Drug-excipient interactions in ketoprofen: a vibrational spectroscopy study.
Ketoprofen (3-benzoyl-alpha-methylbenzeneacetic acid) is a widely used nonsteroidal anti-inflammatory drug (NSAID), always administered in the form of drug-excipient physical mixtures (PMs). The occurrence of possible interactions between ketoprofen and two commonly used excipients-lactose (LAC) and polyvinylpyrrolidone (PVP)-was evaluated, through vibrational spectroscopy techniques [both Raman and Inelastic Neutron Scattering (INS)]. Spectral evidence of drug:excipient close contacts, which were enhanced by aging, was verified for the (1:1) (w:w) (ketoprofen:PVP) and (ketoprofen:LAC) PMs, both by Raman and INS. These interactions were found to involve mainly the central carbonyl and the terminal methyl-carboxylic moieties of the ketoprofen molecule, this being reflected in particular vibrational modes, such as the methyl torsion, the out-of-plane C-OH bending, and the inter-ring C=O stretching.
Batista de Carvalho
L A E
LA
Research Unit Molecular Physical-Chemistry, Universidade de Coimbra, 3000 Coimbra, Portugal.
Marques
M Paula M
MP
Tomkinson
John
J
D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000737:chemistry; D004548:Elasticity; D005079:Excipients / Q000737:chemistry*; D007660:Ketoprofen / Q000737:chemistry*; D007785:Lactose / Q000737:chemistry; D033363:Neutron Diffraction / Q000379:methods; D011205:Povidone / Q000737:chemistry; D013059:Spectrum Analysis, Raman / Q000379:methods
D000894:Anti-Inflammatory Agents, Non-Steroidal; D005079:Excipients; D007660:Ketoprofen; D011205:Povidone; D007785:Lactose