5,3′,4′-Trihydroxy-7-methoxyflavanone was isolated from Artemisia sphaeroce- phala Kraschen and characterized by 1H-NMR, 13C-NMR, EI-MS, IR, UV spectra, and single- crystal X-ray diffraction. The title compound crys...5,3′,4′-Trihydroxy-7-methoxyflavanone was isolated from Artemisia sphaeroce- phala Kraschen and characterized by 1H-NMR, 13C-NMR, EI-MS, IR, UV spectra, and single- crystal X-ray diffraction. The title compound crystallizes in orhtorhombic space group Pca21, with a = 14.393（3）, b = 5.1629（12）, c = 36.919（9）, V = 2743.4（11）3, Z = 8, Mr = 302.27, Dc = 1.464 g/cm3, F（000） = 1264, μ = 0.113 mm-1, S = 1.015,（Δ/σ）max = 0.000, the final R = 0.0757 and wR = 0.1809. Structural analysis indicates the title compound consists of two 5,3′,4′-trihydroxy- 7-methoxyflavanone enantiomers in a well-defined arrangement within the crystal lattice, which constructs a three-dimensional network by means of multiple O–H…O hydrogen bonds.展开更多
Two new phenolic compounds were isolated from whole plant ofArtemisia sphaerocephala. The structures were elucidated on the basis of spectroscopic methods as 4-（1-hydroxylethyl）-phenol-l-O-β-D-glucopyranoside and 4...Two new phenolic compounds were isolated from whole plant ofArtemisia sphaerocephala. The structures were elucidated on the basis of spectroscopic methods as 4-（1-hydroxylethyl）-phenol-l-O-β-D-glucopyranoside and 4-O-acetophenone-β-D-gluco- pyranosyl-（1-3）-β-D-glucopyranoside.展开更多
OBJECTIVE To evaluate the in vivo anti-inflammatory and allergic rhinitis(AR)alleviating effect as well as in vitro antimicrobial activities of Artemisia ordosica Krasch.(AOK)extracts to verify its ethno-medicinal cla...OBJECTIVE To evaluate the in vivo anti-inflammatory and allergic rhinitis(AR)alleviating effect as well as in vitro antimicrobial activities of Artemisia ordosica Krasch.(AOK)extracts to verify its ethno-medicinal claims.METHODS Crude extracts(methanol/95%-ethanol/ethyl acetate)of AOK root/stem/leaf and fractions(petroleum ether/ethyl acetate/n-butanol/aqueous)of AOK root extractwere prepared.Xylene-induced ear swelling model in mouse and ovalbumin(OVA)-induced AR model in guinea pig were established.Ear swelling degrees of mice were measured.The numbers of rubbing movement and sneezes of guinea pigs were counted to evaluate the symptoms of AR.The serum levels of histamine,INF-γ,IL-2/4/10,and VCAM-1 were measured by ELISA assay.The histological changes of nasal mucosa were investigated by light microscope after H&E staining.Antimicrobial activities of AOK extracts were also tested.LC-MS/MS analysis was performed to characterize the constituents of active extract and molecular docking was conducted to predict the biological mechanism.RESULTS In ear-swelling model,extract(100.00 mg·kg^-1)from the ethyl acetate layer of 95%ethanol(100.00 mg·kg^-1)showed better swelling inhibition in mice than positive control(dexamethasone,191.91 mg·kg^-1).In AR model,extract from the ethyl acetate layer of 95%ethanol significantly alleviated the AR symp⁃toms in guinea pigs,decreased the serum levels of histamine,INF-γ,IL-2/4/10,and VCAM-1,and reduced the infiltration of eosinophil in nasal mucosa.For Staphylococcus aureus,the ethyl acetate extract of AOK stem showed the highest inhibi⁃tion(MIC=1.25 g·L^-1),for Escherichia coli,n-butanol layer of 95%ethanol extract of AOK root showed the highest inhibi⁃tion(MIC=15.00 g·L^-1),for Candida glabrata,95%-ethanol extract of AOK stem showed the best inhibition(MIC=0.064 g·L^-1),while ethyl acetate and n-butanol layers showed similar inhibition on MRSA(MIC=7.50 g·L-1).LC-MS/MS characteriza⁃tion showed that dicaffeoylquinic acids account for more than 30%of ethyl acetate layer of AOK extract.Dicaffeoylquinic acids bind with histamine-1 receptor with high affinities and interesting modes.CONCLUSION Extracts from AOK had interesting anti-inflammatory activity in mice,alleviating effect against OVA-induced AR in guinea pigs,and antimicrobial activities in vitro,which support the ethno-medicinal use of it.The main constituents in ethyl acetate layer of AOK root extract are dicaffeoylquinic acids and could bind with histamine-1 receptor well.These findings highlighted the impor⁃tance of natural product chemistry study of AOK.展开更多
基金supported by the Science and Technology Agency of Henan Province(112102310305)the International Cooperation Program of Henan Province(No.092102310282)
文摘5,3′,4′-Trihydroxy-7-methoxyflavanone was isolated from Artemisia sphaeroce- phala Kraschen and characterized by 1H-NMR, 13C-NMR, EI-MS, IR, UV spectra, and single- crystal X-ray diffraction. The title compound crystallizes in orhtorhombic space group Pca21, with a = 14.393（3）, b = 5.1629（12）, c = 36.919（9）, V = 2743.4（11）3, Z = 8, Mr = 302.27, Dc = 1.464 g/cm3, F（000） = 1264, μ = 0.113 mm-1, S = 1.015,（Δ/σ）max = 0.000, the final R = 0.0757 and wR = 0.1809. Structural analysis indicates the title compound consists of two 5,3′,4′-trihydroxy- 7-methoxyflavanone enantiomers in a well-defined arrangement within the crystal lattice, which constructs a three-dimensional network by means of multiple O–H…O hydrogen bonds.
文摘Two new phenolic compounds were isolated from whole plant ofArtemisia sphaerocephala. The structures were elucidated on the basis of spectroscopic methods as 4-（1-hydroxylethyl）-phenol-l-O-β-D-glucopyranoside and 4-O-acetophenone-β-D-gluco- pyranosyl-（1-3）-β-D-glucopyranoside.
基金Science Foundation of Inner Mongolia(2017MS0870)Science and Technology Planning Project of Inner Mongolia(201702139)
文摘OBJECTIVE To evaluate the in vivo anti-inflammatory and allergic rhinitis(AR)alleviating effect as well as in vitro antimicrobial activities of Artemisia ordosica Krasch.(AOK)extracts to verify its ethno-medicinal claims.METHODS Crude extracts(methanol/95%-ethanol/ethyl acetate)of AOK root/stem/leaf and fractions(petroleum ether/ethyl acetate/n-butanol/aqueous)of AOK root extractwere prepared.Xylene-induced ear swelling model in mouse and ovalbumin(OVA)-induced AR model in guinea pig were established.Ear swelling degrees of mice were measured.The numbers of rubbing movement and sneezes of guinea pigs were counted to evaluate the symptoms of AR.The serum levels of histamine,INF-γ,IL-2/4/10,and VCAM-1 were measured by ELISA assay.The histological changes of nasal mucosa were investigated by light microscope after H&E staining.Antimicrobial activities of AOK extracts were also tested.LC-MS/MS analysis was performed to characterize the constituents of active extract and molecular docking was conducted to predict the biological mechanism.RESULTS In ear-swelling model,extract(100.00 mg·kg^-1)from the ethyl acetate layer of 95%ethanol(100.00 mg·kg^-1)showed better swelling inhibition in mice than positive control(dexamethasone,191.91 mg·kg^-1).In AR model,extract from the ethyl acetate layer of 95%ethanol significantly alleviated the AR symp⁃toms in guinea pigs,decreased the serum levels of histamine,INF-γ,IL-2/4/10,and VCAM-1,and reduced the infiltration of eosinophil in nasal mucosa.For Staphylococcus aureus,the ethyl acetate extract of AOK stem showed the highest inhibi⁃tion(MIC=1.25 g·L^-1),for Escherichia coli,n-butanol layer of 95%ethanol extract of AOK root showed the highest inhibi⁃tion(MIC=15.00 g·L^-1),for Candida glabrata,95%-ethanol extract of AOK stem showed the best inhibition(MIC=0.064 g·L^-1),while ethyl acetate and n-butanol layers showed similar inhibition on MRSA(MIC=7.50 g·L-1).LC-MS/MS characteriza⁃tion showed that dicaffeoylquinic acids account for more than 30%of ethyl acetate layer of AOK extract.Dicaffeoylquinic acids bind with histamine-1 receptor with high affinities and interesting modes.CONCLUSION Extracts from AOK had interesting anti-inflammatory activity in mice,alleviating effect against OVA-induced AR in guinea pigs,and antimicrobial activities in vitro,which support the ethno-medicinal use of it.The main constituents in ethyl acetate layer of AOK root extract are dicaffeoylquinic acids and could bind with histamine-1 receptor well.These findings highlighted the impor⁃tance of natural product chemistry study of AOK.
