Two new triterpenoids, 3 β, 15α, 21 β, 23-tetrahydroxy-12-oleanen-28-oic acid (1), 3β , 6 α , 21β, 23-tetrahydroxy-12-oleanen-28-oic acid (2), together with seven known compounds, viz., paeonol (3), 3, 4-dihydro...Two new triterpenoids, 3 β, 15α, 21 β, 23-tetrahydroxy-12-oleanen-28-oic acid (1), 3β , 6 α , 21β, 23-tetrahydroxy-12-oleanen-28-oic acid (2), together with seven known compounds, viz., paeonol (3), 3, 4-dihydroxybenzoic acid (4), scosoletin (5), anthraquinones chrysophanol (6), 4H-1-benzopyran-4-one, 5, 7-dihydroxy-2-methyl (7),β-sitosterol (8) and stigmasterol glucoside (9) were isolated by the chromatography of the silica gel, RP-18 and Sephadex-LH 20 from the EtOAc extract of Neonauclea sessilifolia (Roxb.) Merr. ( Rubiaceae ). Their structures were elucidated based on spectral analysis including 1D-, 2D-NMR (HMQC, HMBC), IR and EIMS. Among them, compound 6 was shown to possess inhibitory activity on the growth of Mycobacterium tuberculosis (Zopf) Lehmann et Neumann with a minimum inhibitory amount of 25μg, compounds 2 and 4 also showed weak inhibitory activities on the growteof M. tuberculosis.展开更多
Two new cycloartane triterpenes were separated from the leaves of Quercus valiabilis Blume. The structures were identified as 4α,14α-dimethyl-9β,19-cycloergost-3α-yl-24-one and 4α,14α-dimethyl-9β,19-cycloergost...Two new cycloartane triterpenes were separated from the leaves of Quercus valiabilis Blume. The structures were identified as 4α,14α-dimethyl-9β,19-cycloergost-3α-yl-24-one and 4α,14α-dimethyl-9β,19-cycloergost-24(24′)-en-3α-yl-acetate.展开更多
Two new pentacyclic triterpene acids, 1a, 3b-dihydroxyl-olean-12-en-28-oic acid and 1a, 2a, 3b-trihydroxyl-olean-12-en-28-oic acid, were isolated from the arial parts of Sabia parviflora.
Two new triterpenoids, 3β, 6β, 24-trihydroxyolean-12-en-27-oic acid and 3β-acetoxy-6β-hydroxyurs-12-en-27-oic acid, as well as three known triterpenoids were isolated from ~e rhizomes of Astilbe chinensis. Their s...Two new triterpenoids, 3β, 6β, 24-trihydroxyolean-12-en-27-oic acid and 3β-acetoxy-6β-hydroxyurs-12-en-27-oic acid, as well as three known triterpenoids were isolated from ~e rhizomes of Astilbe chinensis. Their structures were elucidated by spectroscopic methods. These compounds showed Anti-cancer activities.展开更多
Alismatis Rhizoma(AR)is widely used in Chinese medicine,and its major bioactive components,triterpenes,reportedly possess various pharmacological activities.Therefore,it is very important to study the metabolism of tr...Alismatis Rhizoma(AR)is widely used in Chinese medicine,and its major bioactive components,triterpenes,reportedly possess various pharmacological activities.Therefore,it is very important to study the metabolism of triterpenes in vivo.However,the metabolism of AR triterpene extract has not been comprehensively elucidated due to its complex chemical components and metabolic pathways.In this study,an ultra-performance liquid chromatography quadrupole time-of-flight mass spectrometry method,which was based on the characteristic ions from an established database of known triterpenes,was used to analyze the major metabolites in rats following the oral administration of Alismatis Rhizoma extracts(ARE).As a result,a total of 233 constituents,with 85 prototype compounds and 148 metabolites,were identified for the first time.Hydrogenation,oxidation,sulfate and glucuronidation conjugation were the major metabolic pathways for triterpenes in AR.In addition,the mutual in vivo transformation of known ARE triterpenes was discovered and confirmed for the first time.Those results provide comprehensive insights into the metabolism of AR in vivo,which will be useful for future studies on its pharmacodynamics and pharmacokinetics.Moreover,this established strategy may be useful in metabolic studies of similar compounds.展开更多
Six cycloartanes were isolated from ethanol extract of marine green alga Cladophora fascicularis by column chromatography. Procedure of isolation and description of these compounds are given in this paper. The structu...Six cycloartanes were isolated from ethanol extract of marine green alga Cladophora fascicularis by column chromatography. Procedure of isolation and description of these compounds are given in this paper. The structures were elucidated as （1）. 24-hydroperoxycycloart-25- en-3β-ol; （2）. cycloart-25-en-3β 24-diol; （3）. 25-hydroperoxycycloart-23-en-3β-ol; （4）. cycloart-23-en-3β, 25-diol; （5）. cycloart-23, 25-dien-3β-ol; and （6）. cycloart-24-en-3β-ol by spectroscopic （MS, 1D and 2D NMR） data analysis. Cycloartane derivatives are widely distributed the alga. All these compounds that have been isolated alga for the first time. in terrestrial plants, but only few were obtained in from terrestrial plants, were found in the marine alga for the first time.展开更多
Four new protopanaxatriol-type triterpenes(1-2)and glucosides(3-4),were isolated from the rot roots of Panax notoginseng(Burk.)Chen,along with four known ones(5-8).Their structures were elucidated on the basis of exte...Four new protopanaxatriol-type triterpenes(1-2)and glucosides(3-4),were isolated from the rot roots of Panax notoginseng(Burk.)Chen,along with four known ones(5-8).Their structures were elucidated on the basis of extensive spectroscopic analysis(HRESIMS,NMR,UV,IR,and OR)and acidic hydrolysis.The possible transformation pathway of these compounds were also speculated from ginsenoside Rg_(1).Compound 1,with a uniqueα,β-unsaturated ketene in its side chain,showed significant inhibitory effects against NO production on Murine macrophage cells(IC_(50)=4.12±0.20μM)and comparable cytotoxicities against five human cancer cell lines(myeloid leukemia HL-60,lung cancer A-549 cells,hepatocellular carcinoma SMMC7721,breast cancer MCF-7,and colon cancer SW480)to positive control,cisplatin(DDP).展开更多
OBJECTIVE Autosomal dominant polycystic kidney disease(ADPKD)is a common inherited disease with a high morbidity around 1/1000-1/400,characterized by progressive enlargement of fluid-fil ed cysts derived from renal tu...OBJECTIVE Autosomal dominant polycystic kidney disease(ADPKD)is a common inherited disease with a high morbidity around 1/1000-1/400,characterized by progressive enlargement of fluid-fil ed cysts derived from renal tubular epithelial cells.Massive cysts gradually compress renal parenchyma destroying normal renal structures and compromising renal functions.Unfortunately,it will cause end-stage renal disease in most of the patients but without effective therapy now,who have to live on hemodialysis or kidney transplantation.Based on this present situation,it is of great significance to find early intervention to inhibit renal cyst development.The projective of this study was to investigate whether Ganoderma triterpenes(GT)can inhibit renal cyst development and study the related mechanism.METHODS and RESULTS First,we used MDCK cyst model,cultivated MDCK cells in vitro to form fluid-filled cysts surrounded by monolayer cells.GT inhibited MDCK cyst formation significantly,and inhibited cyst enlargement dose-dependently proving GT cyst inhibition in vitro.Then we used an embryonic kidney cyst model,wile-type mice kidneys were taken out on embryonic day 13.5 to form renal cysts stimulated with 8-Br-c AMP.GT inhibited embryonic kidney cyst development significantly in a dosedependent and reversible manner proving GT cyst inhibition at organ level.Furthermore,we used two ADPKD mouse models with severe cystic kidney disease phenotypes.GT dramatically inhibited renal cyst development,decreased ADPKD mouse kidney volume and the cyst index inside proving GT cyst inhibition in vivo.By Western blot,we proved GT down-regulated Ras/MAPK signal pathway without detectable effect on m TOR signal pathway both in MDCK cells and two ADPKD mouse kidneys.CONCLUSION GT retard renal cyst development both in vitro and in vivo significantly.The related mechanisms were involved in GT promoting renal tubular epithelial cell differentiation,down-regulating intracellular c AMP level and Ras/MAPK signal pathway.展开更多
From the whole plant of Cynomorium songaricum a new triterpene was isolated together with acetyl ursolic acid, ursolic acid, β-sitosterol palmitate, β-sitosterol, palmitic acid and β-sitosterol glucoside. The struc...From the whole plant of Cynomorium songaricum a new triterpene was isolated together with acetyl ursolic acid, ursolic acid, β-sitosterol palmitate, β-sitosterol, palmitic acid and β-sitosterol glucoside. The structure of the new compound was elucidated as ursa-12-ene-28-oic acid, 3β-propanedioic acid monoester (cynoterpene, 1).展开更多
文摘Two new triterpenoids, 3 β, 15α, 21 β, 23-tetrahydroxy-12-oleanen-28-oic acid (1), 3β , 6 α , 21β, 23-tetrahydroxy-12-oleanen-28-oic acid (2), together with seven known compounds, viz., paeonol (3), 3, 4-dihydroxybenzoic acid (4), scosoletin (5), anthraquinones chrysophanol (6), 4H-1-benzopyran-4-one, 5, 7-dihydroxy-2-methyl (7),β-sitosterol (8) and stigmasterol glucoside (9) were isolated by the chromatography of the silica gel, RP-18 and Sephadex-LH 20 from the EtOAc extract of Neonauclea sessilifolia (Roxb.) Merr. ( Rubiaceae ). Their structures were elucidated based on spectral analysis including 1D-, 2D-NMR (HMQC, HMBC), IR and EIMS. Among them, compound 6 was shown to possess inhibitory activity on the growth of Mycobacterium tuberculosis (Zopf) Lehmann et Neumann with a minimum inhibitory amount of 25μg, compounds 2 and 4 also showed weak inhibitory activities on the growteof M. tuberculosis.
文摘Two new cycloartane triterpenes were separated from the leaves of Quercus valiabilis Blume. The structures were identified as 4α,14α-dimethyl-9β,19-cycloergost-3α-yl-24-one and 4α,14α-dimethyl-9β,19-cycloergost-24(24′)-en-3α-yl-acetate.
文摘Two new pentacyclic triterpene acids, 1a, 3b-dihydroxyl-olean-12-en-28-oic acid and 1a, 2a, 3b-trihydroxyl-olean-12-en-28-oic acid, were isolated from the arial parts of Sabia parviflora.
文摘Two new triterpenoids, 3β, 6β, 24-trihydroxyolean-12-en-27-oic acid and 3β-acetoxy-6β-hydroxyurs-12-en-27-oic acid, as well as three known triterpenoids were isolated from ~e rhizomes of Astilbe chinensis. Their structures were elucidated by spectroscopic methods. These compounds showed Anti-cancer activities.
基金financially supported by the National Natural Science Foundation of China(Grant No.81803717 and U1603104).
文摘Alismatis Rhizoma(AR)is widely used in Chinese medicine,and its major bioactive components,triterpenes,reportedly possess various pharmacological activities.Therefore,it is very important to study the metabolism of triterpenes in vivo.However,the metabolism of AR triterpene extract has not been comprehensively elucidated due to its complex chemical components and metabolic pathways.In this study,an ultra-performance liquid chromatography quadrupole time-of-flight mass spectrometry method,which was based on the characteristic ions from an established database of known triterpenes,was used to analyze the major metabolites in rats following the oral administration of Alismatis Rhizoma extracts(ARE).As a result,a total of 233 constituents,with 85 prototype compounds and 148 metabolites,were identified for the first time.Hydrogenation,oxidation,sulfate and glucuronidation conjugation were the major metabolic pathways for triterpenes in AR.In addition,the mutual in vivo transformation of known ARE triterpenes was discovered and confirmed for the first time.Those results provide comprehensive insights into the metabolism of AR in vivo,which will be useful for future studies on its pharmacodynamics and pharmacokinetics.Moreover,this established strategy may be useful in metabolic studies of similar compounds.
基金Supported by the National High-Tech R&D Program (863 Program) (Nos. 2001AA620403, 2003AA620403 and 2002AA217081) the State Major Basic Research Development Program of China (973 Program, No. 2002CB41240)+1 种基金 the Major Program of CAS (No. KJCX315-215) NSFC(Nos. 40176038, 30171106, and 30530080) and the International Cooperation Projects of BMBF-CNCBD
文摘Six cycloartanes were isolated from ethanol extract of marine green alga Cladophora fascicularis by column chromatography. Procedure of isolation and description of these compounds are given in this paper. The structures were elucidated as （1）. 24-hydroperoxycycloart-25- en-3β-ol; （2）. cycloart-25-en-3β 24-diol; （3）. 25-hydroperoxycycloart-23-en-3β-ol; （4）. cycloart-23-en-3β, 25-diol; （5）. cycloart-23, 25-dien-3β-ol; and （6）. cycloart-24-en-3β-ol by spectroscopic （MS, 1D and 2D NMR） data analysis. Cycloartane derivatives are widely distributed the alga. All these compounds that have been isolated alga for the first time. in terrestrial plants, but only few were obtained in from terrestrial plants, were found in the marine alga for the first time.
基金This work was supported by the Major Science and Technique Programs in Yunnan Province(2016ZF001-001)the Science and Technology Planning Project of Yunnan Province(2013FC008)Yung-Chi Cheng academician workstation of Yunnan provincial academy of science and technology(2015IC017).
文摘Four new protopanaxatriol-type triterpenes(1-2)and glucosides(3-4),were isolated from the rot roots of Panax notoginseng(Burk.)Chen,along with four known ones(5-8).Their structures were elucidated on the basis of extensive spectroscopic analysis(HRESIMS,NMR,UV,IR,and OR)and acidic hydrolysis.The possible transformation pathway of these compounds were also speculated from ginsenoside Rg_(1).Compound 1,with a uniqueα,β-unsaturated ketene in its side chain,showed significant inhibitory effects against NO production on Murine macrophage cells(IC_(50)=4.12±0.20μM)and comparable cytotoxicities against five human cancer cell lines(myeloid leukemia HL-60,lung cancer A-549 cells,hepatocellular carcinoma SMMC7721,breast cancer MCF-7,and colon cancer SW480)to positive control,cisplatin(DDP).
基金supported by National Natural Science Foundation of China(81261160507,81330074,81620108029 and 81170632)Beijing Natural Science Foundation(7172113)
文摘OBJECTIVE Autosomal dominant polycystic kidney disease(ADPKD)is a common inherited disease with a high morbidity around 1/1000-1/400,characterized by progressive enlargement of fluid-fil ed cysts derived from renal tubular epithelial cells.Massive cysts gradually compress renal parenchyma destroying normal renal structures and compromising renal functions.Unfortunately,it will cause end-stage renal disease in most of the patients but without effective therapy now,who have to live on hemodialysis or kidney transplantation.Based on this present situation,it is of great significance to find early intervention to inhibit renal cyst development.The projective of this study was to investigate whether Ganoderma triterpenes(GT)can inhibit renal cyst development and study the related mechanism.METHODS and RESULTS First,we used MDCK cyst model,cultivated MDCK cells in vitro to form fluid-filled cysts surrounded by monolayer cells.GT inhibited MDCK cyst formation significantly,and inhibited cyst enlargement dose-dependently proving GT cyst inhibition in vitro.Then we used an embryonic kidney cyst model,wile-type mice kidneys were taken out on embryonic day 13.5 to form renal cysts stimulated with 8-Br-c AMP.GT inhibited embryonic kidney cyst development significantly in a dosedependent and reversible manner proving GT cyst inhibition at organ level.Furthermore,we used two ADPKD mouse models with severe cystic kidney disease phenotypes.GT dramatically inhibited renal cyst development,decreased ADPKD mouse kidney volume and the cyst index inside proving GT cyst inhibition in vivo.By Western blot,we proved GT down-regulated Ras/MAPK signal pathway without detectable effect on m TOR signal pathway both in MDCK cells and two ADPKD mouse kidneys.CONCLUSION GT retard renal cyst development both in vitro and in vivo significantly.The related mechanisms were involved in GT promoting renal tubular epithelial cell differentiation,down-regulating intracellular c AMP level and Ras/MAPK signal pathway.
文摘From the whole plant of Cynomorium songaricum a new triterpene was isolated together with acetyl ursolic acid, ursolic acid, β-sitosterol palmitate, β-sitosterol, palmitic acid and β-sitosterol glucoside. The structure of the new compound was elucidated as ursa-12-ene-28-oic acid, 3β-propanedioic acid monoester (cynoterpene, 1).
