title: Solid-state stability studies of crystal form of tebipenem.
abstract: The aim of this study was to determine the kinetic and thermodynamic parameters of tebipenem degradation in the solid state. The process was analyzed based on the results obtained by a high performance liquid chromatography (HPLC) method using ultraviolet diode-array detector (DAD)/electrospray ionization tandem mass spectrometry (Q-TOF-MS/MS), Fourier transform infrared spectroscopy (FT-IR) and Raman spectroscopic (RS) studies. In dry air, the degradation of tebipenem was a first-order reaction depending on the substrate concentration while at an increased relative air humidity tebipenem was degraded according to the kinetic model of autocatalysis. The thermodynamic parameters: energy of activation (Ea), enthalpy (ΔH(≠a)) and entropy (ΔS(≠a)) of tebipenem degradation were calculated. Following a spectroscopic analysis of degraded samples of tebipenem, a cleavage of the β-lactam bond was proposed as the main degradation pathway, next confirmation using HPLC-Q-TOF-MS/MS method.
authors.affiliation: a Department of Pharmaceutical Chemistry, Faculty of Pharmacy , Poznan University of Medical Sciences , Poznań , Poland .
authors.forename: Alicja
authors.initials: A
authors.lastname: Talaczyńska
authors.affiliation: b Department of Molecular Physics , Polish Academy of Sciences , Poznań , Poland .
authors.forename: Kornelia
authors.initials: K
authors.lastname: Lewandowska
authors.affiliation: a Department of Pharmaceutical Chemistry, Faculty of Pharmacy , Poznan University of Medical Sciences , Poznań , Poland .
authors.forename: Piotr
authors.initials: P
authors.lastname: Garbacki
authors.affiliation: a Department of Pharmaceutical Chemistry, Faculty of Pharmacy , Poznan University of Medical Sciences , Poznań , Poland .
authors.forename: Przemysław
authors.initials: P
authors.lastname: Zalewski
authors.affiliation: c Department of Medicinal Chemistry , Medical University of Lublin , Lublin , Poland , and.
authors.forename: Robert
authors.initials: R
authors.lastname: Skibiński
authors.affiliation: d Institute of Materials Science and Engineering, Poznan University of Technology , Poznan , Poland.
authors.forename: Andrzej
authors.initials: A
authors.lastname: Miklaszewski
authors.affiliation: a Department of Pharmaceutical Chemistry, Faculty of Pharmacy , Poznan University of Medical Sciences , Poznań , Poland .
authors.forename: Mikołaj
authors.initials: M
authors.lastname: Mizera
authors.affiliation: a Department of Pharmaceutical Chemistry, Faculty of Pharmacy , Poznan University of Medical Sciences , Poznań , Poland .
authors.forename: Judyta
authors.initials: J
authors.lastname: Cielecka-Piontek
mesh_terms: D000900:Anti-Bacterial Agents / Q000737:chemistry*; D015780:Carbapenems / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D003460:Crystallization; D004355:Drug Stability; D006813:Humidity; D007700:Kinetics; D021241:Spectrometry, Mass, Electrospray Ionization / Q000379:methods; D017550:Spectroscopy, Fourier Transform Infrared; D053719:Tandem Mass Spectrometry / Q000379:methods*; D013816:Thermodynamics
chemical_list: D000900:Anti-Bacterial Agents; D015780:Carbapenems; C500135:tebipenem
keywords: Kinetic and thermodynamic analysis; solid-state stability; tebipenem