title: Development of a stability-indicating LC method for determination of a synthetic chalcone derivative in a nanoemulsion dosage form and identification of the main photodegradation product by LC-MS.
abstract: This study aimed to develop and validate a stability indicating LC for the determination of 5-(2-benzoylethenyl)-N-benzyl-2 methoxybenzenesulfonamide (SCD - a synthetic chalcone derivative), and evaluate the degradation profile of the compound under different stress conditions recommended by International Conference on Harmonization (ICH). Chromatographic separation was performed on a silica C18 column, methanol-water mobile phase 70:30 (v:v), pH 5.0 adjusted with the addition of trifluoroacetic acid (TFA) at a flow rate of 1.0 mL min(-1); detection by UV absorption at 330 nm. The method was validated for linearity, precision, accuracy, robustness and specificity. The SCD was subjected to forced degradation and peak photodegradation product was well separated from the pure substance, with retention times significantly different, indicating the specificity of the method. Second-order degradation kinetics of SCD was observed under photodegradation and base-induced degradation. In order to identify the product formed under photodegradation, liquid chromatography-tandem mass spectrometry (LC-MS/MS) was performed. These results indicate that the method can be successfully used in order to assay SCD in a nanoemulsion dosage form, and that this formulation has a protective effect over SCD degradation.
authors.affiliation: Universidade Federal do Rio Grande do Sul, Faculdade de Farmácia, Programa de Pós-Graduação em Ciências Farmacêuticas, Porto Alegre, RS, Brazil.
authors.forename: Cristiane B
authors.initials: CB
authors.lastname: Mattos
authors.forename: Vânia B
authors.initials: VB
authors.lastname: Deponti
authors.forename: Fabiano
authors.initials: F
authors.lastname: Barreto
authors.forename: Cláudia M O
authors.initials: CM
authors.lastname: Simões
authors.forename: Carla R
authors.initials: CR
authors.lastname: Andrighetti-Frohner
authors.forename: Ricardo J
authors.initials: RJ
authors.lastname: Nunes
authors.forename: Mário
authors.initials: M
authors.lastname: Steindel
authors.forename: Helder F
authors.initials: HF
authors.lastname: Teixeira
authors.forename: Letícia S
authors.initials: LS
authors.lastname: Koester
mesh_terms: D002138:Calibration; D002599:Chalcone / Q000031:analogs & derivatives / Q000032:analysis* / Q000138:chemical synthesis / Q000528:radiation effects; D002851:Chromatography, High Pressure Liquid / Q000592:standards; D004304:Dosage Forms; D004355:Drug Stability; D004655:Emulsions; D007700:Kinetics; D016014:Linear Models; D000432:Methanol / Q000737:chemistry; D053758:Nanoparticles; D036103:Nanotechnology; D010782:Photolysis; D012015:Reference Standards; D015203:Reproducibility of Results; D012680:Sensitivity and Specificity; D012822:Silicon Dioxide / Q000737:chemistry; D021241:Spectrometry, Mass, Electrospray Ionization / Q000592:standards; D013056:Spectrophotometry, Ultraviolet; D014269:Trifluoroacetic Acid / Q000737:chemistry; D014466:Ultraviolet Rays; D014867:Water / Q000737:chemistry
chemical_list: D004304:Dosage Forms; D004655:Emulsions; D014867:Water; D002599:Chalcone; D012822:Silicon Dioxide; D014269:Trifluoroacetic Acid; D000432:Methanol