Two new eudesmane sesquiterpene lactones were isolated from the stalk of Lactuca sativa vat anagustata L and their structures were elucidated by means of spectroscopic methods, including 2D NMR (1H-1H COSY, HMBC and ...Two new eudesmane sesquiterpene lactones were isolated from the stalk of Lactuca sativa vat anagustata L and their structures were elucidated by means of spectroscopic methods, including 2D NMR (1H-1H COSY, HMBC and NOESY) as 1β-O-β-D- glucopyranosyl-4α-hydroxyl-5α, 6β, 11βH-eudesma-12, 6α-olide (1) and 1β-hydroxyl-15-O-(p-methoxyphenylacetyl)-5α, 6β, 11 βH-eudesma-3-en- 12, 6a-olide (2).展开更多
A new furanoeremophilane and a new eudesmane were isolated from the roots of Ligularia veitchiana. Their structures were elucidated as 1b, 10b-epoxy-6b-isobutyryloxy-9-oxo-furanoeremophilane and 8a-hydroxy-4 (15), 11...A new furanoeremophilane and a new eudesmane were isolated from the roots of Ligularia veitchiana. Their structures were elucidated as 1b, 10b-epoxy-6b-isobutyryloxy-9-oxo-furanoeremophilane and 8a-hydroxy-4 (15), 11-eudesmadiene by spectroscopic methods.展开更多
The fowers of Chrysanthemum indicum,i.e.Ye-ju-hua recorded in the Chinese Pharmacopoeia,has been widely used in China as an important heat-clearing and detoxifying herb for the treatment of infammation,headache,and ve...The fowers of Chrysanthemum indicum,i.e.Ye-ju-hua recorded in the Chinese Pharmacopoeia,has been widely used in China as an important heat-clearing and detoxifying herb for the treatment of infammation,headache,and vertigo.A phytochemical investigation of this herb has led to the isolation of two new eudesmane sesquiterpenoids,7-epi-eudesm4(15),11(13)-diene-1β,3β-diol(1)and 7-epi-1β-hydroxy-β-eudesmol(2).The molecular structures of these new sesquiterpenoids were established based on the comprehensive spectroscopic analyses,including NMR,MS,and IR,and comparing with the literatures.展开更多
A new sesquiterpene: 11,12,13-trihydroxy-4(15),7(8)-eudesmdien-9-one was isolated from Saussurea parviflora. The structure was elucidated on the basis of spectral evidence.
A new eudesmane sesquiterpene glycoside, 1α,6β-dihydroxy-5,10-bis-epi-eudesm-4(15)-ene-6-O-β-D-glucopyranoside (2), together with a known analogue compound, 1α,6β-dihydroxy-5,10-bis-epi-eudesm-3-ene-6-O-β-D-...A new eudesmane sesquiterpene glycoside, 1α,6β-dihydroxy-5,10-bis-epi-eudesm-4(15)-ene-6-O-β-D-glucopyranoside (2), together with a known analogue compound, 1α,6β-dihydroxy-5,10-bis-epi-eudesm-3-ene-6-O-β-D-glucopyranoside (1), were isolated from the roots of Parepigynumfuningense. The structure of 2 was determined by 1D and 2D NMR spectroscopy. Compound 1 was isolated from this plant for the first time.展开更多
The first total synthesis of natural 6β-cinnamoyloxy-1α-hydroxy-5, 10-bis-epi- eudesm-4-en-3-one (1), a highly complex natural eudesmane, was described.
Two new eudesmane derivatives were isolated from the leaves and flowers of Verbesina virginica,along with the known 6-O-β-E -p-coumaroyl-4α-hydroxyeudesmane(1).Their structures were determined as 6-O-β-Z-p-coumaroy...Two new eudesmane derivatives were isolated from the leaves and flowers of Verbesina virginica,along with the known 6-O-β-E -p-coumaroyl-4α-hydroxyeudesmane(1).Their structures were determined as 6-O-β-Z-p-coumaroyl-4α-hydroxyeudesmane(2) and 6-O-α-E-p-coumaroyl-1β-4α-dihydroxyeudesmane(3) by spectroscopic methods.展开更多
Three new sesquiterpene glycosides,named codonopsesquilosides A C(1 3),were isolated from an aqueous extract of the dried roots of Codonopsis pilosula.Their structures including absolute configurations were determined...Three new sesquiterpene glycosides,named codonopsesquilosides A C(1 3),were isolated from an aqueous extract of the dried roots of Codonopsis pilosula.Their structures including absolute configurations were determined by spectroscopic and chemical methods.These glycosides are categorized as C_(15) carotenoid(1),gymnomitrane(2),and eudesmane(3)types of sesquiterpenoids,respectively.Compound 1 is the first diglycoside of C_(15) carotenoids to be reported.Compound 2 represents the second reported example of gymnomitrane-type sesquiterpenoids from higher plants.The absolute configurations were supported by comparison of the experimental circular dichroism(CD)spectra with the calculated electronic CD(ECD)spectra of 13,their aglycones,and model compounds based on quantummechanical time-dependent density functional theory.The influences of the glycosyls on the calculated ECD spectra of the glycosidic sesquiterpenoids,as well as some nomenclature and descriptive problems with gymnomitrane-type sesquiterpenoids are discussed.展开更多
Three eudesmane sesquiterpene lactones, namely artemivestinolides A-C (1-3), along with three known 11-epimeric lactones (4-6), were isolated from the aerial parts ofArtemisia vestim. Their structures were elucida...Three eudesmane sesquiterpene lactones, namely artemivestinolides A-C (1-3), along with three known 11-epimeric lactones (4-6), were isolated from the aerial parts ofArtemisia vestim. Their structures were elucidated on the basis of extensive spectroscopic analyses (IR, HR-ESIMS, 1D NMR and 2D NMR), and the absolute configurations were determined by single-crystal X-ray diffraction (with copper radiation). Furthermore, in an in vitro assay, the three new compounds exhibited a moderate inhibition of the lipopolysaccharide (LPS)-induced nitric: oxide (NO) production in BV-2 microglial cells.展开更多
Chemical fractionation of the n-BuOH partition,which was generated from the EtOH extract of the flower buds of Tussilago farfara,afforded a series of polar constituents including four new sesquiterpenoids(1-4),one new...Chemical fractionation of the n-BuOH partition,which was generated from the EtOH extract of the flower buds of Tussilago farfara,afforded a series of polar constituents including four new sesquiterpenoids(1-4),one new sesquiterpenoid glucoside(5)and one known analogue(6)of the eudesmane type,as well as five known quinic acid derivatives(7-11).Structures of the new compounds were unambiguously characterized by detailed spectroscopic analyses,with their absolute configurations being established by A-ray crystallography,electronic circular dichroism(ECD)calculation and induced ECD experiments.The inhibitory effect of all the isolates against LPS-induced NO production in murine RAW264.7 macrophages was evaluated,with isochlorogenic acid A(7)showing significant inhibitory activity.展开更多
基金financed by the Science Foundation of Zhejiang Sci-Tech University(No.0613266-Y)the Talents Training Foundation of Key Laboratory of Advanced Textile Materials and Manufacturing Technology (Zhejiang Sci-Tech University),Ministry of Education(No.2006QN04)
文摘Two new eudesmane sesquiterpene lactones were isolated from the stalk of Lactuca sativa vat anagustata L and their structures were elucidated by means of spectroscopic methods, including 2D NMR (1H-1H COSY, HMBC and NOESY) as 1β-O-β-D- glucopyranosyl-4α-hydroxyl-5α, 6β, 11βH-eudesma-12, 6α-olide (1) and 1β-hydroxyl-15-O-(p-methoxyphenylacetyl)-5α, 6β, 11 βH-eudesma-3-en- 12, 6a-olide (2).
基金supported by the National Natural Science Foundation of China(No.29972017)
文摘A new furanoeremophilane and a new eudesmane were isolated from the roots of Ligularia veitchiana. Their structures were elucidated as 1b, 10b-epoxy-6b-isobutyryloxy-9-oxo-furanoeremophilane and 8a-hydroxy-4 (15), 11-eudesmadiene by spectroscopic methods.
基金supported by National Natural Science Foundation of China(Nos.81673325,81711540311,and 21705156)the International Partnership Program of CAS(No.153631KYSB20160004)+1 种基金Gansu Province Key International S&T Cooperation Project(No.18YF1WA127)CAS Pioneer Hundred Talents Program.
文摘The fowers of Chrysanthemum indicum,i.e.Ye-ju-hua recorded in the Chinese Pharmacopoeia,has been widely used in China as an important heat-clearing and detoxifying herb for the treatment of infammation,headache,and vertigo.A phytochemical investigation of this herb has led to the isolation of two new eudesmane sesquiterpenoids,7-epi-eudesm4(15),11(13)-diene-1β,3β-diol(1)and 7-epi-1β-hydroxy-β-eudesmol(2).The molecular structures of these new sesquiterpenoids were established based on the comprehensive spectroscopic analyses,including NMR,MS,and IR,and comparing with the literatures.
基金This work was financed by The NNSFC (No. 29972017) and the FMEC (No. 98073003).
文摘A new sesquiterpene: 11,12,13-trihydroxy-4(15),7(8)-eudesmdien-9-one was isolated from Saussurea parviflora. The structure was elucidated on the basis of spectral evidence.
文摘A new eudesmane sesquiterpene glycoside, 1α,6β-dihydroxy-5,10-bis-epi-eudesm-4(15)-ene-6-O-β-D-glucopyranoside (2), together with a known analogue compound, 1α,6β-dihydroxy-5,10-bis-epi-eudesm-3-ene-6-O-β-D-glucopyranoside (1), were isolated from the roots of Parepigynumfuningense. The structure of 2 was determined by 1D and 2D NMR spectroscopy. Compound 1 was isolated from this plant for the first time.
基金This work was financially supported by the National Natural Science Foundation of China (No 20272021).
文摘The first total synthesis of natural 6β-cinnamoyloxy-1α-hydroxy-5, 10-bis-epi- eudesm-4-en-3-one (1), a highly complex natural eudesmane, was described.
基金supported by the China Scholarship Council,the United States NIH,NIAID,Division of AIDS(No.AI 27094)the USDA Agricultural Research Service Specific Cooperative Agreement(No.58-6408-2-0009)
文摘Two new eudesmane derivatives were isolated from the leaves and flowers of Verbesina virginica,along with the known 6-O-β-E -p-coumaroyl-4α-hydroxyeudesmane(1).Their structures were determined as 6-O-β-Z-p-coumaroyl-4α-hydroxyeudesmane(2) and 6-O-α-E-p-coumaroyl-1β-4α-dihydroxyeudesmane(3) by spectroscopic methods.
基金Financial support from the National Natural Sciences Foundation of China(NNSFC,Grant Nos.30825044 and 20932007)the Program for Changjiang Scholars and Innovative Research Team in University(PCSIRT,Grant No.IRT1007)the National Science and Technology Project of China(Nos.2012ZX09301002-002 and 2011ZX09307-002-01)
文摘Three new sesquiterpene glycosides,named codonopsesquilosides A C(1 3),were isolated from an aqueous extract of the dried roots of Codonopsis pilosula.Their structures including absolute configurations were determined by spectroscopic and chemical methods.These glycosides are categorized as C_(15) carotenoid(1),gymnomitrane(2),and eudesmane(3)types of sesquiterpenoids,respectively.Compound 1 is the first diglycoside of C_(15) carotenoids to be reported.Compound 2 represents the second reported example of gymnomitrane-type sesquiterpenoids from higher plants.The absolute configurations were supported by comparison of the experimental circular dichroism(CD)spectra with the calculated electronic CD(ECD)spectra of 13,their aglycones,and model compounds based on quantummechanical time-dependent density functional theory.The influences of the glycosyls on the calculated ECD spectra of the glycosidic sesquiterpenoids,as well as some nomenclature and descriptive problems with gymnomitrane-type sesquiterpenoids are discussed.
基金financially supported by the grants from the National Natural Science Foundation of China(No.30973629)National Key Technology R&D Program‘‘New Drug Innovation’’of China(Nos.2012ZX09301002-002-002,2012ZX09304-005)
文摘Three eudesmane sesquiterpene lactones, namely artemivestinolides A-C (1-3), along with three known 11-epimeric lactones (4-6), were isolated from the aerial parts ofArtemisia vestim. Their structures were elucidated on the basis of extensive spectroscopic analyses (IR, HR-ESIMS, 1D NMR and 2D NMR), and the absolute configurations were determined by single-crystal X-ray diffraction (with copper radiation). Furthermore, in an in vitro assay, the three new compounds exhibited a moderate inhibition of the lipopolysaccharide (LPS)-induced nitric: oxide (NO) production in BV-2 microglial cells.
基金This work was supported by the Natural Science Foundation of Shandong Province(No.JQ201721)the Young Taishan Scholars Program(No.tsqn20161037)Innovation Team Project of Jinan Science&Technology Bureau(No.2018GXRC003).
文摘Chemical fractionation of the n-BuOH partition,which was generated from the EtOH extract of the flower buds of Tussilago farfara,afforded a series of polar constituents including four new sesquiterpenoids(1-4),one new sesquiterpenoid glucoside(5)and one known analogue(6)of the eudesmane type,as well as five known quinic acid derivatives(7-11).Structures of the new compounds were unambiguously characterized by detailed spectroscopic analyses,with their absolute configurations being established by A-ray crystallography,electronic circular dichroism(ECD)calculation and induced ECD experiments.The inhibitory effect of all the isolates against LPS-induced NO production in murine RAW264.7 macrophages was evaluated,with isochlorogenic acid A(7)showing significant inhibitory activity.