Recently we proposed an isocratic enantioselective high-performance liquid chromatography-tandem mass spectrometry (LC-MS/MS) method for the separation and quantitative determination of dextro- (DXM) and levo-methorphan (LVM) and their pharmacologically relevant metabolites, dextrorphan and levorphanol, respectively, in human blood samples. This method was based on the polysaccharide-based chiral column Lux AMP, a specialty column characterized with high stability in mobile phases of pH 11.0 and above. The use of a single-source column is a limitation for any analytical method. Therefore, the major goal of the present study was to develop an enantioselective method for the differentiation of dextro- and levo-methorphan, as well as their metabolites dextrorphan and levorphanol, using Lux Cellulose-3 as alternative chiral column with methanol containing 0.1 % diethylamine mobile phase. A newly developed method uses a chiral selector part of HPLC columns available from multiple manufacturers and a fairly common mobile phase. The method was validated and applied to post-mortem blood samples. Out of 50 analyzed new samples, dextromethorphan (DXM) was detected in 17 samples. Of these 17 cases DXM was accompanied with LVM in 7 samples. The proposed analytical method is relatively simple, accurate and fast and can be adopted for routine use in forensic and clinical toxicology laboratories.
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http://dx.doi.org/10.1016/j.jpba.2023.115769 | DOI Listing |
Chem Commun (Camb)
January 2025
Department of Applied Chemistry, Anhui Province Engineering Laboratory for Green Pesticide Development and Application, and Anhui Province Key Laboratory of Crop Integrated Pest Management, Anhui Agricultural University, Hefei 230036, China.
A high-performance anionic stereogenic-at-cobalt(III) complex/oxone catalytic system was developed for various enantioselective intramolecular halocyclizations of olefins using halide salts as halogen sources, delivering structurally diverse halogenated heterocyclic compounds with outstanding stereoselectivity (up to 97 : 3 e.r.).
View Article and Find Full Text PDFAnal Chim Acta
February 2025
Key Laboratory of Luminescence Analysis and Molecular Sensing (Ministry of Education), College of Pharmaceutical Sciences, Southwest University, Chongqing, 400715, China. Electronic address:
Background: Drug enantiomers often display distinguishable or even opposite pharmacological and toxicologic activities. Therefore it is of great necessity to discriminate enantiomers for guaranteeing safetyness and effectiveness of chiral drugs. Facile chiral discrimination has long been a noticeable challenge because of the minimal differences in physicochemical properties of enantiomers.
View Article and Find Full Text PDFJ Chromatogr A
January 2025
Department of Pharmacy, Affiliated Hospital of Nantong University, No.20 Xisi Road, Nantong, Jiangsu 226001, PR China. Electronic address:
The joint use of deep eutectic solvents (DESs) and cyclodextrins (CDs) has been well demonstrated to have a promoting effect on chiral separation in capillary electrophoresis (CE). These studies focused on constructing synergistic separation systems by adding DESs and CDs to the buffer solution respectively. In this work, for the first time, β-cyclodextrin (β-CD), methyl-β-cyclodextrin (M-β-CD), and hydroxypropyl-β-cyclodextrin (HP-β-CD) were directly used as precursors to prepare several CDs-based deep eutectic supramolecules (DESUPs) by assembling with two organic acids (L-lactic acid and L-malic acid) in different ratios through a simple two-phase mixing.
View Article and Find Full Text PDFJ Pharm Biomed Anal
December 2024
Institute of Biomolecular Chemistry ICB, CNR, Traversa La Crucca 3, Regione Baldinca, Li Punti, Sassari 07100, Italy. Electronic address:
N-(3-hydroxyacyl)glycines are compounds of remarkable interest due to their biogenic origin and bioactivity and as precursors of the corresponding 3-acyloxy derivatives which represent an important class of bioactive products of bacterial origin. Commendamide [N-(3-hydroxypalmitoyl)glycine] (1) is a gut microbiota-derived bioactive metabolite that is structurally like endogenous long-chain N-acyl-amino acids belonging to the endocannabinoidome, a complex lipid signaling system involved in several aspects of mammalian physiology and pathology. Thanks to this structural similarity, this compound and its analogues, like the N-(3-hydroxymyristoyl)glycine 2, exert a remarkable bioactivity in mammals, for instance, through activation of G-protein-coupled receptors (GPCRs).
View Article and Find Full Text PDFJ Am Chem Soc
December 2024
Departamento de Química Orgánica I, Facultad de Ciencias Químicas, Universidad Complutense de Madrid, 28040 Madrid, Spain.
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