title: Analysis of illegally manufactured formulations of tadalafil (Cialis) by 1H NMR, 2D DOSY 1H NMR and Raman spectroscopy.
abstract: Counterfeit and/or imitation medicines are becoming a major health problem not only in developing countries but also in wealthier countries. The need of new and easy analytical methods for quality control of drugs is essential. We describe the use of Raman spectroscopy, 1H nuclear magnetic resonance (NMR) and 2D diffusion-ordered spectroscopy (DOSY) NMR to analyse genuine Cialis and seven illegally manufactured formulations of this drug purchased via the internet. Seven out of the eight commercial formulations of tadalafil contain the active ingredient, measured by high performance liquid chromatography (HPLC), within 100+/-5% of stated concentration. Vardenafil and homosildenafil instead of tadalafil were found in the Chinese imitation. 2D DOSY NMR spectra clearly showed similarities and differences in the composition of the pharmaceutical formulations of tadalafil, thus giving a precise and global "signature" of the manufacturer. Our data show that the quality of the Cialis imitations manufactured in India and Syria is correct, whereas the Chinese formulation is adulterated with active pharmaceutical ingredients.
authors.affiliation: Groupe de RMN Biomédicale, Laboratoire SPCMIB (UMR CNRS 5068), France.
authors.forename: Saleh
authors.initials: S
authors.lastname: Trefi
authors.forename: Corinne
authors.initials: C
authors.lastname: Routaboul
authors.forename: Saleh
authors.initials: S
authors.lastname: Hamieh
authors.forename: Véronique
authors.initials: V
authors.lastname: Gilard
authors.forename: Myriam
authors.initials: M
authors.lastname: Malet-Martino
authors.forename: Robert
authors.initials: R
authors.lastname: Martino
mesh_terms: D002243:Carbolines / Q000032:analysis*; D002626:Chemistry, Pharmaceutical; D002851:Chromatography, High Pressure Liquid; D005079:Excipients; D009682:Magnetic Resonance Spectroscopy / Q000379:methods*; D013058:Mass Spectrometry; D013059:Spectrum Analysis, Raman / Q000379:methods*; D000068581:Tadalafil
chemical_list: D002243:Carbolines; D005079:Excipients; D000068581:Tadalafil