Six new triterpene glycosides (1-6), together with 11 known ones (7-17), have been isolated from a glycoside-enriched fraction prepared from the tubers of Anemone coronaria L. (Ranunculaceae). On the basis of extensive spectroscopic analysis, including 2D NMR data, and the results of hydrolytic cleavage, the structures of 1-6 were determined to be 3beta-[(O-beta-D-glucopyranosyl-(1-->4)-O-[alpha-L-rhamnopyranosyl-(1-->2)]-alpha-L-arabinopyranosyl)oxy]-2beta,23-dihydroxyolean-12-en-28-oic acid (1), 3beta-[(O-beta-D-glucopyranosyl-(1-->3)-O-alpha-L-rhamnopyranosyl-(1-->2)-O-[beta-D-glucopyranosyl-(1-->4)]-alpha-L-arabinopyranosyl)oxy]-23-hydroxyolean-12-en-28-oic acid (2), 3beta-[(O-beta-D-glucopyranosyl-(1-->4)-O-[alpha-L-rhamnopyranosyl-(1-->2)]-alpha-L-arabinopyranosyl)oxy]-23-hydroxyolean-12-en-28-oic acid O-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl ester (3), 3beta-[(O-beta-D-glucopyranosyl-(1-->4)-O-[alpha-L-rhamnopyranosyl-(1-->2)]-alpha-L-arabinopyranosyl)oxy]-2beta,23-dihydroxyolean-12-en-28-oic acid O-alpha-L-rhamnopyranosyl-(1-->4)-O-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl ester (4), 3beta-[(O-beta-D-glucopyranosyl-(1-->4)-O-[alpha-L-rhamnopyranosyl-(1-->2)]-alpha-L-arabinopyranosyl)oxy]-2beta-hydroxyolean-12-en-28-oic acid O-alpha-L-rhamnopyranosyl-(1-->4)-O-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl ester (5), and 3beta-[(O-beta-D-glucopyranosyl-(1-->4)-O-[alpha-L-rhamnopyranosyl-(1-->2)]-alpha-L-arabinopyranosyl)oxy]-23-hydroxyolean-18-en-28-oic acid O-alpha-L-rhamnopyranosyl-(1-->4)-O-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl ester (6), respectively. Furthermore, the isolated compounds were evaluated for their cytotoxic activity against HSC-2 cells.
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http://dx.doi.org/10.1248/cpb.57.724 | DOI Listing |
ACS Cent Sci
January 2025
College of Chemistry and Molecular Sciences, Wuhan University, Wuhan 430072, China.
Multicomponent reactions (MCRs), highly sought-after methods to produce atom-, step-, and energy-economic organic syntheses, have been developed extensively. However, catalytic asymmetric MCRs, especially those involving radical species, remain largely unexplored owing to the difficulty in stereoselectively regulating the extraordinarily high reactivity of open-shell radical species. Herein, we report a conceptually novel catalytic asymmetric three-component radical cascade reaction of readily accessible glycine esters, α-bromo carbonyl compounds and 2-vinylcyclopropyl ketones via synergistic photoredox/Brønsted acid catalysis, in which three sequential C-C (σ/π/σ) bond-forming events occurred through a radical addition/ring-opening/radical-radical coupling protocol, affording an array of valuable enantioenriched unnatural α-amino acid derivatives bearing two contiguous stereogenic centers and an alkene moiety in moderate to good yield with high diastereoselectivity, excellent enantioselectivity and good -dominated geometry under mild reaction conditions.
View Article and Find Full Text PDFACS Omega
January 2025
School of Ecology and Environment, Renmin University of China, No.59 Zhongguancun Street, Beijing 100872, China.
Hydrothermal liquefaction (HTL) is a promising technology for converting wet biomass to liquid fuels. However, the biocrude yield and quality in this process are unsatisfactory without catalysts. Herein, a Ru/ZrO-SiO catalyst was prepared with the NaBH reducing method for the HTL of .
View Article and Find Full Text PDFHeliyon
January 2025
Institute of Metal Research (IMR), Chinese Academy of Science, Wenhua Road, Shenyang, China.
Recently, researchers have used silver nanoparticles (AgNPs) coupled with humic acid (HA) as antimicrobial agents. Herein, AgNPs were prepared and coupled with humic acid for their antimicrobial activities. The as-prepared AgNPs coupled with humic acid (HA) were characterized by an atomic force microscope (AFM), X-ray powder diffraction (XRD), zeta potential, zeta sizer, Fourier-transform infrared (FT-IR) spectroscopy, and UV-VIS spectrophotometer.
View Article and Find Full Text PDFAdv Mater
January 2025
School of Materials Science and Engineering, Chongqing University of Technology, Chongqing, 400054, China.
Polymeric room temperature phosphorescence (RTP) materials have been well developed and utilized in various fields. However, their fast thermo- and moisture-quenching behavior highly limit their applications in certain harsh environments. Therefore, the preparation of materials with thermo- and moisture-resistant phosphorescence is greatly attractive.
View Article and Find Full Text PDFOrg Lett
January 2025
School of Chemistry, Chemical Engineering and Life Science, Hubei Key Laboratory of Nanomedicine for Neurodegenerative Diseases, Wuhan University of Technology, Wuhan 430070, China.
A photoinduced copper-mediated acyloxylation of arylthianthrenium or arylphenoxathiinium salts with either aliphatic or aromatic carboxylic acids is described for the convenient synthesis of -aryl esters. The reaction has shown obvious advantages, such as high efficiency, good functional group tolerance, excellent chemoselectivity, and capacity for esterification of complex drug molecules, offering a practical synthetic route to multifunctionalized and sterically congested -aryl esters, which are potentially useful in the development of new prodrugs or twin drugs.
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