SERS) , 1998 .

[29]  I. Marian,et al.  Surface-enhanced Raman spectroscopy of 9-phenylacridine on silver sol , 1994 .

[30]  Hongxing Xu,et al.  Spectroscopy of Single Hemoglobin Molecules by Surface Enhanced Raman Scattering , 1999 .

[31]  S. Bell,et al.  Rapid analysis of ecstasy and related phenethylamines in seized tablets by Raman spectroscopy. , 2000, The Analyst.

[32]  R. Dasari,et al.  Single Molecule Detection Using Surface-Enhanced Raman Scattering (SERS) , 1997 .

[33]  S. Michael Angel,et al.  Raman Spectroscopy for the in Situ Identification of Cocaine and Selected Adulterants , 2000 .

[34]  J. Laserna,et al.  Surface-enhanced Raman spectrometry of chiral β-blocker drugs on colloidal silver , 1996 .

[35]  W. Kiefer,et al.  VIBRATIONAL STUDIES OF B6 VITAMIN , 1999 .

[36]  M. Manfait,et al.  Structure-activity relation in camptothecin antitumor drugs: why a detailed molecular characterisation of their lactone and carboxylate forms by Raman and SERS spectroscopies? , 1997, Biochimica et biophysica acta.

[37]  Ganesh D. Sockalingum,et al.  NIR and visible investigation of some potential SERS-active substrates for studying antitumour agent all-trans retinoic acid , 1997 .

[38]  S. Aștilean,et al.  1,4-Benzodiazepine drugs adsorption on the Ag colloidal surface , 1999 .

[39]  Martin Moskovits,et al.  Surface-enhanced Raman spectroscopy of amino acids and nucleotide bases adsorbed on silver , 1986 .

[40]  I. W. Levin,et al.  Quantitative determination of impurities in polyene antibiotics: Fourier transform Raman spectra of nystatin, amphotericin A, and amphotericin B. , 1988, Analytical chemistry.

[41]  H. Moynihan,et al.  Spectroscopic characterisation of the monoclinic and orthorhombic forms of paracetamol. , 2002, International journal of pharmaceutics.

[42]  Yu Wang,et al.  Surface-enhanced Raman scattering of some water insoluble drugs in silver hydrosols. , 2003, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.

[43]  I. Taniguchi,et al.  Surface-enhanced raman scattering of nicotinamide adenine dinucleotide (NAD+) adsorbed on silver and gold electrodes , 1986 .

[44]  S. Skoulika,et al.  Rapid Quantitative Determination of Ciprofloxacin in Pharmaceuticals by Use of Solid-State FT-Raman Spectroscopy , 2001 .

[45]  D. Meisel,et al.  Adsorption and surface-enhanced Raman of dyes on silver and gold sols , 1982 .

[46]  T. Vo‐Dinh,et al.  Surface-enhanced Raman detection of nicotinamide in vitamin tablets , 1998 .

[47]  Jian Dong,et al.  Insulin assembly damps conformational fluctuations: Raman analysis of amide I linewidths in native states and fibrils. , 2003, Journal of molecular biology.

[48]  M. Moskovits Surface-enhanced spectroscopy , 1985 .

[49]  D. Kyriakidis,et al.  Bis(acetato)bis(1-methyl-4,5-diphenylimidazole)copper(II): preparation, characterization, crystal structure, DNA strand breakage and cytogenetic effect. , 1998, Journal of inorganic biochemistry.

[50]  W. Kiefer,et al.  SERS MECHANISMS OF THE VITAMIN PP ON DIFFERENT AU AND AG SURFACES , 1999 .

[51]  W. Kiefer,et al.  Vibrational spectroscopy of betulinic acid HIV inhibitor and of its birch bark natural source. , 2002, Talanta.

[52]  O. Nielsen,et al.  Surface-enhanced Raman spectroscopy of ellipticines adsorbed onto silver colloids , 1992 .

[53]  Jean Paul Remon,et al.  Near-infrared FT-Raman spectroscopy as a rapid analytical tool for the determination of diltiazem hydrochloride in tablets. , 2002, European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.

[54]  D. Bugay,et al.  Pharmaceutical Excipients: Characterization by IR, Rahman, and NMR Spectroscopy , 1999 .

[55]  A. Becke,et al.  Density-functional exchange-energy approximation with correct asymptotic behavior. , 1988, Physical review. A, General physics.

[56]  S Malamataris,et al.  FT-IR and Raman spectroscopic methods for identification and quantitation of orthorhombic and monoclinic paracetamol in powder mixes. , 2002, Journal of pharmaceutical and biomedical analysis.

[57]  G. Rivas,et al.  Interaction of the antitumor drug 9-aminoacridine with guanidinobenzoatase studied by spectroscopic methods: a possible tumor marker probe based on the fluorescence exciplex emission. , 2000, Biochemistry.

[58]  M. Ghosh,et al.  Surface enhanced Raman scattering of 2,2' biquinoline adsorbed on colloidal silver particles. , 2000, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.

[59]  H. Edwards,et al.  Fourier transform Raman microscopic study of drug distribution in a transdermal drug delivery device , 1996 .

[60]  Jiming Hu,et al.  SURFACE-ENHANCED RAMAN SPECTROSCOPY OF SOME SCHIFF BASE COMPLEXES AND THEIR INTERACTION WITH DNA , 1999 .

[61]  A. Baranov,et al.  DNA topoisomerase I changes the mode of interaction between camptothecin drugs and DNA as probed by UV‐resonance Raman spectroscopy , 1996, FEBS letters.