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[Determination of absolute configuration of a new triterpenic acid in leaves of Ilex hainanensis]. | LitMetric

AI Article Synopsis

  • - The study focused on extracting and purifying triterpenic acid components from the leaves of Ilex hainanensis using techniques like alkaline water extraction and high-performance liquid chromatography.
  • - Researchers identified a new triterpene acid compound named ilexhainanin F, using various analysis methods, including mass spectrometry and NMR spectroscopy, to determine its structure.
  • - The absolute configuration of the compound was assessed using the (19)F-NMR Mosher method, confirming that the 3-position chiral center had an S configuration.

Article Abstract

This study aimed to explore the triterpenic acid components in leaves of Ilex hainanensis. Alkaline water extraction, macroporous resin adsorption, and high performance liquid chromatography were used to separate and purify the triterpenic acid components in leaves of I. hainanensis. The physical and chemical property analysis, MS, NMR spectroscopy, and literature comparison were performed to identify the structures, and a new triterpene acid compound was discovered:(3S, 4R, 5R, 8R, 9R, 10R, 14S, 17S, 18S, 19R)-3,19-dihydroxyursa-12,20(30)-diene-24,28-dioic-acid, and named ilexhainanin F. In addition, according to its structural characteristics, the ~(19)F-NMR Mosher method was further employed to study its absolute configuration. By comparison of the ~(19)F-NMR chemical shifts of Mosher esters, it was determined that the absolute configuration of the 3-position chiral center of the compound was the S configuration.

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Source
http://dx.doi.org/10.19540/j.cnki.cjcmm.20220422.201DOI Listing

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