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A chiral derivatization strategy with phenylglycine methyl ester (PGME) was employed to develop a straightforward method to determine the absolute configurations of ,-dimethyl amino acids. The PGME derivatives were analyzed using liquid chromatography-mass spectrometry to identify the absolute configurations of various ,-dimethyl amino acids based on their elution time and order. The established method was applied to assign the absolute configuration of the ,-dimethyl phenylalanine in sanjoinine A (), a cyclopeptide alkaloid isolated from Zizyphi Spinosi Semen widely used as herbal medicine for insomnia. Sanjoinine A displayed production of nitric oxide (NO) in LPS-activated RAW 264.7 cells.
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http://dx.doi.org/10.4062/biomolther.2023.028 | DOI Listing |
Phytochemistry
September 2025
State Key Laboratory of Discovery and Utilization of Functional Components in Traditional Chinese Medicine, Guizhou Medical University, Natural Products Research Center of Guizhou Province, Guiyang 550014, China. Electronic address:
Seven previously undescribed glycosides, including four iridoid glycosides (1, 2, 4, and 5), three phenolic glucosides (18, 21, and 22), together with nineteen known compounds, were isolated from the ethanol extract of Gentiana rhodantha Franch. Their structures were determined by analysis of 1D and 2D NMR, HRESIMS, X-ray diffraction, NMR calculation, and electronic circular dichroism (ECD) calculation. Among them, compound 21 was a novel highly rearranged endo-phenolic analogue with a unique skeleton.
View Article and Find Full Text PDFPhytochemistry
September 2025
State Key Laboratory Basis of Xinjiang Indigenous Medicinal Plants Resource Utilization, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Urumqi, 830011, People's Republic of China; University of Chinese Academy of Sciences, Beijing, 100049, People's Republic of Ch
Six undescribed sesquiterpene esters, euphoresulins A-F, along with fourteen known daucane analogues were isolated from the aerial parts of Euphorbia esula growing in Uzbekistan. Their structures were determined on the basis of extensive spectroscopic analyses, with absolute configurations established by comparison of experimental and calculated ECD data, in addition to single-crystal X-ray diffraction crystallography. Euphoresulins A-F (1-6) presented sesquiterpene ester types of daucane for euphoresulins A-D (1-4) and aromadendrane for euphoresulins E-F (5-6).
View Article and Find Full Text PDFPhytochemistry
September 2025
Équipe "Chimie des substances naturelles" BioCIS, CNRS, Université Paris-Saclay, 17, avenue des Sciences, 91400, Orsay, France. Electronic address:
Throughout the past decades, annonaceous plants have been of particular interest to the natural product community because of their therapeutic value and their richness in isoquinoline alkaloids. Taking advantage from our laboratory historical collection of these compounds, a MS/MS database of 322 isoquinolines and other metabolites from Annonaceae was implemented and named IQAMDB . The present report describes the dereplication of known alkaloids from stem barks of Greenwayodendron suaveolens (Engl.
View Article and Find Full Text PDFJ Nat Prod
September 2025
Pharmaceutical College, Guangxi Medical University, Nanning, Guangxi 530021, PR China.
We describe two concise, three-step routes for the individual synthesis of 27-deoxywithaferin A () and 4--5,6-deoxywithaferin A () from withaferin A (). The protection strategy for the double bond of enone with thiophenol and the conjugate reduction of the epoxy group are important in generating these products, with an overall yield of 40%. The absolute configuration of 4--5,6-deoxywithaferin A () has been confirmed by X-ray crystallography.
View Article and Find Full Text PDFJ Pestic Sci
August 2025
Department of Chemistry for Life Sciences and Agriculture, Faculty of Life Sciences, Tokyo University of Agriculture.
Developing new agrochemicals is essential for sustainable agriculture and global food security. Our group focused on natural products that control plant pathogens, conducting synthetic research across three key areas of interest: antimicrobial compounds, phytoalexins, and microbial signaling molecules. We established new methods for producing chiral allylic alcohols as useful synthetic intermediates for natural product synthesis the enantioselective synthesis of antimicrobial agents such as peniciaculins.
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