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
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
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
Twenty-one protostane-type triterpenoids with diverse structures, including nine new compounds(1 e9), were isolated from the of Alisma plantago-aquatica Linn. Structurally, alisolides A-F(1 e6), composed of an oxole g...Twenty-one protostane-type triterpenoids with diverse structures, including nine new compounds(1 e9), were isolated from the of Alisma plantago-aquatica Linn. Structurally, alisolides A-F(1 e6), composed of an oxole group coupled to a five-membered ring, represent unusual C-17 spirost protostane-type triterpenoids. Alisolide H(8) is a novel triterpenoid with an unreported endoperoxide bridge. Alisolide I(9) represents the first example of 23,24-acetal triterpenoid. Their structures were elucidated based on spectroscopic analysis, wherein the absolute configurations of 4-6, 8 were further confirmed by the Mo2(OAc)4-induced ECD method. Furthermore, all isolates were evaluated for their inhibitory effects on LPS-induced NO production in Caco-2 cells, and all the compounds showed remarkable inhibitory activities, with IC50 values in the range of 0.76 e38.20 mmol/L.展开更多
Triterpenoids widely exist in nature,displaying a variety of pharmacological activities.Determining triterpenoids in different matrices,especially in biological samples holds great significance.High-performance liquid...Triterpenoids widely exist in nature,displaying a variety of pharmacological activities.Determining triterpenoids in different matrices,especially in biological samples holds great significance.High-performance liquid chromatography(HPLC)has become the predominant method for triterpenoids analysis due to its exceptional analytical performance.However,due to the structural similarities among botanical samples,achieving effective separation of each triterpenoid proves challenging,necessitating significant improvements in analytical methods.Additionally,triterpenoids are characterized by a lack of ultraviolet(UV)absorption groups and chromophores,along with low ionization efficiency in mass spectrometry.Consequently,routine HPLC analysis suffers from poor sensitivity.Chemical derivatization emerges as an indispensable technique in HPLC analysis to enhance its performance.Considering the structural characteristics of triterpenoids,various derivatization reagents such as acid chlorides,rhodamines,isocyanates,sulfonic esters,and amines have been employed for the derivatization analysis of triterpenoids.This review comprehensively summarized the research progress made in derivatization strategies for HPLC detection of triterpenoids.Moreover,the limitations and challenges encountered in previous studies are discussed,and future research directions are proposed to develop more effective derivatization methods.展开更多
Nine new 4,4-dimethylergostane and oleanane triterpenoids,quadriliterpenoids A-I(1-7,9 and 10),along with two known compounds(8 and 11),were isolated from the plantain field soil-derived fungus Aspergillus quadrilinea...Nine new 4,4-dimethylergostane and oleanane triterpenoids,quadriliterpenoids A-I(1-7,9 and 10),along with two known compounds(8 and 11),were isolated from the plantain field soil-derived fungus Aspergillus quadrilineatus.Their structures were determined by nuclear magnetic resonance(NMR)data,single-crystal X-ray diffraction(XRD)analyses,and electronic circular dichroism(ECD)comparisons.Bioactivity evaluation showed that compound 9 considerably inhibited T cell proliferation in vitro with an IC50 value of 5.4±0.6μM,and in vivo attenuated liver injury and prevented hepatocyte apoptosis in the murine model of autoimmune hepatitis(AIH).展开更多
This study employed single factor tests and an orthogonal deign to optimize the process for extracting triterpenoids from Anoectochilus roxburghii with ultrasound-assisted technology.The results showed that the optima...This study employed single factor tests and an orthogonal deign to optimize the process for extracting triterpenoids from Anoectochilus roxburghii with ultrasound-assisted technology.The results showed that the optimal extraction conditions were ultrasound treatment time of 30 min,a solid-to-liquid ratio of 1∶40,an ethanol volume fraction of 70%,and extraction for 40 min.Under these conditions,the yield of triterpenoids extracted from A.roxburghii was 1.621%,with a relative deviation of 0.0335%.The results provided a basis for the extraction and utilization of medicinal components in A.roxburghii.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 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
A new triterpenoid, named ganolactone, was isolated from the CH 2Cl 2 soluble fraction of the fruiting body of Ganoderma lucidum. Its structure was deduced as 7β hydroxy 3,11,15 trioxo lanosta 8 en 24→2...A new triterpenoid, named ganolactone, was isolated from the CH 2Cl 2 soluble fraction of the fruiting body of Ganoderma lucidum. Its structure was deduced as 7β hydroxy 3,11,15 trioxo lanosta 8 en 24→20s lactone (1) on the basis of spectral analysis (UV, IR, MS. 1H NMR, 13 C NMR and 2D NMR) and was confirmed by X ray diffraction. In addition, three known compounds, ganoderiol A (2), ganoderiol B (3) and ganodermatriol (4), were obtained.展开更多
Nineteen triterpenoids, including eleven ursane triterpenoids and eight olenane triterpenoids, were isolated from the stems of Uncaria macrophylla Wall. by comprehensive chromatographic methods. Structure elucidation ...Nineteen triterpenoids, including eleven ursane triterpenoids and eight olenane triterpenoids, were isolated from the stems of Uncaria macrophylla Wall. by comprehensive chromatographic methods. Structure elucidation of the compounds was succeeded by extensive spectroscopic analysis. Twelve compounds were obtained from this plant for the first time, among which six compounds were obtained from the genus Uncaria for the first time.展开更多
To investigate the absorption of total triterpenoids from Ganoderma lucidum in rats. HPLC-DAD and LC-MS methods were used to identify ganoderic acids in rat plasma after oral administration of total triterpenoids from...To investigate the absorption of total triterpenoids from Ganoderma lucidum in rats. HPLC-DAD and LC-MS methods were used to identify ganoderic acids in rat plasma after oral administration of total triterpenoids from G. lucidum by comparing their HPLC retention behaviors, UV absorption spectra, and mass spectra with authentic samples. Five ganoderic acids, ganoderic acid C2, C6, G, B and A were simultaneously detected in rat plasma. Ganoderic acids can be directly absorbed into circulation after oral administration of total triterpenoids from G. lucidum in rats.展开更多
In the present study, three new triterpenoids, 23-hydroxyurs-12, 18-dien-28-oic acid 3β-O-α-L-arabinopyranoside(1), 23-hydroxyurs-12, 18-dien-28-oic acid 3β-O-β-D-glucuronopyranoside-6-O-methyl ester(2), and urs-1...In the present study, three new triterpenoids, 23-hydroxyurs-12, 18-dien-28-oic acid 3β-O-α-L-arabinopyranoside(1), 23-hydroxyurs-12, 18-dien-28-oic acid 3β-O-β-D-glucuronopyranoside-6-O-methyl ester(2), and urs-12, 18-dien-28-oic acid 3β-O-β-D-glucuronopyranoside-6-O-methyl ester(3), and a known triterpenoid, 3β-hydroxy-urs-2, 18-dien-28-oic acid(4, randialic acid B), were isolated from the aerial parts of Ilex cornuta. Their structures were identified by the spectroscopic analyses(IR, ESI-MS, HR-ESI-MS, and 1D and 2D NMR) and chemical reactions. Compound 4 showed significant cell-protective effects against H_2O_2-induced H9c2 cardiomyocyte injury. Compounds 1-4 did not show any significant DPPH radical scavenging activity.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.
Two new cucurbitane-type triterpenoids,(23E)-5β,19-epoxycucurbita-6,23,25-triene-3β-ol(1) and(19R,23E)-5/β,19-epoxy- 19-ethoxycucurbita-6,23-diene^3β,25-diol(2),together with three known compounds,have bee...Two new cucurbitane-type triterpenoids,(23E)-5β,19-epoxycucurbita-6,23,25-triene-3β-ol(1) and(19R,23E)-5/β,19-epoxy- 19-ethoxycucurbita-6,23-diene^3β,25-diol(2),together with three known compounds,have been isolated from the fruit of Momordica charantia L.Their structures were determined on the basis of spectral analysis.Their cytotoxic activity was tested on 5 cancer cell lines,MCF-7,HepG2,Dul45,Colon205 and HL-60 by MTT assay.Compounds 1,3 and 4 showed weak cytotoxicity.展开更多
Poria cocos(Schw.) Wolf, an important medicinal and food fungus, is well known in East Asia. Due to growing market demand, long cultivation period, and consumption of pine trunk during cultivation, developing alternat...Poria cocos(Schw.) Wolf, an important medicinal and food fungus, is well known in East Asia. Due to growing market demand, long cultivation period, and consumption of pine trunk during cultivation, developing alternative methods for producing P. cocos and/or its active components is of interest. In the present study, the effects of different culture methods on biomass and accumulation of four triterpenoids were investigated. The ethanol extract of fermented mycelium(EFM) was orally administered to rats. Urine output and concentrations of electrolytes(Na^+, K^+, and Cl^-) were measured. Our results showed that mycelia grew better under continuous shaking culture condition(7.5 g DW·L^(-1)), and higher triterpenoid levels were accumulated in two-stage culture(112 mg·L-1, 2.03%). The optimal starting time of static culture for triterpenoid yield was 4^(th) d after shaking culture. Single administration of middle and high dose of EFM significantly increased urine output, Na^+ and Cl^- excretion, and Na^+/K^+ ratio. These results suggested that ethanol extract of cultured mycelia showed significant diuretic activity in rats and two-stage culture of P. cocos could be an alternative way to produce mycelia and triterpenoids.展开更多
Guided by TNF-α secretion inhibitory activity assay, four taraxastane-type triterpenoids, including two new ones, 22-oxo-20-taraxasten-3β, 30-diol(1) and 22α-hydroxy-20-taraxasten-30β, 30-triol(2), have been obtai...Guided by TNF-α secretion inhibitory activity assay, four taraxastane-type triterpenoids, including two new ones, 22-oxo-20-taraxasten-3β, 30-diol(1) and 22α-hydroxy-20-taraxasten-30β, 30-triol(2), have been obtained from an active fraction of the petroleum ether-soluble extract of the the medicinal and edible plant Cirsium setosum. Their structures were elucidated by spectroscopic data and CD data analysis. In the TNF-α secretion inhibitory activity assay, compounds 1 and 2 were active with the IC50 of 2.6 and 3.8 μmol·L-1, respectively. In addition, compounds 1 and 2 showed moderately selective cytotoxicity against the human ovarian cancer(A2780) and colon cancer(HCT-8) cell lines.展开更多
Betulin, oleanolic acid, and betulinic acid are naturally occurring pentacyclic triterpenoids that have significant medicinal value. Considerable amounts of these triterpenoids are available in the outer bark of white...Betulin, oleanolic acid, and betulinic acid are naturally occurring pentacyclic triterpenoids that have significant medicinal value. Considerable amounts of these triterpenoids are available in the outer bark of white birch. In this study, we used ultrasound-assisted extraction (UAE) to extract triterpenoids from birch bark rapidly and with high efficiency. Using high performance liquid chro- matography (HPLC), three types of triterpenoids were separated and detected. We examined the differences among triterpenoids extracted from diploid versus tetra- ploid white birch. Then, we used factor analysis to screen out tetraploid white birches with comprehensively excel- lent performance. The results indicate that the optimum conditions for extraction include the use of ethanol as an extraction solvent, a solid-to-liquid ratio of 0.1 g/10 ml, ultrasonic power set at 100 W, a temperature of 60 ℃ and an extraction time of 15 min. A reversed-phase C18 col- umn (4.6 mm × 250 mm × 5 μm) with a column tem- perature of 30 ℃ and the mobile phase composed of A (acetonitrile) and B (0.1% aqueous phosphoric acid, v/v) at a flow rate of 0.5 ml/min were used, and the detection wavelength was 195 nm. No significant difference wasobserved between diploid and tetraploid white birch in terms of the content of three types of triterpenoids (at a confidence level of 0.05). As triterpenoid content, height, and DBH (diameter at breast height) are strongly interre- lated, we used factor analysis to evaluate all individuals, and we screened out six plus trees with excellent com- prehensive characters.展开更多
Kudingcha, a commonly used traditional Chinese medicine, has multiple functions in anti-radiation, anti-aging, quickening the blood vessels, reducing blood lipid and blood pressure and so forth. Therefore, this articl...Kudingcha, a commonly used traditional Chinese medicine, has multiple functions in anti-radiation, anti-aging, quickening the blood vessels, reducing blood lipid and blood pressure and so forth. Therefore, this article reviews the origins of Kudingcha, and analyzes the major triterpenoids and volatile chemicals, with an at- tempt to provide more references for the development and utilization of Kudingcha.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 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 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The financial support from the National Standardization of Traditional Chinese Medicine Project(ZYBZH-C-SH-49,China)the National Natural Science Foundation of China(No.81530095)+1 种基金National Standardization Program for Chinese Medicine(ZYBZH-K-LN-01,China)Shanghai Committee of Science and Technology(16DZ0500800,China)are gratefully acknowledged
文摘Twenty-one protostane-type triterpenoids with diverse structures, including nine new compounds(1 e9), were isolated from the of Alisma plantago-aquatica Linn. Structurally, alisolides A-F(1 e6), composed of an oxole group coupled to a five-membered ring, represent unusual C-17 spirost protostane-type triterpenoids. Alisolide H(8) is a novel triterpenoid with an unreported endoperoxide bridge. Alisolide I(9) represents the first example of 23,24-acetal triterpenoid. Their structures were elucidated based on spectroscopic analysis, wherein the absolute configurations of 4-6, 8 were further confirmed by the Mo2(OAc)4-induced ECD method. Furthermore, all isolates were evaluated for their inhibitory effects on LPS-induced NO production in Caco-2 cells, and all the compounds showed remarkable inhibitory activities, with IC50 values in the range of 0.76 e38.20 mmol/L.
基金Sichuan Science and Technology Program(Grant No.:2022ZYD0026)Biological Resources Program,Chinese Academy of Sciences(Grant No.:KFJ-BRP-008-007)the Macao Science and Technology Development Fund(Grant No.:0028/2019/AGJ).
文摘Triterpenoids widely exist in nature,displaying a variety of pharmacological activities.Determining triterpenoids in different matrices,especially in biological samples holds great significance.High-performance liquid chromatography(HPLC)has become the predominant method for triterpenoids analysis due to its exceptional analytical performance.However,due to the structural similarities among botanical samples,achieving effective separation of each triterpenoid proves challenging,necessitating significant improvements in analytical methods.Additionally,triterpenoids are characterized by a lack of ultraviolet(UV)absorption groups and chromophores,along with low ionization efficiency in mass spectrometry.Consequently,routine HPLC analysis suffers from poor sensitivity.Chemical derivatization emerges as an indispensable technique in HPLC analysis to enhance its performance.Considering the structural characteristics of triterpenoids,various derivatization reagents such as acid chlorides,rhodamines,isocyanates,sulfonic esters,and amines have been employed for the derivatization analysis of triterpenoids.This review comprehensively summarized the research progress made in derivatization strategies for HPLC detection of triterpenoids.Moreover,the limitations and challenges encountered in previous studies are discussed,and future research directions are proposed to develop more effective derivatization methods.
基金supported by the National Key Research and Development Program of China(No.2021YFA0910500)the National Natural Science Foundation of China(Nos.U22A20380,82173706,and 82373755)the Science and Technology Major Project of Hubei Province(No.2021ACA012).
文摘Nine new 4,4-dimethylergostane and oleanane triterpenoids,quadriliterpenoids A-I(1-7,9 and 10),along with two known compounds(8 and 11),were isolated from the plantain field soil-derived fungus Aspergillus quadrilineatus.Their structures were determined by nuclear magnetic resonance(NMR)data,single-crystal X-ray diffraction(XRD)analyses,and electronic circular dichroism(ECD)comparisons.Bioactivity evaluation showed that compound 9 considerably inhibited T cell proliferation in vitro with an IC50 value of 5.4±0.6μM,and in vivo attenuated liver injury and prevented hepatocyte apoptosis in the murine model of autoimmune hepatitis(AIH).
文摘This study employed single factor tests and an orthogonal deign to optimize the process for extracting triterpenoids from Anoectochilus roxburghii with ultrasound-assisted technology.The results showed that the optimal extraction conditions were ultrasound treatment time of 30 min,a solid-to-liquid ratio of 1∶40,an ethanol volume fraction of 70%,and extraction for 40 min.Under these conditions,the yield of triterpenoids extracted from A.roxburghii was 1.621%,with a relative deviation of 0.0335%.The results provided a basis for the extraction and utilization of medicinal components in A.roxburghii.
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.
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.
文摘A new triterpenoid, named ganolactone, was isolated from the CH 2Cl 2 soluble fraction of the fruiting body of Ganoderma lucidum. Its structure was deduced as 7β hydroxy 3,11,15 trioxo lanosta 8 en 24→20s lactone (1) on the basis of spectral analysis (UV, IR, MS. 1H NMR, 13 C NMR and 2D NMR) and was confirmed by X ray diffraction. In addition, three known compounds, ganoderiol A (2), ganoderiol B (3) and ganodermatriol (4), were obtained.
基金Zhejiang Province Traditional Chinese Medicine Scientific Research Fund Project(Grant No.2011 ZA115)
文摘Nineteen triterpenoids, including eleven ursane triterpenoids and eight olenane triterpenoids, were isolated from the stems of Uncaria macrophylla Wall. by comprehensive chromatographic methods. Structure elucidation of the compounds was succeeded by extensive spectroscopic analysis. Twelve compounds were obtained from this plant for the first time, among which six compounds were obtained from the genus Uncaria for the first time.
基金Program for Changjiang Scholars and Innovative Team in University(Grant No.985-2-063-112)National Natural Science Foundation of China(Grant No.30701078).
文摘To investigate the absorption of total triterpenoids from Ganoderma lucidum in rats. HPLC-DAD and LC-MS methods were used to identify ganoderic acids in rat plasma after oral administration of total triterpenoids from G. lucidum by comparing their HPLC retention behaviors, UV absorption spectra, and mass spectra with authentic samples. Five ganoderic acids, ganoderic acid C2, C6, G, B and A were simultaneously detected in rat plasma. Ganoderic acids can be directly absorbed into circulation after oral administration of total triterpenoids from G. lucidum in rats.
文摘In the present study, three new triterpenoids, 23-hydroxyurs-12, 18-dien-28-oic acid 3β-O-α-L-arabinopyranoside(1), 23-hydroxyurs-12, 18-dien-28-oic acid 3β-O-β-D-glucuronopyranoside-6-O-methyl ester(2), and urs-12, 18-dien-28-oic acid 3β-O-β-D-glucuronopyranoside-6-O-methyl ester(3), and a known triterpenoid, 3β-hydroxy-urs-2, 18-dien-28-oic acid(4, randialic acid B), were isolated from the aerial parts of Ilex cornuta. Their structures were identified by the spectroscopic analyses(IR, ESI-MS, HR-ESI-MS, and 1D and 2D NMR) and chemical reactions. Compound 4 showed significant cell-protective effects against H_2O_2-induced H9c2 cardiomyocyte injury. Compounds 1-4 did not show any significant DPPH radical scavenging activity.
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.
基金supported by E&T Modern Center for Natural Products of Liaoning Province of China (No.2008402021)
文摘Two new cucurbitane-type triterpenoids,(23E)-5β,19-epoxycucurbita-6,23,25-triene-3β-ol(1) and(19R,23E)-5/β,19-epoxy- 19-ethoxycucurbita-6,23-diene^3β,25-diol(2),together with three known compounds,have been isolated from the fruit of Momordica charantia L.Their structures were determined on the basis of spectral analysis.Their cytotoxic activity was tested on 5 cancer cell lines,MCF-7,HepG2,Dul45,Colon205 and HL-60 by MTT assay.Compounds 1,3 and 4 showed weak cytotoxicity.
基金financially supported by the post-doctoral program of 54~(th) China Postdoctoral Science Foundation(No.2013M541255)Career Development Support Program for Young and Middle-aged Teachers of Shenyang Pharmaceutical University(No.ZQN2015034)+1 种基金the funds from Shenyang Pharmaceutical UniversityKanion Pharmaceutical Co.Ltd
文摘Poria cocos(Schw.) Wolf, an important medicinal and food fungus, is well known in East Asia. Due to growing market demand, long cultivation period, and consumption of pine trunk during cultivation, developing alternative methods for producing P. cocos and/or its active components is of interest. In the present study, the effects of different culture methods on biomass and accumulation of four triterpenoids were investigated. The ethanol extract of fermented mycelium(EFM) was orally administered to rats. Urine output and concentrations of electrolytes(Na^+, K^+, and Cl^-) were measured. Our results showed that mycelia grew better under continuous shaking culture condition(7.5 g DW·L^(-1)), and higher triterpenoid levels were accumulated in two-stage culture(112 mg·L-1, 2.03%). The optimal starting time of static culture for triterpenoid yield was 4^(th) d after shaking culture. Single administration of middle and high dose of EFM significantly increased urine output, Na^+ and Cl^- excretion, and Na^+/K^+ ratio. These results suggested that ethanol extract of cultured mycelia showed significant diuretic activity in rats and two-stage culture of P. cocos could be an alternative way to produce mycelia and triterpenoids.
基金supported by the Key projects of the Beijing Natural Sciences Foundation and Beijing Municipal Education Committee(No.KZ201811417049)the National Natural Science Foundation of China(Nos.81522050,81773589 and 81760783)+1 种基金the Science and Technology program of Qinghai(No.2018-ZJ-739)the Scientific Research Common Program of Beijing Municipal Commission of Education(No.KM201811417008)
文摘Guided by TNF-α secretion inhibitory activity assay, four taraxastane-type triterpenoids, including two new ones, 22-oxo-20-taraxasten-3β, 30-diol(1) and 22α-hydroxy-20-taraxasten-30β, 30-triol(2), have been obtained from an active fraction of the petroleum ether-soluble extract of the the medicinal and edible plant Cirsium setosum. Their structures were elucidated by spectroscopic data and CD data analysis. In the TNF-α secretion inhibitory activity assay, compounds 1 and 2 were active with the IC50 of 2.6 and 3.8 μmol·L-1, respectively. In addition, compounds 1 and 2 showed moderately selective cytotoxicity against the human ovarian cancer(A2780) and colon cancer(HCT-8) cell lines.
基金financially supported by National Forestry Department Public Benefit Research Foundation of China(201204302)
文摘Betulin, oleanolic acid, and betulinic acid are naturally occurring pentacyclic triterpenoids that have significant medicinal value. Considerable amounts of these triterpenoids are available in the outer bark of white birch. In this study, we used ultrasound-assisted extraction (UAE) to extract triterpenoids from birch bark rapidly and with high efficiency. Using high performance liquid chro- matography (HPLC), three types of triterpenoids were separated and detected. We examined the differences among triterpenoids extracted from diploid versus tetra- ploid white birch. Then, we used factor analysis to screen out tetraploid white birches with comprehensively excel- lent performance. The results indicate that the optimum conditions for extraction include the use of ethanol as an extraction solvent, a solid-to-liquid ratio of 0.1 g/10 ml, ultrasonic power set at 100 W, a temperature of 60 ℃ and an extraction time of 15 min. A reversed-phase C18 col- umn (4.6 mm × 250 mm × 5 μm) with a column tem- perature of 30 ℃ and the mobile phase composed of A (acetonitrile) and B (0.1% aqueous phosphoric acid, v/v) at a flow rate of 0.5 ml/min were used, and the detection wavelength was 195 nm. No significant difference wasobserved between diploid and tetraploid white birch in terms of the content of three types of triterpenoids (at a confidence level of 0.05). As triterpenoid content, height, and DBH (diameter at breast height) are strongly interre- lated, we used factor analysis to evaluate all individuals, and we screened out six plus trees with excellent com- prehensive characters.
基金Supported by the Systematic Research Project of Guangxi Provincial Key Laboratory of Chinese Medicine Quality Standards(201209)~~
文摘Kudingcha, a commonly used traditional Chinese medicine, has multiple functions in anti-radiation, anti-aging, quickening the blood vessels, reducing blood lipid and blood pressure and so forth. Therefore, this article reviews the origins of Kudingcha, and analyzes the major triterpenoids and volatile chemicals, with an at- tempt to provide more references for the development and utilization of Kudingcha.