Natural compounds can exist in different forms, where molecules possessing chirality play an essential role in living organisms. Currently, one of the most important tasks of modern analytical chemistry is the enantioseparation of chiral compounds, in particular, the enantiomers of compounds having biological and/or pharmaceutical activity. Whether the task is to analyze environmental or food samples or to develop an assay for drug control, well-reproducible, highly sensitive, stereoselective, and robust methods are required. High-performance liquid chromatography best meets these conditions. Nevertheless, in many cases, gas chromatography, supercritical fluid chromatography, or capillary electrophoresis can also offer a suitable solution. Amino acids, proteins, cyclodextrins, derivatized polysaccharides, macrocyclic glycopeptides, and ion exchangers can serve as efficient selectors in liquid chromatography, and they are quite frequently applied and reviewed. Crown ethers and cyclofructans possessing similar structural characteristics and selectivity in the enantiodiscrimination of different amine compounds are discussed less frequently. This review collects information on enantioseparations achieved recently with the use of chiral stationary phases based on crown ethers or cyclofructans, focusing on liquid chromatographic applications.
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http://dx.doi.org/10.3390/molecules26154648 | DOI Listing |
Chem Commun (Camb)
December 2024
Center for Supramolecular Chemistry & Catalysis and Department of Chemistry, College of Science, Shanghai University, Shanghai 200444, China.
Macrocyclic structures are popular in supramolecular chemistry and have enjoyed considerable success as platforms for elaboration to container compounds and new materials. Host/guest studies in organic media have relied heavily on structures derived from crown ethers, calixarenes, cucurbiturils, resorcinarenes and pillararenes over the past decades. More recently, their water-soluble versions have been developed for potential applications in biology.
View Article and Find Full Text PDFJ Am Chem Soc
December 2024
Key Laboratory of Structure and Functional Regulation of Hybrid Materials of Ministry of Education, Anhui Graphene Engineering Laboratory, Institutes of Physical Science and Information Technology, Anhui University, Hefei 230039, P. R. China.
Organic photofunctional materials exhibit properties that are highly dependent on their structural hierarchy. The variability in intermolecular interactions and molecular packing in both monomeric and aggregated states complicates the controllability and predictability of their photophysical and photochemical properties. To address this challenge, we developed three luminescent supramolecular [2]daisy chains as simplified models.
View Article and Find Full Text PDFDiscov Med
November 2024
Department of Respiratory and Critical Care Medicine, The Affiliated Hospital of Hangzhou Normal University, 310000 Hangzhou, Zhejiang, China.
Background: Epidermal growth factor receptor tyrosine kinase inhibitor (EGFR-TKI) is considered highly effective treatment for advanced non-small cell lung cancer (NSCLC), who often develop drug resistance after 10 months of treatment. Herein, the aim was to unravel the mechanism behind the resistance to icotinib in NSCLC.
Methods: Establishment of icotinib-resistant PC-9 cells (PC-9R) was achieved through repeated exposure to increasing concentrations of icotinib for more than 12 months.
J Am Chem Soc
November 2024
Department of Chemistry, School of Science, Institute of Science Tokyo, 2-12-1 Ookayama, Meguro-ku, Tokyo 152-8550, Japan.
Crown ethers are central to supramolecular chemistry, recognizing and binding specific ions in solution. The most well-known, 18-Crown-6 (18C6), preferentially captures K in an aqueous solution, while gas phase binding of 18C6 with alkali metal ions decreases linearly with an increasing ionic radius. Why the high affinity for Li and Na in the gas phase is dramatically reduced with hydration remains an open question in understanding the K selectivity in the aqueous phase.
View Article and Find Full Text PDFAdv Carbohydr Chem Biochem
November 2024
Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland. Electronic address:
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