Cyclocarya paliurus(Batalin)Iljinskaja,as a unique and rare monocotyledonous plant in Southern China,is a promising and economical Chinese herbal medicine and functional food.People have conducted a number of research...Cyclocarya paliurus(Batalin)Iljinskaja,as a unique and rare monocotyledonous plant in Southern China,is a promising and economical Chinese herbal medicine and functional food.People have conducted a number of research on C.paliurus because of its rich triterpenoids.However,no comprehensive review has illustrated the composition and pharmacological activity of triterpenoids from C.paliurus.This review summarizes 177 triterpenoids from different parts of C.paliurus.The structures of compounds were elucidated,and their biosynthesis was inferred.The biological activities of compounds and triterpenoid-rich extracts,including anti-diabetes,antihyperlipidemia,anti-inflammatory,anticancer or cytotoxicity,antioxidation,etc.,were discussed.C.paliurus can be an important and valuable supplement to the food market.This review provides a reference for the further research and application of C.paliurus triterpenoids in the fields of foods and pharmaceuticals.展开更多
In this study,we employed a combination of genome mining and heteronuclear single quantum coherence(HSQC)-based small molecule accurate recognition technology(SMART)technology to search for fernane-type triterpenoids....In this study,we employed a combination of genome mining and heteronuclear single quantum coherence(HSQC)-based small molecule accurate recognition technology(SMART)technology to search for fernane-type triterpenoids.Initially,potential endophytic fungi were identified through genome mining.Subsequently,fine fractions containing various fernane-type triterpenoids were selected using HSQC data collection and SMART prediction.These triterpenoids were then obtained through targeted isolation and identification.Finally,their antifungal activity was evaluated.As a result,three fernane-type triterpenoids,including two novel compounds,along with two new sesquiterpenes and four known compounds were isolated from one potential strain,Diaporthe discoidispora.Their structures were elucidated through analysis of high-resolution electrospray ionization mass spectrometry(HR-ESI-MS)and nuclear magnetic resonance(NMR)spectroscopic data.The absolute configurations were determined using single-crystal X-ray diffraction analysis and electron capture detector(ECD)analysis.Compound 3 exhibited moderate antifungal activity against Candida albicans CMCC 98001 and Aspergillus niger.展开更多
Gentianopsis barbata(G.barbata)represents a significant plant species with considerable ornamental and medicinal value in China.This investigation sought to elucidate the primary constituents within the plant and inve...Gentianopsis barbata(G.barbata)represents a significant plant species with considerable ornamental and medicinal value in China.This investigation sought to elucidate the primary constituents within the plant and investigate their pharmacological properties.Fifty triterpenoids(1-50),including nine previously undescribed compounds(1,2,7,10,20,28,29,37,and 41)were isolated and characterized from the whole plants of G.barbata.Notably,compounds 1 and 2 exhibited the novel 3,4;9,10-diseco-24-homo-cycloartane triterpenoid skeleton.The isolated triterpenoids demonstrated substantial anti-inflammatory activity through inhibition of tumor necrosis factorα(TNF-α)and interleukin-6(IL-6)cytokine secretion in LPS-induced RAW264.7 macrophages,and hepatoprotective effects by preventing tertbutyl hydroperoxide(t-BHP)-induced oxidative injury in HepG2 cells.These results demonstrate both the presence of diverse triterpenoids in G.barbata and their therapeutic potential for inflammatory and hepatic conditions,providing scientific evidence supporting the clinical application of this traditional Mongolian medicinal plant.展开更多
Phytochemical study of the n-BuOH extract of Ilex asprella resulted in the discovery of ten new pentacyclic triterpenoid glycosides,comprising nine ursane-type glycosides(1-9)and one oleanane-type glycoside(10),along ...Phytochemical study of the n-BuOH extract of Ilex asprella resulted in the discovery of ten new pentacyclic triterpenoid glycosides,comprising nine ursane-type glycosides(1-9)and one oleanane-type glycoside(10),along with seven known compounds(11-17).Compound 1 is the first reported 19,22-epoxy ursane triterpenoid glycoside,whereas 4 and 5 are rare examples of ursane triterpenoid glycosides containing a 28,19-lactone group.The structural characterization of these compounds was achieved using spectroscopic and chemical techniques,as well as single-crystal X-ray analysis.Compounds 7,12,15,and 17 exhibited moderate cytotoxic activities against H1975 and HCC827 cancer cells.展开更多
A new compound (1) named as winchic acid and eight known ones were isolated from the stem barks of Winchia colophylla A. DC. (collected in Xishuangbanna, Yunnan Province of China). The new compound 1 was identified as...A new compound (1) named as winchic acid and eight known ones were isolated from the stem barks of Winchia colophylla A. DC. (collected in Xishuangbanna, Yunnan Province of China). The new compound 1 was identified as 3beta-hydroxy-27-(4-hydroxy-3-methoxy-E-cinnamoyloxy)-lup-20(29)-en-28-oic acid on the basis of 1D and 2D NMR experiments. The eight known compounds were determined to be lupenone, lupenyl acetate, betulinic acid, alpha-amyrin acetate, ursolic acid, ptiloepoxide, beta-amyrin and cycloeucalenol, respectively.展开更多
A reversed-phase high performance liquid chromatography （RP-HPLC） method with diode array detector （DAD） has been established to simultaneously determine six bioactive compounds in the roots ofllex pubescens, name...A reversed-phase high performance liquid chromatography （RP-HPLC） method with diode array detector （DAD） has been established to simultaneously determine six bioactive compounds in the roots ofllex pubescens, namely tortoside A, （＋）-syringaresinol, ilexsaponin B3, ilexsaponin A1, ilexsaponin B1, ilexgenin A. The RP-HPLC assay was performed on a reversed-phase C18 column with a gradient elution. The mobile phase consisted of acetonitrile and water containing 0.1% （v/v） phosphoric acid. The flow rate was 1.0 mL/min and the detection wavelength was set at 210 nm. The six marker constituents were separated well with good linearity （r2〉0.9996）, precision, stability and repeatability. The overall recoveries were in the range of 99.00%-104.52%. Cluster analysis was employed to analyze 15 batches of samples. The result indicated this method provide an efficient way to perform quality control as well as a scientific rationale for the Geo-authentication of I. pubescens.展开更多
Two new tirucallane-type triterpenoid saponins, Sapimukoside A (1) and Sapimukoside B (2), were isolated from the roots of Sapindus mukorossi Gaertn. On the basis of spectroscopic and chemical evidence, their structur...Two new tirucallane-type triterpenoid saponins, Sapimukoside A (1) and Sapimukoside B (2), were isolated from the roots of Sapindus mukorossi Gaertn. On the basis of spectroscopic and chemical evidence, their structures were elucidated to be 3-O-alpha-L-rhamnopyranosyl-(1-->2)-[alpha-L-arabinopyranosyl-(1-->3)]-beta-D-glucopyranosyl-21, 23R-epoxyl tirucall-7, 24R-diene-3beta, 21-diol (1) and 3-O-alpha-L-rhamnopyranosyl-(1-->6)-beta-D-glucopyranosyl-21, 23R-epoxyl tirucall-7, 24R-diene-3beta, 21-diol (2).展开更多
A new triterpenoid saponin, namely unifloroside, together with five known compounds, was isolated from Rhaponticum uniflorum (L.) DC. The structure of the new triterpenoid saponin was elucidated as 3_O_ α_L_arabin...A new triterpenoid saponin, namely unifloroside, together with five known compounds, was isolated from Rhaponticum uniflorum (L.) DC. The structure of the new triterpenoid saponin was elucidated as 3_O_ α_L_arabinopyranosyl_urs_9(11),12_dien_28_oic acid β_D_glucopyranosyl ester mainly by using 1D, 2D_NMR techniques and chemical methods.展开更多
A new triterpenoid, methyl buergericate (12a), which was elucidated as 2 alpha, 3 alpha, 19 alpha, 24-tetrahydroxyl olean-12-en-28-oic acid methyl ester by spectroscopic methods, together with eleven known triterpenoi...A new triterpenoid, methyl buergericate (12a), which was elucidated as 2 alpha, 3 alpha, 19 alpha, 24-tetrahydroxyl olean-12-en-28-oic acid methyl ester by spectroscopic methods, together with eleven known triterpenoids was isolated from Rubus buergeri Miq. The isolation of the above chemical constituents from this plant was reported for the first time.展开更多
Two new triterpenoids, lanost-9（11）, 23Z（24）-dicnc-3β, 25-diol （1） and lanost-9（11）, 25- diene-3β, 24-diol （2） were isolated from Mulgedium tataricum L. Their structures wcrc elucidated by spectral methods.
Aim To study the saponin constituents of the seeds of Aesculus chinensis Bunge var. chekiangensis (Hu et Fang) Fang. Methods Compounds were separated and purified by macroreticular resin column chromatography and high...Aim To study the saponin constituents of the seeds of Aesculus chinensis Bunge var. chekiangensis (Hu et Fang) Fang. Methods Compounds were separated and purified by macroreticular resin column chromatography and high-performance liquid chromatography. Their structures were elucidated by spectroscopic and hydrolysis analysis. Results Six compounds were isolated from the 70% ethanolic extracts. They were identified as escins IVc, IVd, Ia, Ib, isoescins Ia and Ib, respectively. Conclusion The above compounds were obtained from the seeds of Aesculus chinensis Bunge var.chekiangensis (Hu et Fang) Fang for the first time.展开更多
A new baccharane-type triterpene, 3-acetoxy-9(11)-baccharene(1),as well as a known compound, a-amyrin(2), has been isolated from the ether extract of the roots of Saussurea lappa C. B. Clarke. The structure of the new...A new baccharane-type triterpene, 3-acetoxy-9(11)-baccharene(1),as well as a known compound, a-amyrin(2), has been isolated from the ether extract of the roots of Saussurea lappa C. B. Clarke. The structure of the new compound was identified by spectrum analysis.展开更多
A new taraxastane-20β, 28β-epoxy-28-hydroxy-3β, 11 α-diol- 11-p-hydroxylbenzoate was isolated from the roots of Potentilla multicaulis. Its structure was elucidated by spectroscopic methods, especially 2D NMR tech...A new taraxastane-20β, 28β-epoxy-28-hydroxy-3β, 11 α-diol- 11-p-hydroxylbenzoate was isolated from the roots of Potentilla multicaulis. Its structure was elucidated by spectroscopic methods, especially 2D NMR techniques.展开更多
A new triterpenoid saponin （compound 1）, together with a known one （compound 2） was isolated from the roots of Silene rubicunda Franch. The isolation and purification were performed by a series of chromatographic ...A new triterpenoid saponin （compound 1）, together with a known one （compound 2） was isolated from the roots of Silene rubicunda Franch. The isolation and purification were performed by a series of chromatographic techniques including silica gel, sephadex LH-20, and reversed-phase HPLC. Their structures were elucidated on the basis of combination of mass spectrometry and 1D, 2D NMR spectroscopy, and the new compound was identified as 3-O-{β-D-galactopyranosyl-（1→2）-[β-D-xylopyranosyl- （ 1→3 ）]-β-D-glucuronopyrannosyl } -28-O- { β-D-xylopyranosyl-（ 1 →3 ）-β-D-xylopyranosyl-（ 1 α4）-α-L-rhamnopyranosyl-（1→2）- [β-D-quinovopyranosyl-（1α4）]-β-D-fucopyranosyl} quillaic acid.展开更多
基金financially supported by the National Natural Science Foundation of China(31960090,32160562)the Natural Science Foundation of Jiangxi Province(20224BAB215046)the Project Program of State Key Laboratory of Food Science and Resources,Nanchang University(SKLF-ZZB-202129,SKLF-ZZB-202324,SKLF-KF-202216)。
文摘Cyclocarya paliurus(Batalin)Iljinskaja,as a unique and rare monocotyledonous plant in Southern China,is a promising and economical Chinese herbal medicine and functional food.People have conducted a number of research on C.paliurus because of its rich triterpenoids.However,no comprehensive review has illustrated the composition and pharmacological activity of triterpenoids from C.paliurus.This review summarizes 177 triterpenoids from different parts of C.paliurus.The structures of compounds were elucidated,and their biosynthesis was inferred.The biological activities of compounds and triterpenoid-rich extracts,including anti-diabetes,antihyperlipidemia,anti-inflammatory,anticancer or cytotoxicity,antioxidation,etc.,were discussed.C.paliurus can be an important and valuable supplement to the food market.This review provides a reference for the further research and application of C.paliurus triterpenoids in the fields of foods and pharmaceuticals.
基金supported by the Outstanding Youth Foundation of Heilongjiang Province(No.YQ2021H009).
文摘In this study,we employed a combination of genome mining and heteronuclear single quantum coherence(HSQC)-based small molecule accurate recognition technology(SMART)technology to search for fernane-type triterpenoids.Initially,potential endophytic fungi were identified through genome mining.Subsequently,fine fractions containing various fernane-type triterpenoids were selected using HSQC data collection and SMART prediction.These triterpenoids were then obtained through targeted isolation and identification.Finally,their antifungal activity was evaluated.As a result,three fernane-type triterpenoids,including two novel compounds,along with two new sesquiterpenes and four known compounds were isolated from one potential strain,Diaporthe discoidispora.Their structures were elucidated through analysis of high-resolution electrospray ionization mass spectrometry(HR-ESI-MS)and nuclear magnetic resonance(NMR)spectroscopic data.The absolute configurations were determined using single-crystal X-ray diffraction analysis and electron capture detector(ECD)analysis.Compound 3 exhibited moderate antifungal activity against Candida albicans CMCC 98001 and Aspergillus niger.
基金supported by the National Natural Science Foundation of China(Nos.21937006,U23A20510,82204245,82222072,and U24A20806)the Strategic Priority Research Program of the Chinese Academy of Sciences(No.XDB1230000)the Research Project of Yunnan Province(Nos.202401BC070016 and 202402AA310047)。
文摘Gentianopsis barbata(G.barbata)represents a significant plant species with considerable ornamental and medicinal value in China.This investigation sought to elucidate the primary constituents within the plant and investigate their pharmacological properties.Fifty triterpenoids(1-50),including nine previously undescribed compounds(1,2,7,10,20,28,29,37,and 41)were isolated and characterized from the whole plants of G.barbata.Notably,compounds 1 and 2 exhibited the novel 3,4;9,10-diseco-24-homo-cycloartane triterpenoid skeleton.The isolated triterpenoids demonstrated substantial anti-inflammatory activity through inhibition of tumor necrosis factorα(TNF-α)and interleukin-6(IL-6)cytokine secretion in LPS-induced RAW264.7 macrophages,and hepatoprotective effects by preventing tertbutyl hydroperoxide(t-BHP)-induced oxidative injury in HepG2 cells.These results demonstrate both the presence of diverse triterpenoids in G.barbata and their therapeutic potential for inflammatory and hepatic conditions,providing scientific evidence supporting the clinical application of this traditional Mongolian medicinal plant.
基金supported by the Qi-Huang Chief Scientist Project of the National Administration of Traditional Chinese Medicine(2020).
文摘Phytochemical study of the n-BuOH extract of Ilex asprella resulted in the discovery of ten new pentacyclic triterpenoid glycosides,comprising nine ursane-type glycosides(1-9)and one oleanane-type glycoside(10),along with seven known compounds(11-17).Compound 1 is the first reported 19,22-epoxy ursane triterpenoid glycoside,whereas 4 and 5 are rare examples of ursane triterpenoid glycosides containing a 28,19-lactone group.The structural characterization of these compounds was achieved using spectroscopic and chemical techniques,as well as single-crystal X-ray analysis.Compounds 7,12,15,and 17 exhibited moderate cytotoxic activities against H1975 and HCC827 cancer cells.
文摘A new compound (1) named as winchic acid and eight known ones were isolated from the stem barks of Winchia colophylla A. DC. (collected in Xishuangbanna, Yunnan Province of China). The new compound 1 was identified as 3beta-hydroxy-27-(4-hydroxy-3-methoxy-E-cinnamoyloxy)-lup-20(29)-en-28-oic acid on the basis of 1D and 2D NMR experiments. The eight known compounds were determined to be lupenone, lupenyl acetate, betulinic acid, alpha-amyrin acetate, ursolic acid, ptiloepoxide, beta-amyrin and cycloeucalenol, respectively.
基金Research Fund for the Doctoral Program of Higher Education of China(Grant No.20110001130003)the National Key Technology R&D Program "New Drug Innovation"of China(Grant No.2012ZX09301002-002-002 and 2012ZX09304-005)
文摘A reversed-phase high performance liquid chromatography （RP-HPLC） method with diode array detector （DAD） has been established to simultaneously determine six bioactive compounds in the roots ofllex pubescens, namely tortoside A, （＋）-syringaresinol, ilexsaponin B3, ilexsaponin A1, ilexsaponin B1, ilexgenin A. The RP-HPLC assay was performed on a reversed-phase C18 column with a gradient elution. The mobile phase consisted of acetonitrile and water containing 0.1% （v/v） phosphoric acid. The flow rate was 1.0 mL/min and the detection wavelength was set at 210 nm. The six marker constituents were separated well with good linearity （r2〉0.9996）, precision, stability and repeatability. The overall recoveries were in the range of 99.00%-104.52%. Cluster analysis was employed to analyze 15 batches of samples. The result indicated this method provide an efficient way to perform quality control as well as a scientific rationale for the Geo-authentication of I. pubescens.
文摘Two new tirucallane-type triterpenoid saponins, Sapimukoside A (1) and Sapimukoside B (2), were isolated from the roots of Sapindus mukorossi Gaertn. On the basis of spectroscopic and chemical evidence, their structures were elucidated to be 3-O-alpha-L-rhamnopyranosyl-(1-->2)-[alpha-L-arabinopyranosyl-(1-->3)]-beta-D-glucopyranosyl-21, 23R-epoxyl tirucall-7, 24R-diene-3beta, 21-diol (1) and 3-O-alpha-L-rhamnopyranosyl-(1-->6)-beta-D-glucopyranosyl-21, 23R-epoxyl tirucall-7, 24R-diene-3beta, 21-diol (2).
文摘A new triterpenoid saponin, namely unifloroside, together with five known compounds, was isolated from Rhaponticum uniflorum (L.) DC. The structure of the new triterpenoid saponin was elucidated as 3_O_ α_L_arabinopyranosyl_urs_9(11),12_dien_28_oic acid β_D_glucopyranosyl ester mainly by using 1D, 2D_NMR techniques and chemical methods.
文摘A new triterpenoid, methyl buergericate (12a), which was elucidated as 2 alpha, 3 alpha, 19 alpha, 24-tetrahydroxyl olean-12-en-28-oic acid methyl ester by spectroscopic methods, together with eleven known triterpenoids was isolated from Rubus buergeri Miq. The isolation of the above chemical constituents from this plant was reported for the first time.
基金the National Natural Science Foundation of China （No. 29972017）
文摘Two new triterpenoids, lanost-9（11）, 23Z（24）-dicnc-3β, 25-diol （1） and lanost-9（11）, 25- diene-3β, 24-diol （2） were isolated from Mulgedium tataricum L. Their structures wcrc elucidated by spectral methods.
文摘Aim To study the saponin constituents of the seeds of Aesculus chinensis Bunge var. chekiangensis (Hu et Fang) Fang. Methods Compounds were separated and purified by macroreticular resin column chromatography and high-performance liquid chromatography. Their structures were elucidated by spectroscopic and hydrolysis analysis. Results Six compounds were isolated from the 70% ethanolic extracts. They were identified as escins IVc, IVd, Ia, Ib, isoescins Ia and Ib, respectively. Conclusion The above compounds were obtained from the seeds of Aesculus chinensis Bunge var.chekiangensis (Hu et Fang) Fang for the first time.
基金This work was supported by the Kunming Institute of Botany,Chinese Academy of Sciences.
文摘A new baccharane-type triterpene, 3-acetoxy-9(11)-baccharene(1),as well as a known compound, a-amyrin(2), has been isolated from the ether extract of the roots of Saussurea lappa C. B. Clarke. The structure of the new compound was identified by spectrum analysis.
文摘A new taraxastane-20β, 28β-epoxy-28-hydroxy-3β, 11 α-diol- 11-p-hydroxylbenzoate was isolated from the roots of Potentilla multicaulis. Its structure was elucidated by spectroscopic methods, especially 2D NMR techniques.
基金National Natural Science Foundation of China(Grant No.81172943)
文摘A new triterpenoid saponin （compound 1）, together with a known one （compound 2） was isolated from the roots of Silene rubicunda Franch. The isolation and purification were performed by a series of chromatographic techniques including silica gel, sephadex LH-20, and reversed-phase HPLC. Their structures were elucidated on the basis of combination of mass spectrometry and 1D, 2D NMR spectroscopy, and the new compound was identified as 3-O-{β-D-galactopyranosyl-（1→2）-[β-D-xylopyranosyl- （ 1→3 ）]-β-D-glucuronopyrannosyl } -28-O- { β-D-xylopyranosyl-（ 1 →3 ）-β-D-xylopyranosyl-（ 1 α4）-α-L-rhamnopyranosyl-（1→2）- [β-D-quinovopyranosyl-（1α4）]-β-D-fucopyranosyl} quillaic acid.
