A novel phenylpropanoid glycosides 1, named parispolyside E and a novel derivation of phenolic glycoside 2, named parispolyside G, as well as two known flavonoid glycosides were isolated from the rhizome of Paris poly...A novel phenylpropanoid glycosides 1, named parispolyside E and a novel derivation of phenolic glycoside 2, named parispolyside G, as well as two known flavonoid glycosides were isolated from the rhizome of Paris polyphylla var. yunnanensis. Their structures were elucidaed by spectroscopic methods.展开更多
A new phenolic constituent along with five known compounds were isolated from Fagopyrum dibotrys (D.Don) Hara. The new compound was characterized as 1,3-dimethoxy-2-O-β-xylo-pyranosyl-5-O-β-glucopyranosyl-benzene, b...A new phenolic constituent along with five known compounds were isolated from Fagopyrum dibotrys (D.Don) Hara. The new compound was characterized as 1,3-dimethoxy-2-O-β-xylo-pyranosyl-5-O-β-glucopyranosyl-benzene, by spectroscopic analysis and enzymatic hydrolysis.展开更多
Objective: To find the genuine structure with anti-acetylcholinesterase(anti-ACh E) from the phenolic glycosides abundant in Leonurus japonicus(Lamiaceae). The assay for antiACh E activity is often used to lead anti-A...Objective: To find the genuine structure with anti-acetylcholinesterase(anti-ACh E) from the phenolic glycosides abundant in Leonurus japonicus(Lamiaceae). The assay for antiACh E activity is often used to lead anti-Alzheimer's drugs.Methods: The five phenolic glycosides, tiliroside, leonurusoside C, 2’’’-syringoylrutin,rutin, and lavanduliofolioside were isolated from L. japonicus. The activities of the glycosides were relatively low. Seven compounds including p-coumaric acid, caffeic acid, hydroxytyrosol, salidroside, syringic acid, kaempferol, and quercetin, which are produced by the hydrolysis of the five glycosides, were also assayed for anti-ACh E activity.Results: Of those seven compounds, the five compounds other than salidroside and syringic acid exhibited potent anti-ACh E activities. In particular, the IC_(50)s of caffeic acid and quercetin were(1.05 ± 0.19) and(3.58 ± 0.02) mg/m L, respectively. Rutin was the most abundant flavonoid in the extract(9.18 mg/g as measured by HPLC).Conclusion: The substances with potent anti-ACh E were caffeic acid, quercetin, pcoumaric acid, kaempferol, and hydroxytyrosol that can be produced from their glycosides.展开更多
the acetate of a novel phenolic glycoside, 1-O-beta-D-glucopyranosyl-( 1-->6)-beta-D-glucopyranosyloxy-3-hydroxy-5-methylbenzene anacardoside, from the fruits of Semecarpus anacardium, and its diastereomer were fir...the acetate of a novel phenolic glycoside, 1-O-beta-D-glucopyranosyl-( 1-->6)-beta-D-glucopyranosyloxy-3-hydroxy-5-methylbenzene anacardoside, from the fruits of Semecarpus anacardium, and its diastereomer were first synthesized using Koenigs-Knorr method from D-glucose through six steps with total yields 33% and 16% respectively.展开更多
The phytochemical investigation of the stems of Homalium stenophyllum afforded seven new phenolic glycosides(1-5 and 8-9)and two known compounds(6 and 7).Their structures were elucidated by comprehensive analyses of N...The phytochemical investigation of the stems of Homalium stenophyllum afforded seven new phenolic glycosides(1-5 and 8-9)and two known compounds(6 and 7).Their structures were elucidated by comprehensive analyses of NMR spectroscopic,mass spectrometric data and chemical hydrolysis.Additionally,their anti-inflammatory activities against the NO production in LPS-induced macrophages were evaluated.展开更多
Two new phenolic glycosides, 2,3-dihydroxybenzoic acid methyl ester 3-O-β-o-glucopyranosyl-(1-6)-β-D-glucopyranoside (1) and 2,5-dihydroxylbenzofuran 5-O-β-D-xylopyranosyl-(1-6)-O-β-D-glucopyranoside (2), ...Two new phenolic glycosides, 2,3-dihydroxybenzoic acid methyl ester 3-O-β-o-glucopyranosyl-(1-6)-β-D-glucopyranoside (1) and 2,5-dihydroxylbenzofuran 5-O-β-D-xylopyranosyl-(1-6)-O-β-D-glucopyranoside (2), were isolated as the minor chemical constituents from the roots of Gentiana rigescens, along with 15 known compounds. Their structures were elucidated by detailed spectroscopic analysis, including 1D, 2D NMR and chemical method. All of these compounds were isolated for the first time from the title plant. Moreover, compounds 1 and 2 were tested for the antifungal activities on three plant pathogens Peronophythora litchi, Glomerella cingulata, and Glorosprium musarum.展开更多
Phytochemical studies on MeOH extract of stems of Euphorbia griffithii led to the isolation of one new hydrolyzable tannin dimer,corilagiffithiin(1)and one new galloyl-glucoside(2),alongside six known ones(3-8).Their ...Phytochemical studies on MeOH extract of stems of Euphorbia griffithii led to the isolation of one new hydrolyzable tannin dimer,corilagiffithiin(1)and one new galloyl-glucoside(2),alongside six known ones(3-8).Their structures and absolute configurations were determined by in depth spectroscopic analyses and comparison of their 1D NMR and MS data with literature reported values.Configurations of sugar moieties were determined by acidic hydrolysis and subsequent GC analysis of their corresponding trimethylsilylated l-cysteine adduct.At a concentration of 50μM,compounds 1-3 showed no anti-inflammatory activities.展开更多
One new eudesmane sesquiterpenoid(1)named ecdysantherol A and two new benzene derivatives ecdysantherols B(2)and C(3),together with five known benzene derivatives(4–8)were isolated from the stems of Ecdysanthera ros...One new eudesmane sesquiterpenoid(1)named ecdysantherol A and two new benzene derivatives ecdysantherols B(2)and C(3),together with five known benzene derivatives(4–8)were isolated from the stems of Ecdysanthera rosea.The structures of the new compounds were elucidated by extensive spectroscopic methods and X-ray diffraction.The known compounds were identified by the comparison of their spectroscopic data with reported literature data.Compound 1 showed moderate antibacterial activity against the Providensia smartii with MIC value of 12.5 lg/mL.展开更多
Salicin-based phenolic glycosides(PGs) are important defensive substances against herbivore feeding and have good bioactivities. In this work, a novel approach for the synthesis of salicin-based PGs has been develop...Salicin-based phenolic glycosides(PGs) are important defensive substances against herbivore feeding and have good bioactivities. In this work, a novel approach for the synthesis of salicin-based PGs has been developed, by which PGs of 2'-O-acetylsaliein(5a), 3'-O-acetylsalicin(gb) and 3'-O-benzoylsalicin(Sd) were hemisynthesized. The effects of acylation reagent, solvent and temperature on the regioselective acylation of 2'- or 3'-hydroxyl groups of salicin mediated by dibutyltin oxide were investigated. The optimal conditions under which the best regioselectivity reached for 5a-5d were discovered, respectively. Moreover, a tentative tin-oxygen coordination mechanism was put forward to explain the different regioselectivities shown under different conditions.展开更多
文摘A novel phenylpropanoid glycosides 1, named parispolyside E and a novel derivation of phenolic glycoside 2, named parispolyside G, as well as two known flavonoid glycosides were isolated from the rhizome of Paris polyphylla var. yunnanensis. Their structures were elucidaed by spectroscopic methods.
文摘A new phenolic constituent along with five known compounds were isolated from Fagopyrum dibotrys (D.Don) Hara. The new compound was characterized as 1,3-dimethoxy-2-O-β-xylo-pyranosyl-5-O-β-glucopyranosyl-benzene, by spectroscopic analysis and enzymatic hydrolysis.
基金supported by the Sangji University Research Fund(Grant No.2016-0101)
文摘Objective: To find the genuine structure with anti-acetylcholinesterase(anti-ACh E) from the phenolic glycosides abundant in Leonurus japonicus(Lamiaceae). The assay for antiACh E activity is often used to lead anti-Alzheimer's drugs.Methods: The five phenolic glycosides, tiliroside, leonurusoside C, 2’’’-syringoylrutin,rutin, and lavanduliofolioside were isolated from L. japonicus. The activities of the glycosides were relatively low. Seven compounds including p-coumaric acid, caffeic acid, hydroxytyrosol, salidroside, syringic acid, kaempferol, and quercetin, which are produced by the hydrolysis of the five glycosides, were also assayed for anti-ACh E activity.Results: Of those seven compounds, the five compounds other than salidroside and syringic acid exhibited potent anti-ACh E activities. In particular, the IC_(50)s of caffeic acid and quercetin were(1.05 ± 0.19) and(3.58 ± 0.02) mg/m L, respectively. Rutin was the most abundant flavonoid in the extract(9.18 mg/g as measured by HPLC).Conclusion: The substances with potent anti-ACh E were caffeic acid, quercetin, pcoumaric acid, kaempferol, and hydroxytyrosol that can be produced from their glycosides.
文摘the acetate of a novel phenolic glycoside, 1-O-beta-D-glucopyranosyl-( 1-->6)-beta-D-glucopyranosyloxy-3-hydroxy-5-methylbenzene anacardoside, from the fruits of Semecarpus anacardium, and its diastereomer were first synthesized using Koenigs-Knorr method from D-glucose through six steps with total yields 33% and 16% respectively.
基金supported by the National Natural Science Foundation of China(Nos.21362009,81360478 and 21302181)International S&T cooperation Program of China(ISTCP)(No.2014DFA40850)Hainan Special Project for TCM Modernization(No.2015ZY19)。
文摘The phytochemical investigation of the stems of Homalium stenophyllum afforded seven new phenolic glycosides(1-5 and 8-9)and two known compounds(6 and 7).Their structures were elucidated by comprehensive analyses of NMR spectroscopic,mass spectrometric data and chemical hydrolysis.Additionally,their anti-inflammatory activities against the NO production in LPS-induced macrophages were evaluated.
文摘Two new phenolic glycosides, 2,3-dihydroxybenzoic acid methyl ester 3-O-β-o-glucopyranosyl-(1-6)-β-D-glucopyranoside (1) and 2,5-dihydroxylbenzofuran 5-O-β-D-xylopyranosyl-(1-6)-O-β-D-glucopyranoside (2), were isolated as the minor chemical constituents from the roots of Gentiana rigescens, along with 15 known compounds. Their structures were elucidated by detailed spectroscopic analysis, including 1D, 2D NMR and chemical method. All of these compounds were isolated for the first time from the title plant. Moreover, compounds 1 and 2 were tested for the antifungal activities on three plant pathogens Peronophythora litchi, Glomerella cingulata, and Glorosprium musarum.
基金The authors appreciate the members of the analytical group at the State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Science, for measuring the spectroscopic data. This work was partially supported by Yunnan Key Laboratory of Natural Medicinal Chemistry (S2017-ZZ14).
文摘Phytochemical studies on MeOH extract of stems of Euphorbia griffithii led to the isolation of one new hydrolyzable tannin dimer,corilagiffithiin(1)and one new galloyl-glucoside(2),alongside six known ones(3-8).Their structures and absolute configurations were determined by in depth spectroscopic analyses and comparison of their 1D NMR and MS data with literature reported values.Configurations of sugar moieties were determined by acidic hydrolysis and subsequent GC analysis of their corresponding trimethylsilylated l-cysteine adduct.At a concentration of 50μM,compounds 1-3 showed no anti-inflammatory activities.
基金the National Natural Science Foundation of China(81225024)the National Science and Technology Support Program of China(2013BAI11B02).
文摘One new eudesmane sesquiterpenoid(1)named ecdysantherol A and two new benzene derivatives ecdysantherols B(2)and C(3),together with five known benzene derivatives(4–8)were isolated from the stems of Ecdysanthera rosea.The structures of the new compounds were elucidated by extensive spectroscopic methods and X-ray diffraction.The known compounds were identified by the comparison of their spectroscopic data with reported literature data.Compound 1 showed moderate antibacterial activity against the Providensia smartii with MIC value of 12.5 lg/mL.
基金Supported by the National Natural Science Foundation of China(No.31270861/C050204), the Agricultural Science and Technology Innovation Project of Shaanxi Province, China(No.2012 NKC01-12) and the Talent Start-up Fund of Northwest Sci-tech University of Agriculture and Forestry University, China.
文摘Salicin-based phenolic glycosides(PGs) are important defensive substances against herbivore feeding and have good bioactivities. In this work, a novel approach for the synthesis of salicin-based PGs has been developed, by which PGs of 2'-O-acetylsaliein(5a), 3'-O-acetylsalicin(gb) and 3'-O-benzoylsalicin(Sd) were hemisynthesized. The effects of acylation reagent, solvent and temperature on the regioselective acylation of 2'- or 3'-hydroxyl groups of salicin mediated by dibutyltin oxide were investigated. The optimal conditions under which the best regioselectivity reached for 5a-5d were discovered, respectively. Moreover, a tentative tin-oxygen coordination mechanism was put forward to explain the different regioselectivities shown under different conditions.