Development of an in vitro liquid chromatography–mass spectrometry method to evaluate stereo and chemical stability of new drug candidates employing immobilized artificial membrane column

A Metabolomic Approach Applied to a Liquid Chromatography Coupled to High‐Resolution Tandem Mass Spectrometry Method (HPLC‐ESI‐HRMS/MS): Towards the Comprehensive Evaluation of the Chemical Composition of Cannabis Medicinal Extracts

“…On the basis of our research group's considerable experience in LC–MS and LC–MS/MS analysis (Carrozzo et al, , , ; Cannazza et al, , ; Battisti et al, ), we developed a chromatographic method exploiting the metabolomic approach. The mobile phase employed was water/acetonitrile with 0.1% formic acid ( v / v ) with a linear gradient from 5% to 95% acetonitrile in 45 min and a total run time of 65 min.…”

Design, stereoselective synthesis, configurational stability and biological activity of 7-chloro-9-(furan-3-yl)-2,3,3a,4-tetrahydro-1H-benzo[e]pyrrolo[2,1-c][1,2,4]thiadiazine 5,5-dioxide

“…Recent studies conducted by dynamic chromatography on compound (±)-1 underlined its configurational and chemical lability. 35 Indeed during the chiral separation on a Chiralcel OD-R column at temperatures between 25 and 45°C employing aqueous mobile phases (water/acetonitrile) at different pH a pronounced plateau was observed between the peaks corresponding to the two enantiomers, indicating a rapid enantiomerization of (±)-1. 35 Differently the same experiments applied to (±)-3 evidenced its stereo stability during chromatographic separation in aqueous mobile phases.…”

“…26 Since we have recently reported a rapid enantiomerization in aqueous solution and a rapid hydrolysis in acid medium of IDRA21 and related compounds, a primary goal of the present work is to develop a compound with high configurational and chemical stability under conditions similar to those that they will meet in vivo. [27][28][29][30][31][32][33][34][35] One of the most relevant IDRA21 derivatives, 2,3,3a,4-tetrahydro-1Hpyrrolo [2,1- Fig. 1) reached clinical trials due to its ability to act as cognitive enhancing agent in normal young and aged rodents.…”

Racemisation in Chemistry and Biology

“…Typical approaches involve either full separation of the enantiomers or peak shape analysis for compounds racemising in the HPLC eluent . A liquid‐chromatography method has been adapted to include an artificial membrane intended to mimic cell membranes, an environment that many drugs partition into . This was intended to ensure that the measurements more closely mimic the in vivo environment.…”

“…[10,89] Al iquid-chromatography methodh as been adapted to include an artificial membrane intendedt om imic cell membranes, an environment that many drugs partitioni nto. [90] This was intended to ensure that the measurements more closely mimic the in vivo environment. A modifiedl iquid-chromatographic method saw the use of supercritical liquids.…”