Ten isomeric cyclobutane- and cyclohexene-containing chalcone dimers, oxyfadichalcones A-G, were isolated from the aerial parts of Oxytropis chiliophylla. These included six new compounds and three pairs of enantiomers that are being reported from natural sources for the first time. The relative configurations were elucidated by spectroscopic data analysis, while the absolute configurations were determined by comparing the experimental and calculated electronic circular dichroism spectra. Quantitative LC-MS analysis of the main dimers from different parts of the plant revealed their characteristic accumulation in the viscous secretion and provided supporting evidence for the hypothesized photochemical biosynthesis. In addition, the cytotoxic activities of all isolates against the PC-3 human prostate cancer cell line are reported.
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http://dx.doi.org/10.1021/acs.jnatprod.7b00736 | DOI Listing |
Molecules
April 2019
State Key Laboratory of Natural and Biomimetic Drugs and Department of Natural Medicines, School of Pharmaceutical Sciences, Peking University Health Science Center, Beijing 100191, China.
Three previously undescribed biflavonoids, oxytrodiflavanone A (), and oxytrochalcoflavanones A,B (,), were isolated from the aerial part of , together with their putative biosynthetic monomers, i.e., (2)-5,7-dihydroxyflavanone (), (2)-7-hydroxyflavanone (), and 2',4'-dihydroxychalcone ().
View Article and Find Full Text PDFMolecules
September 2018
State Key Laboratory of Natural and Biomimetic Drugs and Department of Natural Medicines, School of Pharmaceutical Sciences, Peking University Health Science Center, 38 Xueyuan Road, Beijing 100191, China.
Eight azukisapogenol triterpene glycosides, including five new compounds, oxychiliotriterpenosides A⁻E (⁻), two new methyl glucuronide derivatives that proved to be artifacts, oxychiliotriterpenoside E-glucuronic acid methyl ester () and myrioside B-glucuronic acid methyl ester (), and a known one, myrioside B (), was isolated from the aerial part of Royle. Their structures were elucidated based on extensive spectroscopic analyses and chemical methods. Triterpene glycosides were first obtained from , and those containing a galactose unit (, , and ) and diglucosidic or triglucosidic linkage at C-29 (⁻), were reported from species for the first time, which might be recognized as a chemotaxonomic feature of .
View Article and Find Full Text PDFJ Nat Prod
February 2018
State Key Laboratory of Natural and Biomimetic Drugs and Department of Natural Medicines, School of Pharmaceutical Sciences, Peking University Health Science Center, Beijing 100191, People's Republic of China.
Ten isomeric cyclobutane- and cyclohexene-containing chalcone dimers, oxyfadichalcones A-G, were isolated from the aerial parts of Oxytropis chiliophylla. These included six new compounds and three pairs of enantiomers that are being reported from natural sources for the first time. The relative configurations were elucidated by spectroscopic data analysis, while the absolute configurations were determined by comparing the experimental and calculated electronic circular dichroism spectra.
View Article and Find Full Text PDFZhongguo Zhong Yao Za Zhi
August 2007
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650204, China.
Objective: To study the chemical constituents of Oxytropis chiliophylla.
Method: The air-dried whole plants of O. chiliophylla were extracted with EtOH (90%) three times at room temperature.
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