Two new beta-dihydroagarofuran sesquiterpenes were isolated from Euonymus phellomana Loes. and their structures were established on the basis of spectral analysis.
Three new humulane-type sesquiterpenes,antrodols A–C(1–3),were isolated from cultures of the fungus Antrodiella albocinnamomea.Their structures were elucidated on the basis of extensive spectroscopic analysis.Antrod...Three new humulane-type sesquiterpenes,antrodols A–C(1–3),were isolated from cultures of the fungus Antrodiella albocinnamomea.Their structures were elucidated on the basis of extensive spectroscopic analysis.Antrodols A–C(1–3)are first examples of humulane-type sesquiterpenes isolated from cultures of higher fungi,and antrodol A(1)was the first report of humulane-type sesquiterpene with a methyl rearranged at C-3.All compounds were evaluated in the enzyme inhibition assay against two protein-tyrosine phosphatases(PTPs):MEG2 and PTP1Bc.展开更多
Two new steroids,3a,17a,19,20-tetrahydroxy-4a-methylpregn-8-ene(1)and 3a,12a,17a,20-tetrahydroxy-4amethylpregn-8-ene(2)and three new sesquiterpenoids,12-hydroxy-a-cadinol(3),3a,12-dihydroxy-d-cadinol(4),and 3a,6a-dih...Two new steroids,3a,17a,19,20-tetrahydroxy-4a-methylpregn-8-ene(1)and 3a,12a,17a,20-tetrahydroxy-4amethylpregn-8-ene(2)and three new sesquiterpenoids,12-hydroxy-a-cadinol(3),3a,12-dihydroxy-d-cadinol(4),and 3a,6a-dihydroxyspiroax-4-ene(5),have been isolated from cultures of the fungus Phellinus igniarius.Their structures were characterized based on extensive spectroscopic data.In preliminary in vitro assays,compounds 3 and 4 exhibited the vascular-activities against phenylephrine-induced vasoconstriction with the relaxing rates of 11.0%and 7.0%at 3910-4 M,respectively.展开更多
Two new eremophilane derivatives and one new nor-sesquiterpene were isolated from Ligularia veitchiana.Their structures were elucidated by spectroscopic methods and 2D-NMR tech- niques and shown to be 1β,10β-epoxy-6...Two new eremophilane derivatives and one new nor-sesquiterpene were isolated from Ligularia veitchiana.Their structures were elucidated by spectroscopic methods and 2D-NMR tech- niques and shown to be 1β,10β-epoxy-6β-(2′—semialdehyde acetal hydroxymethylacryloyloxy)- 8β-ethoxy-eremophil-7(11)-en-12,8α-olide(1),1β-hydroxy-Δ~6,Δ~9-8-oxo- eremophil-(12)-oic-acid(2)and 1β-hydroxy-Δ~6,Δ~9-8-oxo-11-nor-11-hydroxy- eremophiladiene(3).展开更多
Two new beta-dihydroagarofuran sesquiterpene polyol esters were isolated from Celastrus paniculatus.subsp.paniculatus. Their Structures were deduced on the basis of spectral analyses including 2D NMR. CO2 supercritica...Two new beta-dihydroagarofuran sesquiterpene polyol esters were isolated from Celastrus paniculatus.subsp.paniculatus. Their Structures were deduced on the basis of spectral analyses including 2D NMR. CO2 supercritical fluid was used in separation.展开更多
This study evaluated toxic efficacy of Eupatorium adenophorum extracts,against the Kunming mice.In acute study,we firstly tested median lethal dose(LD50)in mice of three cadinene sesquiterpenes 2-deoxo-2-(acetyloxy)-9...This study evaluated toxic efficacy of Eupatorium adenophorum extracts,against the Kunming mice.In acute study,we firstly tested median lethal dose(LD50)in mice of three cadinene sesquiterpenes 2-deoxo-2-(acetyloxy)-9-oxoageraphorone(DAOA),9-oxo-agerophorone(OA)and 9-oxo-10,11-dehydro-agerophorone(ODA)from Eupatorium adenophorum(Ea).DAOA(215–4640 mg/kg BW,given orally)showed lowest LD50 at 926 mg/kg BW for male mice in contrast with OA(1470 mg/kg BW)and ODA(1470 mg/kg BW).In sub-acute study,repeated doses(75–300 mg/kg BW,for 7 days)of DAOA/OA increased blood parameters,liver and spleen index in dose dependent relationship,along with decrease in thymus index.The blood biochemical and histopathological examination showed that DAOA/OA dose 300 mg/kg BW significantly causes pathological changes of hepatic lobules and hepatocytes,which are consistent with cholestasis and hepatic injury.75 mg/kg dose of DAOA/OA was found to be approximately/totally safe over the span of 7 days treatment showing no change in all above described parameters.Cadinene sesquiterpenes guarantee low risk to environment as a type of low toxic botanical components,which may find potential application in biopesticides development field.展开更多
Three naturally new sesquiterpenes named 10-hydroxyepiaplysin, 10-hydroxyaplysin and 10-hydroxybromoepiaplysin have been isolated from Laurencia tristicha. On the basis of the spectroscopic techniques their structures...Three naturally new sesquiterpenes named 10-hydroxyepiaplysin, 10-hydroxyaplysin and 10-hydroxybromoepiaplysin have been isolated from Laurencia tristicha. On the basis of the spectroscopic techniques their structures were elucidated as (3S, 3αR, 8βS)-(-)-2, 3, 3α, 8β3-tetra- hydro-7-bromo-3-hydroxy-3, 3α, 6,8β-tetramethyl-lH-cyclopenta[b]benzofuran, (3R, 3αR, 8βS)- (-)-2,3,3α, 8β-tetrahydro-7-bromo-3-hydroxy-3, 3α,6,8β-tetramethyl-lH-cyclopenta[b]benzofuran and (3S, 3αR, 8βS)-(-)-2, 3,3R, 8β-tetrahydro-3-hydroxy-3,3α,6,8β-tetramethyl-lH-cyclopenta[b]- benzofuran, respectively.展开更多
Two new eremophilane sesquiterpenes, 3β-angeloyloxy-8-oxo-eremophil-6(7)-en-12-oic acid 1 and 3β-angeloyloxy-10β-hydroxy-8-oxo-eremophil-6 (7)-en-12-oic acid 2, and a novel nor-eremophilane derivative, 3β-angeloyl...Two new eremophilane sesquiterpenes, 3β-angeloyloxy-8-oxo-eremophil-6(7)-en-12-oic acid 1 and 3β-angeloyloxy-10β-hydroxy-8-oxo-eremophil-6 (7)-en-12-oic acid 2, and a novel nor-eremophilane derivative, 3β-angeloyloxy-10β-hydroxy-8-oxo-eremophil-6(7)-en 3 were isolated from the roots of Cacalia ainsliaeflora. Their structures were elucidated by spectroscopic methods, including 2D NMR.展开更多
Several bisabolane sesquiterpenes,(±)-curcumene,(±)-curcuphenol,(±)-curcudiol and(±)-curcuhydroquinone,have been synthesized in racemic form and fully characterized.The salient characterist...Several bisabolane sesquiterpenes,(±)-curcumene,(±)-curcuphenol,(±)-curcudiol and(±)-curcuhydroquinone,have been synthesized in racemic form and fully characterized.The salient characteristic of our approach is that a Johnson-Claisen arrangement was involved as a key step.展开更多
We are grateful for financial support from the International Cooperative Biodiversity Groups(ICBG),a program of the Fogarty International Centre of the National Institutes of Health(NIH),USA through grant(no TW00327)a...We are grateful for financial support from the International Cooperative Biodiversity Groups(ICBG),a program of the Fogarty International Centre of the National Institutes of Health(NIH),USA through grant(no TW00327)awarded to Professor S.M.N.Efange and Medicines for Malaria Venture(MMV),Geneva,Switzerland.The US Fulbright Council for International Exchange of Scholars(CIES)is acknowledged for grant to Kennedy D.Nyongbela to carry-out research at the University of Minnesota.We wish to thank M.Campbell and A.Powell from the Centre for Drug Candidate Optimisation(CDCO),Monash University for the DMPK data.Fidele Ntie-Kang is currently a Georg Forster fellow of the Alexander von Humboldt Foundation,Germany.We are equally grateful to Schro¨dinger Inc.for the academic license to use the QikProp software.展开更多
Four new sesquiterpenes were isolated from the roots of Ligularia virgaurea, and identified as furanomexicanane-9-ene-8-one(1), 9β, 10β-epoxyfuranomexicanane-8-one(2), virgauride(3) and virgaurin A(4) by spectral me...Four new sesquiterpenes were isolated from the roots of Ligularia virgaurea, and identified as furanomexicanane-9-ene-8-one(1), 9β, 10β-epoxyfuranomexicanane-8-one(2), virgauride(3) and virgaurin A(4) by spectral methods.展开更多
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
Two new bisabolane sesquiterpenes were isolated from the roots of Leontoptdium longifolium. Their structures were elucidated as 4α, 5α-diacetoxy-lα-angeloyloxybisabol-2, 9, ll-triene and 4α, 5α-diacetoxy-lα-ange...Two new bisabolane sesquiterpenes were isolated from the roots of Leontoptdium longifolium. Their structures were elucidated as 4α, 5α-diacetoxy-lα-angeloyloxybisabol-2, 9, ll-triene and 4α, 5α-diacetoxy-lα-angeloyloxy-ll-hydroxybisabol-2, 9-diene by spectroscopic methods including the 2D NMR techniques.展开更多
Two new germacrane sesquiterpenes: 3,8,14-trihydroxy- 1 (10)E,4Z, 11 (13)-germacra- trien-12, 6-olide, 8-(2-methyl-4-hydroxyl-2E-butenoyl), 3,14-diacetoxy (eupalinolide A, 1), and 3,8,14-trihydroxy-1(10) E,...Two new germacrane sesquiterpenes: 3,8,14-trihydroxy- 1 (10)E,4Z, 11 (13)-germacra- trien-12, 6-olide, 8-(2-methyl-4-hydroxyl-2E-butenoyl), 3,14-diacetoxy (eupalinolide A, 1), and 3,8,14-trihydroxy-1(10) E, 4E, 11(13)-germacratrien-12,6-olide, 8-2-methyl-4-hydroxyl-2E- butenoyl), 3,14-diacetoxy (eupalinolide B, 2) were isolated from Eupatorium lindleyanum. Their structures were elucidated by means of ^1H and ^13C NMR spectroscopic analysis, including 2D NMR technique.展开更多
Two new sesquiterpenes were isolated from the aerial parts of Inula japonica. Their structures were elucidated as 1-hydroxy-8-acetoxycostic acid methyl ester and 1-hydroxy-8-acetoxyisocostic acid methyl ester by spec...Two new sesquiterpenes were isolated from the aerial parts of Inula japonica. Their structures were elucidated as 1-hydroxy-8-acetoxycostic acid methyl ester and 1-hydroxy-8-acetoxyisocostic acid methyl ester by spectral methods.展开更多
Two new dihydroagarofuran sesquiterpenes with a novel substitution pattern: 1-(-methyl)-butanoyl-2, 15-diacetoxy-4-hydroxy-9-(-)furancarboxy--dihydroagarofuran (1) and 1, 2-di-(-methyl)-butanoyl-4-hydroxy-9-(-)furanca...Two new dihydroagarofuran sesquiterpenes with a novel substitution pattern: 1-(-methyl)-butanoyl-2, 15-diacetoxy-4-hydroxy-9-(-)furancarboxy--dihydroagarofuran (1) and 1, 2-di-(-methyl)-butanoyl-4-hydroxy-9-(-)furancarboxy-15-acetoxy--dihydroagaro- furan (2) were isolated from Euonymus nanoides. Their structures were elucidated by means of 1H and 13C NMR spectroscopic studies, including 2D NMR technique.展开更多
Two new eremophilane sesquiterpenes, 15β-formic ether-6-oxo-furanoeremophilane (1) and 6α, 15β-epoxy eremophila-7(11)-en-8α, 12-olide (2) were isolation from the roots of Ligularia macrophylla. Their structu...Two new eremophilane sesquiterpenes, 15β-formic ether-6-oxo-furanoeremophilane (1) and 6α, 15β-epoxy eremophila-7(11)-en-8α, 12-olide (2) were isolation from the roots of Ligularia macrophylla. Their structures were deduced from spectroscopic methods and 2D NMR experiments.展开更多
文摘Two new beta-dihydroagarofuran sesquiterpenes were isolated from Euonymus phellomana Loes. and their structures were established on the basis of spectral analysis.
基金National Natural Science Foundation of China(U1132607,81373289,81102346)Youth Innovation Promotion Association of CAS(2011312D11019).
文摘Three new humulane-type sesquiterpenes,antrodols A–C(1–3),were isolated from cultures of the fungus Antrodiella albocinnamomea.Their structures were elucidated on the basis of extensive spectroscopic analysis.Antrodols A–C(1–3)are first examples of humulane-type sesquiterpenes isolated from cultures of higher fungi,and antrodol A(1)was the first report of humulane-type sesquiterpene with a methyl rearranged at C-3.All compounds were evaluated in the enzyme inhibition assay against two protein-tyrosine phosphatases(PTPs):MEG2 and PTP1Bc.
基金the National Natural Sciences Foundation of China(U1132607,81102346)Natural Sciences Foundation of Yunnan Province(2011FB099).
文摘Two new steroids,3a,17a,19,20-tetrahydroxy-4a-methylpregn-8-ene(1)and 3a,12a,17a,20-tetrahydroxy-4amethylpregn-8-ene(2)and three new sesquiterpenoids,12-hydroxy-a-cadinol(3),3a,12-dihydroxy-d-cadinol(4),and 3a,6a-dihydroxyspiroax-4-ene(5),have been isolated from cultures of the fungus Phellinus igniarius.Their structures were characterized based on extensive spectroscopic data.In preliminary in vitro assays,compounds 3 and 4 exhibited the vascular-activities against phenylephrine-induced vasoconstriction with the relaxing rates of 11.0%and 7.0%at 3910-4 M,respectively.
文摘Two new eremophilane derivatives and one new nor-sesquiterpene were isolated from Ligularia veitchiana.Their structures were elucidated by spectroscopic methods and 2D-NMR tech- niques and shown to be 1β,10β-epoxy-6β-(2′—semialdehyde acetal hydroxymethylacryloyloxy)- 8β-ethoxy-eremophil-7(11)-en-12,8α-olide(1),1β-hydroxy-Δ~6,Δ~9-8-oxo- eremophil-(12)-oic-acid(2)and 1β-hydroxy-Δ~6,Δ~9-8-oxo-11-nor-11-hydroxy- eremophiladiene(3).
文摘Two new beta-dihydroagarofuran sesquiterpene polyol esters were isolated from Celastrus paniculatus.subsp.paniculatus. Their Structures were deduced on the basis of spectral analyses including 2D NMR. CO2 supercritical fluid was used in separation.
基金Special Nonprofit Agricultural Industrial Research Fund(20080321,201103027)of China.
文摘This study evaluated toxic efficacy of Eupatorium adenophorum extracts,against the Kunming mice.In acute study,we firstly tested median lethal dose(LD50)in mice of three cadinene sesquiterpenes 2-deoxo-2-(acetyloxy)-9-oxoageraphorone(DAOA),9-oxo-agerophorone(OA)and 9-oxo-10,11-dehydro-agerophorone(ODA)from Eupatorium adenophorum(Ea).DAOA(215–4640 mg/kg BW,given orally)showed lowest LD50 at 926 mg/kg BW for male mice in contrast with OA(1470 mg/kg BW)and ODA(1470 mg/kg BW).In sub-acute study,repeated doses(75–300 mg/kg BW,for 7 days)of DAOA/OA increased blood parameters,liver and spleen index in dose dependent relationship,along with decrease in thymus index.The blood biochemical and histopathological examination showed that DAOA/OA dose 300 mg/kg BW significantly causes pathological changes of hepatic lobules and hepatocytes,which are consistent with cholestasis and hepatic injury.75 mg/kg dose of DAOA/OA was found to be approximately/totally safe over the span of 7 days treatment showing no change in all above described parameters.Cadinene sesquiterpenes guarantee low risk to environment as a type of low toxic botanical components,which may find potential application in biopesticides development field.
基金financially supported by NNSFC(Grant No.20432030)National“863”Project(Grant No.2004AA625030,2001AA620503)the Key Innovative Project of the Chinese Academy of Sciences(Grant No.KZCX3-SW-215).
文摘Three naturally new sesquiterpenes named 10-hydroxyepiaplysin, 10-hydroxyaplysin and 10-hydroxybromoepiaplysin have been isolated from Laurencia tristicha. On the basis of the spectroscopic techniques their structures were elucidated as (3S, 3αR, 8βS)-(-)-2, 3, 3α, 8β3-tetra- hydro-7-bromo-3-hydroxy-3, 3α, 6,8β-tetramethyl-lH-cyclopenta[b]benzofuran, (3R, 3αR, 8βS)- (-)-2,3,3α, 8β-tetrahydro-7-bromo-3-hydroxy-3, 3α,6,8β-tetramethyl-lH-cyclopenta[b]benzofuran and (3S, 3αR, 8βS)-(-)-2, 3,3R, 8β-tetrahydro-3-hydroxy-3,3α,6,8β-tetramethyl-lH-cyclopenta[b]- benzofuran, respectively.
文摘Two new eremophilane sesquiterpenes, 3β-angeloyloxy-8-oxo-eremophil-6(7)-en-12-oic acid 1 and 3β-angeloyloxy-10β-hydroxy-8-oxo-eremophil-6 (7)-en-12-oic acid 2, and a novel nor-eremophilane derivative, 3β-angeloyloxy-10β-hydroxy-8-oxo-eremophil-6(7)-en 3 were isolated from the roots of Cacalia ainsliaeflora. Their structures were elucidated by spectroscopic methods, including 2D NMR.
基金Financial support from Program for Excellent Young Talents in Northwest A&F University(No.2111020712) as well as the National Natural Science Foundation of China(No.20802058) is greatly appreciated.
文摘Several bisabolane sesquiterpenes,(±)-curcumene,(±)-curcuphenol,(±)-curcudiol and(±)-curcuhydroquinone,have been synthesized in racemic form and fully characterized.The salient characteristic of our approach is that a Johnson-Claisen arrangement was involved as a key step.
基金the International Cooperative Biodiversity Groups(ICBG),a program of the Fogarty International Centre of the National Institutes of Health(NIH),USA through grant(no TW00327)awarded to Professor S.M.N.Efange and Medicines for Malaria Venture(MMV)Geneva,Switzerland.The US Fulbright Council for International Exchange of Scholars(CIES)is acknowledged for grant to Kennedy D.Nyongbela to carry-out research at the University of Minnesota.
文摘We are grateful for financial support from the International Cooperative Biodiversity Groups(ICBG),a program of the Fogarty International Centre of the National Institutes of Health(NIH),USA through grant(no TW00327)awarded to Professor S.M.N.Efange and Medicines for Malaria Venture(MMV),Geneva,Switzerland.The US Fulbright Council for International Exchange of Scholars(CIES)is acknowledged for grant to Kennedy D.Nyongbela to carry-out research at the University of Minnesota.We wish to thank M.Campbell and A.Powell from the Centre for Drug Candidate Optimisation(CDCO),Monash University for the DMPK data.Fidele Ntie-Kang is currently a Georg Forster fellow of the Alexander von Humboldt Foundation,Germany.We are equally grateful to Schro¨dinger Inc.for the academic license to use the QikProp software.
文摘Four new sesquiterpenes were isolated from the roots of Ligularia virgaurea, and identified as furanomexicanane-9-ene-8-one(1), 9β, 10β-epoxyfuranomexicanane-8-one(2), virgauride(3) and virgaurin A(4) by spectral methods.
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).
文摘Two new bisabolane sesquiterpenes were isolated from the roots of Leontoptdium longifolium. Their structures were elucidated as 4α, 5α-diacetoxy-lα-angeloyloxybisabol-2, 9, ll-triene and 4α, 5α-diacetoxy-lα-angeloyloxy-ll-hydroxybisabol-2, 9-diene by spectroscopic methods including the 2D NMR techniques.
基金This work was supported by the Natural Science Foundation of Jiangsu Science and Technology Department(No.BK2001185),which are gratefully acknowledged.
文摘Two new germacrane sesquiterpenes: 3,8,14-trihydroxy- 1 (10)E,4Z, 11 (13)-germacra- trien-12, 6-olide, 8-(2-methyl-4-hydroxyl-2E-butenoyl), 3,14-diacetoxy (eupalinolide A, 1), and 3,8,14-trihydroxy-1(10) E, 4E, 11(13)-germacratrien-12,6-olide, 8-2-methyl-4-hydroxyl-2E- butenoyl), 3,14-diacetoxy (eupalinolide B, 2) were isolated from Eupatorium lindleyanum. Their structures were elucidated by means of ^1H and ^13C NMR spectroscopic analysis, including 2D NMR technique.
文摘Two new sesquiterpenes were isolated from the aerial parts of Inula japonica. Their structures were elucidated as 1-hydroxy-8-acetoxycostic acid methyl ester and 1-hydroxy-8-acetoxyisocostic acid methyl ester by spectral methods.
文摘Two new dihydroagarofuran sesquiterpenes with a novel substitution pattern: 1-(-methyl)-butanoyl-2, 15-diacetoxy-4-hydroxy-9-(-)furancarboxy--dihydroagarofuran (1) and 1, 2-di-(-methyl)-butanoyl-4-hydroxy-9-(-)furancarboxy-15-acetoxy--dihydroagaro- furan (2) were isolated from Euonymus nanoides. Their structures were elucidated by means of 1H and 13C NMR spectroscopic studies, including 2D NMR technique.
基金This work was supported by the National Natural Science Foundation of China(No.29972017).
文摘Two new eremophilane sesquiterpenes, 15β-formic ether-6-oxo-furanoeremophilane (1) and 6α, 15β-epoxy eremophila-7(11)-en-8α, 12-olide (2) were isolation from the roots of Ligularia macrophylla. Their structures were deduced from spectroscopic methods and 2D NMR experiments.