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.
riterpenoids 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 ...riterpenoids 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
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
Two new cucurbitacins,jinfushanencins A(1)and B(2),seven new cucurbitane glycosides,jinfushanosides E-K(3-9),along with nine known analogues,were obtained from the tubers of Hemsleya penxianensis.Their structures were...Two new cucurbitacins,jinfushanencins A(1)and B(2),seven new cucurbitane glycosides,jinfushanosides E-K(3-9),along with nine known analogues,were obtained from the tubers of Hemsleya penxianensis.Their structures were elucidated on the basis of extensive spectroscopic and chemical methods.Selected isolates were tested their anti-HIV-1 activities,and compound 5 showed weak anti-HIV-1 in C8166 cell(EC50=5.9μg/mL)with a selectivity index of 13.5.展开更多
Two new triterpenoids named intercedenol A and B were isolated from the acid hydrolysate of the crude glycoside fraction. The structures were elucidated by ESI-MS and NMR spectrum.
Two new taraxastane-type triterpenes. 3 beta. 21 beta -dihydroxyl-20(30)-en-taraxastane 1 and 3 beta. 30-dihydroxy-20(21)-en-taraxastane 2. were isolated from Saussurea petrovii. Their structures were elucidated by sp...Two new taraxastane-type triterpenes. 3 beta. 21 beta -dihydroxyl-20(30)-en-taraxastane 1 and 3 beta. 30-dihydroxy-20(21)-en-taraxastane 2. were isolated from Saussurea petrovii. Their structures were elucidated by spectral methods (EIMS. IR. 1D and 2DNMR).展开更多
Cyclocarya paliurus is widely distributed in subtropical areas of China.Secondary metabolites in the leaves,including flavonoids and triterpenoids,provide protection against diseases such as hyperlipidemia,diabetes,hy...Cyclocarya paliurus is widely distributed in subtropical areas of China.Secondary metabolites in the leaves,including flavonoids and triterpenoids,provide protection against diseases such as hyperlipidemia,diabetes,hypertension,and hypoimmunity.In this study,343 C.paliurus leaves were collected from 32 distinct populations covering most of the main distribution,to deduce the response of flavonoids and triterpenoids to seven environmental factors.Principal component analysis was performed using seven flavonoid and six triterpenoid compounds.The results show that altitude,latitude,and longitude significantly contributed to variations in total flavonoid and triterpenoid contents.In addition,the interaction of these metabolites was extensively correlated with environment changes,and therefore should be considered during selection and cultivation.展开更多
Two new tirucallane triterpenoids,2a-ethoxy-2,3-secotirucalla-2,29-epoxy-7-ene-23-oxo-3-oic acid(1)and(23E)-2a-hydroxytirucalla-7,23,25-triene-3-one(2),along with the known 2,3-secotirucalla-2,3;2,29-diepoxy-7-ene-3,2...Two new tirucallane triterpenoids,2a-ethoxy-2,3-secotirucalla-2,29-epoxy-7-ene-23-oxo-3-oic acid(1)and(23E)-2a-hydroxytirucalla-7,23,25-triene-3-one(2),along with the known 2,3-secotirucalla-2,3;2,29-diepoxy-7-ene-3,23-dione(3),were isolated from the leaves and twigs of Aphanamixis grandifolia.Their structures were elucidated by extensive NMR and MS data,and compound 3 was further confirmed by X-ray crystal diffraction analysis.Antimicrobial activities and insecticidal activities of these three compounds were also evaluated.Compound 1 showed good antimicrobial activity against Staphylococcus aureus with the MIC value of 1.56μg/mL,while compounds 1 and 2 showed insecticidal activity at 100 ppm,with the corrected mortality 79.1%and 60.6%,respectively.展开更多
Six new lanostane-type triterpenoids,namely leucocontextins S-X(1-6),together with twelve known compounds,were isolated from the fruiting bodies of Ganoderma leucocontextum.Their structures were established by MS and ...Six new lanostane-type triterpenoids,namely leucocontextins S-X(1-6),together with twelve known compounds,were isolated from the fruiting bodies of Ganoderma leucocontextum.Their structures were established by MS and NMR data.展开更多
OBJECTIVE To explore the protective effects of total triterpenoids extracts from Cyclocarya paliurus(Batal.)Iljinskaja on STZ-stimulated INS-1 cells through regulating of autophagy and apoptosis.METHODS INS-1cells wer...OBJECTIVE To explore the protective effects of total triterpenoids extracts from Cyclocarya paliurus(Batal.)Iljinskaja on STZ-stimulated INS-1 cells through regulating of autophagy and apoptosis.METHODS INS-1cells were cultured in media containing 3n M STZ and different doses of total triterpenoids extracts from Cyclocarya paliurus(Batal.)Iljinskaja.The proliferation of cells was examined by MTT assay,ROS content were detected by fluorescence enzyme label.The levels of superoxide dismutase(SOD),glutathione peroxidase(GSH-Px),hydrogen peroxidase(CAT),malondialdehyde(MDA)were also measured by colorimetry.The activities of caspase-3,9 were also observed by Caspase colorimetric assay kit in each group.The expressions of Bcl-2 m RNA and Bax m RNA were detected by Real time PCR,protein expression of LC3-Ⅱand PARP were detected by Western blotting.RESULTS Compared with the control group,total triterpenoids extracts from Cyclocarya paliurus(Batal.)Iljinskaja could promote the proliferation of INS-1 cells no matter with STZ or not when its concentration lower than 25μg·m L-1;but when its concentration higher than 100μg·m L-(1use individually)or 50μg·m L-1(combined use),total triterpenoids extracts from Cyclocarya paliurus(Batal.)Iljinskaja might significantly inhibite the growth of the cells whether STZ existed or not.Total triterpenoids extracts from Cyclocarya paliurus(Batal.)Iljinskaja(6.25,12.5,25μg·m L-1)might inhibit INS-1cell apoptosis,decrease intra-cellular ROS contents,improve the s upernatant liquid SOD,GSH-PX,CAT activities,decrease MDA level,promote INS-1 cell secreting insulin,decrease the protein expressions of autophagy protein LC3Ⅱand apoptosis regulating protein cleaved PARP protein,up-regulate the anti-apoptotic protein Bcl-2 m RNA expression,down-regulate the pro-apoptotic protein Bax m RNA expression and Bcl-2and Bax,reduce the activity of caspase-9 and caspase-3(P<0.05 or P<0.01).CONCLUSION Total triterpenoids extracts from Cyclocarya paliurus(Batal.)Iljinskaja has good protective effect on STZ-stimulated INS-1cells.It can inhibit STZ injured INS-1 cells to overproduce ROS production,enhance endogenous antioxidant enzymes(GSH-Px,SOD,CAT activities),reduce the expression of autophagy protein LC3Ⅱand apoptosisregulating protein cleaved PARP,up-reglute the antiapoptosis protein Bcl-2 expression,down-regulate the pro-apoptotic protein Bax expression,decrease the caspase-9 and caspase-3 activities,and improve the INS-1cell survival rate,and then play a protective effect on damaged INS-1 cells.展开更多
Six new 9,19-cycloartane triterpene derivatives,as well as 3 known analogues(7–9),were isolated from the roots of Cimicifuga foetida L.Their structures were established on the basis of extensive spectroscopic analyse...Six new 9,19-cycloartane triterpene derivatives,as well as 3 known analogues(7–9),were isolated from the roots of Cimicifuga foetida L.Their structures were established on the basis of extensive spectroscopic analyses(IR,UV,ORD,HRESIMS,1D and 2D NMR).展开更多
Four new rearranged 6/6/5/6-fused lanostane-type triterpenoids,kadcoccitanes A-D(1-4),were isolated from the roots of Kadsura coccinea,and their structures were mainly elucidated by comprehensive analysis of their spe...Four new rearranged 6/6/5/6-fused lanostane-type triterpenoids,kadcoccitanes A-D(1-4),were isolated from the roots of Kadsura coccinea,and their structures were mainly elucidated by comprehensive analysis of their spectroscopic data.Additionally,the structure of 1 was ambiguously verifed by single-crystal X-ray difraction,while the structure of 2,which features a novel 8,16-epoxy motif,was validated by quantum chemical calculation of NMR parameters and ECD spectrum.Moreover,1 and 4 were found to exhibited anticoagulant activity,while 3 and 4 were found to possess anti-platelet aggregation activity.展开更多
In present study,four new dammarane-type triterpenoids,namely caffruones A–D(1–4),were isolated from the cherries of Coffea arabica.Their structures were elucidated by extensive spectroscopic analysis including 1D,2...In present study,four new dammarane-type triterpenoids,namely caffruones A–D(1–4),were isolated from the cherries of Coffea arabica.Their structures were elucidated by extensive spectroscopic analysis including 1D,2D NMR(HSQC,HMBC,^(1)H–^(1)H COSY,and ROESY),HRMS and IR spectra.This is the first time that tetracyclic triterpenes have been reported in genus Coffea.展开更多
Three new triterpenoids,3β-hydroxy-urs-30-p-Z-hydroxycinnamoyl-12-en-28-oic-acid(1),3β-hydroxy-olean-30-p-E-hydroxycinnamoyl-12-en-28-oic-acid(2)and 3β,6α-dihydroxy-urs-14-en-12-one(3),together with seven known tr...Three new triterpenoids,3β-hydroxy-urs-30-p-Z-hydroxycinnamoyl-12-en-28-oic-acid(1),3β-hydroxy-olean-30-p-E-hydroxycinnamoyl-12-en-28-oic-acid(2)and 3β,6α-dihydroxy-urs-14-en-12-one(3),together with seven known triterpenoids,were isolated from the roots of Rubia schumanniana.Their structures were established by means of spectroscopic analysis.All compounds were evaluated for cytotoxic activity,and compounds 2-6 showed cytotoxicity with the IC50 values of 10.75~18.87μg/mL.展开更多
Three new limonoid-type triterpenoids,namely toonasins A–C(1–3)with a rare lactam E ring,along with six known compounds(4–9)were isolated from the barks of Toona sinensis.The structures of new compounds were elucid...Three new limonoid-type triterpenoids,namely toonasins A–C(1–3)with a rare lactam E ring,along with six known compounds(4–9)were isolated from the barks of Toona sinensis.The structures of new compounds were elucidated by interpretation of spectroscopic data,and the relative configuration of compound 1 was further characterized by X-ray crystallographic analyses.The isolated compounds were evaluated for their cytotoxic activities against five human tumor cell lines(HL-60,SMMC-7721,A-549,MCF-7 and SW480),and compounds 3 and 5 showed weak cytotoxicities.展开更多
[Objectives] To optimize the extraction process and determine the total triterpenoids from Semen Trichosanthis.[Methods]The Box-behnken response surface methodology was applied to optimize the extraction conditions of...[Objectives] To optimize the extraction process and determine the total triterpenoids from Semen Trichosanthis.[Methods]The Box-behnken response surface methodology was applied to optimize the extraction conditions of total triterpenoids in Semen Trichosanthis.And the spectrophotometry was used to determine the content of total triterpenoids in Semen Trichosanthis.[Results] The optimal extraction conditions were solid to liquid ratio of 40∶ 1,ultrasonic time of 20 min,and ultrasonic power of 100 W.Under these conditions,the content of total triterpenoids in Semen Trichosanthis was significantly different among the 10 production areas,among which the No.9 production area(Anhui 1) had the highest total triterpenoids content of 45.71 mg/g,while No.7 production area(Shandong) had the lowest total triterpenoids content of 15.22 mg/g.[Conclusions]The Box-behnken response surface methodology is reliable for the extraction of total triterpenoids in Semen Trichosanthis,and the spectrophotometry is proper for determining the content of total triterpenoids in Semen Trichosanthis.There are large differences in the content of total triterpenoids in Semen Trichosanthis produced in different areas.展开更多
Three rare triterpenoids,saponaceolides Q–S(1–3),have been isolated from fruiting bodies of the mushroom Tricholoma terreum.Their structures were characterized based on extensive spectroscopic data.Compound 1 showed...Three rare triterpenoids,saponaceolides Q–S(1–3),have been isolated from fruiting bodies of the mushroom Tricholoma terreum.Their structures were characterized based on extensive spectroscopic data.Compound 1 showed certain cytotoxicities against four human tumor cell lines.展开更多
Eight new triterpenoids were isolated from Ainsliaea latifolia.The structures of these compounds were elucidated by interpretation of spectroscopic data,including HRESIMS and NMR data.Compounds 4–6 are identifed as r...Eight new triterpenoids were isolated from Ainsliaea latifolia.The structures of these compounds were elucidated by interpretation of spectroscopic data,including HRESIMS and NMR data.Compounds 4–6 are identifed as rare trinorcucurbitane or tetranorcucurbitane triterpenoids.The absolute confgurations of compounds 1 and 2 were confrmed by Snatzke’s method.All compounds were evaluated for their inhibition against cyclooxyenase-2(COX-2),in which compound 4 showed signifcant inhibitory efect against COX-2 with IC_(50) value of 3.98±0.32μM,comparable to that of positive control NS-398(IC504.14±0.28μM).展开更多
Antrodia cinnamomea is a precious medicinal mushroom.It exhibits promising therapeutic effects on cancer,intoxication,hypertension,hepatitis,and inflammation.Its major bioactive constituents are ergostane and lanostan...Antrodia cinnamomea is a precious medicinal mushroom.It exhibits promising therapeutic effects on cancer,intoxication,hypertension,hepatitis,and inflammation.Its major bioactive constituents are ergostane and lanostane triterpenoids.In this study,we used intestinal Caco-2 cell monolayer model to reveal the intestinal absorption property of 14 representative triterpenoids from A.cinnamomea.The bidirectional transport through the monolayer at different time points was monitored by a fully validated LC/MS/MS method.In the case of pure compounds,ergostanes 5(25R-antcin H),6(25Santcin H)and 10(25R-antcin B)could readily pass through the Caco-2 cell layer,whereas lanostanes 13(dehydroeburicoic acid)and 14(eburicoic acid)could hardly pass through.When the cells were treated with A.cinnamomea extract,antcins A,B,C,H and K(1–6 and 9–11)were absorbed via passive transcellular diffusion,and showed high PAB and PBA values(>2.5×10^(-5) cm/s).Meanwhile,the lanostanes dehydrosulphurenic acid(8),15a-acetyldehydrosulphurenic acid(12),13 and 14 exhibited poor permeability.Transport features of these compounds were consistent with their pharmacokinetic behaviors in rats.This study could also be helpful in predicting the intestinal absorption of A.cinnamomea in human.展开更多
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riterpenoids 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 Natural Science Foundation of Yunnan Province(2008CD158)the Western Doctoral Foundation of Chinese Academy of Sciences(J.C.Chen)+1 种基金the Foundation of State Key Laboratory of Phytochemistry and Plant Resources in West China,Kunming Institute of Botany,Chinese Academy of Sciences(P2008ZZ23,P2010ZZ14)the Cooperative Project of Guangdong Province and CAS(2009B091300135).
文摘Two new cucurbitacins,jinfushanencins A(1)and B(2),seven new cucurbitane glycosides,jinfushanosides E-K(3-9),along with nine known analogues,were obtained from the tubers of Hemsleya penxianensis.Their structures were elucidated on the basis of extensive spectroscopic and chemical methods.Selected isolates were tested their anti-HIV-1 activities,and compound 5 showed weak anti-HIV-1 in C8166 cell(EC50=5.9μg/mL)with a selectivity index of 13.5.
文摘Two new triterpenoids named intercedenol A and B were isolated from the acid hydrolysate of the crude glycoside fraction. The structures were elucidated by ESI-MS and NMR spectrum.
基金the Department of Science and Technology of China for financial support (Grant No. G1998051113).
文摘Two new taraxastane-type triterpenes. 3 beta. 21 beta -dihydroxyl-20(30)-en-taraxastane 1 and 3 beta. 30-dihydroxy-20(21)-en-taraxastane 2. were isolated from Saussurea petrovii. Their structures were elucidated by spectral methods (EIMS. IR. 1D and 2DNMR).
基金supported by the Natural Science Foundation of Jiangsu Province(Grants No.BK 20160926)the Forestry Science and Technology Promotion Project from the State Forestry Administration of China[2017(08)]the Priority Academic Program Development of Jiangsu Higher Education Institutions(PAPD).
文摘Cyclocarya paliurus is widely distributed in subtropical areas of China.Secondary metabolites in the leaves,including flavonoids and triterpenoids,provide protection against diseases such as hyperlipidemia,diabetes,hypertension,and hypoimmunity.In this study,343 C.paliurus leaves were collected from 32 distinct populations covering most of the main distribution,to deduce the response of flavonoids and triterpenoids to seven environmental factors.Principal component analysis was performed using seven flavonoid and six triterpenoid compounds.The results show that altitude,latitude,and longitude significantly contributed to variations in total flavonoid and triterpenoid contents.In addition,the interaction of these metabolites was extensively correlated with environment changes,and therefore should be considered during selection and cultivation.
基金This work was financially supported by grants from the National Basic Research Program of China(973 Program,2009CB522300 and 2009CB940900)National Natural Science Funding of China(31170332)the Young Academic and Technical Leader Raising Foundation of Yunnan Province(2010CI047).
文摘Two new tirucallane triterpenoids,2a-ethoxy-2,3-secotirucalla-2,29-epoxy-7-ene-23-oxo-3-oic acid(1)and(23E)-2a-hydroxytirucalla-7,23,25-triene-3-one(2),along with the known 2,3-secotirucalla-2,3;2,29-diepoxy-7-ene-3,23-dione(3),were isolated from the leaves and twigs of Aphanamixis grandifolia.Their structures were elucidated by extensive NMR and MS data,and compound 3 was further confirmed by X-ray crystal diffraction analysis.Antimicrobial activities and insecticidal activities of these three compounds were also evaluated.Compound 1 showed good antimicrobial activity against Staphylococcus aureus with the MIC value of 1.56μg/mL,while compounds 1 and 2 showed insecticidal activity at 100 ppm,with the corrected mortality 79.1%and 60.6%,respectively.
基金This work was financially supported by National Key Technology Support Program,China(2013BAI11B02)NSFC-joint fund of Yunnan Province(81561148013)National Natural Science Foundation of China(81373289).
文摘Six new lanostane-type triterpenoids,namely leucocontextins S-X(1-6),together with twelve known compounds,were isolated from the fruiting bodies of Ganoderma leucocontextum.Their structures were established by MS and NMR data.
基金The project supported by National Natural and Science Foundation of China(81341141)Yichang Qingqianliu Biotechnology Co.,Ltd.(SDHZ201602)Science and Technology Bureau of Yichang city(A15301-25)
文摘OBJECTIVE To explore the protective effects of total triterpenoids extracts from Cyclocarya paliurus(Batal.)Iljinskaja on STZ-stimulated INS-1 cells through regulating of autophagy and apoptosis.METHODS INS-1cells were cultured in media containing 3n M STZ and different doses of total triterpenoids extracts from Cyclocarya paliurus(Batal.)Iljinskaja.The proliferation of cells was examined by MTT assay,ROS content were detected by fluorescence enzyme label.The levels of superoxide dismutase(SOD),glutathione peroxidase(GSH-Px),hydrogen peroxidase(CAT),malondialdehyde(MDA)were also measured by colorimetry.The activities of caspase-3,9 were also observed by Caspase colorimetric assay kit in each group.The expressions of Bcl-2 m RNA and Bax m RNA were detected by Real time PCR,protein expression of LC3-Ⅱand PARP were detected by Western blotting.RESULTS Compared with the control group,total triterpenoids extracts from Cyclocarya paliurus(Batal.)Iljinskaja could promote the proliferation of INS-1 cells no matter with STZ or not when its concentration lower than 25μg·m L-1;but when its concentration higher than 100μg·m L-(1use individually)or 50μg·m L-1(combined use),total triterpenoids extracts from Cyclocarya paliurus(Batal.)Iljinskaja might significantly inhibite the growth of the cells whether STZ existed or not.Total triterpenoids extracts from Cyclocarya paliurus(Batal.)Iljinskaja(6.25,12.5,25μg·m L-1)might inhibit INS-1cell apoptosis,decrease intra-cellular ROS contents,improve the s upernatant liquid SOD,GSH-PX,CAT activities,decrease MDA level,promote INS-1 cell secreting insulin,decrease the protein expressions of autophagy protein LC3Ⅱand apoptosis regulating protein cleaved PARP protein,up-regulate the anti-apoptotic protein Bcl-2 m RNA expression,down-regulate the pro-apoptotic protein Bax m RNA expression and Bcl-2and Bax,reduce the activity of caspase-9 and caspase-3(P<0.05 or P<0.01).CONCLUSION Total triterpenoids extracts from Cyclocarya paliurus(Batal.)Iljinskaja has good protective effect on STZ-stimulated INS-1cells.It can inhibit STZ injured INS-1 cells to overproduce ROS production,enhance endogenous antioxidant enzymes(GSH-Px,SOD,CAT activities),reduce the expression of autophagy protein LC3Ⅱand apoptosisregulating protein cleaved PARP,up-reglute the antiapoptosis protein Bcl-2 expression,down-regulate the pro-apoptotic protein Bax expression,decrease the caspase-9 and caspase-3 activities,and improve the INS-1cell survival rate,and then play a protective effect on damaged INS-1 cells.
基金This project was supported by Program for National Natural Science Foundation of China(Nos.U1132604 and 81302670)The Major Deployment Program of the CAS(No.KSZDEW-Z-004-03)Foundation of State Key Laboratory of Phytochemistry and Plant Resources in West China(P2008-ZZ05).
文摘Six new 9,19-cycloartane triterpene derivatives,as well as 3 known analogues(7–9),were isolated from the roots of Cimicifuga foetida L.Their structures were established on the basis of extensive spectroscopic analyses(IR,UV,ORD,HRESIMS,1D and 2D NMR).
基金supported financially by the National Natural Science Foundation of China(Nos.81874298 and 81673329).
文摘Four new rearranged 6/6/5/6-fused lanostane-type triterpenoids,kadcoccitanes A-D(1-4),were isolated from the roots of Kadsura coccinea,and their structures were mainly elucidated by comprehensive analysis of their spectroscopic data.Additionally,the structure of 1 was ambiguously verifed by single-crystal X-ray difraction,while the structure of 2,which features a novel 8,16-epoxy motif,was validated by quantum chemical calculation of NMR parameters and ECD spectrum.Moreover,1 and 4 were found to exhibited anticoagulant activity,while 3 and 4 were found to possess anti-platelet aggregation activity.
基金This study was supported financially by the National Natural Science Foundation of China,China(No.31670364)Project of Key New Productions of Yunnan Province,China(No.2015BB002)+2 种基金the STS Programme of Chinese Academy of Sciences,China(KFJ-SW-STS-143-8)Special Fund Project of Pu’er municipal government,China(2017)Foundation of State Key Laboratory of Phytochemistry and Plant Resources in West China,China(P2015-ZZ09).
文摘In present study,four new dammarane-type triterpenoids,namely caffruones A–D(1–4),were isolated from the cherries of Coffea arabica.Their structures were elucidated by extensive spectroscopic analysis including 1D,2D NMR(HSQC,HMBC,^(1)H–^(1)H COSY,and ROESY),HRMS and IR spectra.This is the first time that tetracyclic triterpenes have been reported in genus Coffea.
基金supported by the National Natural Science Foundation of China(U1032602,91013002,30725048)the National New Drug Innovation Major Project of China(2011ZX09307-002-02)the National Basic Reaearch Program of China(2009 CB522300).
文摘Three new triterpenoids,3β-hydroxy-urs-30-p-Z-hydroxycinnamoyl-12-en-28-oic-acid(1),3β-hydroxy-olean-30-p-E-hydroxycinnamoyl-12-en-28-oic-acid(2)and 3β,6α-dihydroxy-urs-14-en-12-one(3),together with seven known triterpenoids,were isolated from the roots of Rubia schumanniana.Their structures were established by means of spectroscopic analysis.All compounds were evaluated for cytotoxic activity,and compounds 2-6 showed cytotoxicity with the IC50 values of 10.75~18.87μg/mL.
基金the National Knowledge Innovation of CAS(No.KSCX2-YW-G-038)the Foundation of State Key Laboratory of Phytochemistry and Plant Resources in West China(P2015-ZZ09)。
文摘Three new limonoid-type triterpenoids,namely toonasins A–C(1–3)with a rare lactam E ring,along with six known compounds(4–9)were isolated from the barks of Toona sinensis.The structures of new compounds were elucidated by interpretation of spectroscopic data,and the relative configuration of compound 1 was further characterized by X-ray crystallographic analyses.The isolated compounds were evaluated for their cytotoxic activities against five human tumor cell lines(HL-60,SMMC-7721,A-549,MCF-7 and SW480),and compounds 3 and 5 showed weak cytotoxicities.
基金Supported by Project of Department of Education of Liaoning Province(L2017lkyfwdf-05)Natural Science Foundation Project of Department of Education of Liaoning Province(20180551223&2016003003)
文摘[Objectives] To optimize the extraction process and determine the total triterpenoids from Semen Trichosanthis.[Methods]The Box-behnken response surface methodology was applied to optimize the extraction conditions of total triterpenoids in Semen Trichosanthis.And the spectrophotometry was used to determine the content of total triterpenoids in Semen Trichosanthis.[Results] The optimal extraction conditions were solid to liquid ratio of 40∶ 1,ultrasonic time of 20 min,and ultrasonic power of 100 W.Under these conditions,the content of total triterpenoids in Semen Trichosanthis was significantly different among the 10 production areas,among which the No.9 production area(Anhui 1) had the highest total triterpenoids content of 45.71 mg/g,while No.7 production area(Shandong) had the lowest total triterpenoids content of 15.22 mg/g.[Conclusions]The Box-behnken response surface methodology is reliable for the extraction of total triterpenoids in Semen Trichosanthis,and the spectrophotometry is proper for determining the content of total triterpenoids in Semen Trichosanthis.There are large differences in the content of total triterpenoids in Semen Trichosanthis produced in different areas.
基金the National Natural Sciences Foundation of China(U1132607,81102346).
文摘Three rare triterpenoids,saponaceolides Q–S(1–3),have been isolated from fruiting bodies of the mushroom Tricholoma terreum.Their structures were characterized based on extensive spectroscopic data.Compound 1 showed certain cytotoxicities against four human tumor cell lines.
基金supported by NSFC(Nos.81573318,31870327,81230090,81520108030,1302658)National Major Project of China(No.2018ZX09731016-005)+2 种基金The Key Research and Development Program of China(Nos.2017YFC1702002,2017YFC1700200)Professor of Chang Jiang Scholars Program,Scientific Foundation of Shanghai China(Nos.17431902800,16401901300)Shanghai Engineering Research Center for the Preparation of Bioactive Natural Products(No.10DZ2251300).
文摘Eight new triterpenoids were isolated from Ainsliaea latifolia.The structures of these compounds were elucidated by interpretation of spectroscopic data,including HRESIMS and NMR data.Compounds 4–6 are identifed as rare trinorcucurbitane or tetranorcucurbitane triterpenoids.The absolute confgurations of compounds 1 and 2 were confrmed by Snatzke’s method.All compounds were evaluated for their inhibition against cyclooxyenase-2(COX-2),in which compound 4 showed signifcant inhibitory efect against COX-2 with IC_(50) value of 3.98±0.32μM,comparable to that of positive control NS-398(IC504.14±0.28μM).
基金This work was supported by National Natural Science Foundation of China(Nos.81222054,81303294)the Program for New Century Excellent Talents in University from Chinese Ministry of Education(No.NCET-11-0019).
文摘Antrodia cinnamomea is a precious medicinal mushroom.It exhibits promising therapeutic effects on cancer,intoxication,hypertension,hepatitis,and inflammation.Its major bioactive constituents are ergostane and lanostane triterpenoids.In this study,we used intestinal Caco-2 cell monolayer model to reveal the intestinal absorption property of 14 representative triterpenoids from A.cinnamomea.The bidirectional transport through the monolayer at different time points was monitored by a fully validated LC/MS/MS method.In the case of pure compounds,ergostanes 5(25R-antcin H),6(25Santcin H)and 10(25R-antcin B)could readily pass through the Caco-2 cell layer,whereas lanostanes 13(dehydroeburicoic acid)and 14(eburicoic acid)could hardly pass through.When the cells were treated with A.cinnamomea extract,antcins A,B,C,H and K(1–6 and 9–11)were absorbed via passive transcellular diffusion,and showed high PAB and PBA values(>2.5×10^(-5) cm/s).Meanwhile,the lanostanes dehydrosulphurenic acid(8),15a-acetyldehydrosulphurenic acid(12),13 and 14 exhibited poor permeability.Transport features of these compounds were consistent with their pharmacokinetic behaviors in rats.This study could also be helpful in predicting the intestinal absorption of A.cinnamomea in human.