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
To enrich the bioactive cycloartane triterpenoid glycoside named actein and find out more cytotoxic cycloartane triterpenes,a phytochemical study of Cimicifuga foetida was conducted.113 g(0.17%)actein was purified by ...To enrich the bioactive cycloartane triterpenoid glycoside named actein and find out more cytotoxic cycloartane triterpenes,a phytochemical study of Cimicifuga foetida was conducted.113 g(0.17%)actein was purified by recrystallization while eight cycloartane-type triterpenes(1-8)were isolated from the mother liquid.The chemical structures of new compounds(1-4)were elucidated by 1D and 2D NMR and HRESIMS spectroscopic analyses.Moreover,new compounds showed moderate and broad-spectrum cytotoxicity against 5 human cancer cell lines with IC_(50) values ranging from 4.02 to 15.80μM.展开更多
Six new triterpenoid saponins,aesculusosides A-F(1-6),together with 19 known ones,were isolated from the seeds of Aesculus chinensis.The new structures were elucidated through extensive spectroscopic analyses and by c...Six new triterpenoid saponins,aesculusosides A-F(1-6),together with 19 known ones,were isolated from the seeds of Aesculus chinensis.The new structures were elucidated through extensive spectroscopic analyses and by comparison with previously reported data.Some of the isolates were evaluated for their cytotoxic activities against MCF-7 cell line by an MTT assay,and compounds 15,16,19,and 23-25 exhibited inhibitory activities against MCF-7 with IC50 values ranging from 7.1 to 31.3μM.展开更多
Two new triterpenoid saponins, tanguticoside A and B were isolated from aerial part of Clematis tangutica. Their structures were elucidated as 3-O-beta-D-glucopyranosyl hederagenin 28 O-alpha-L-rhamnopyranosyl- (1--&g...Two new triterpenoid saponins, tanguticoside A and B were isolated from aerial part of Clematis tangutica. Their structures were elucidated as 3-O-beta-D-glucopyranosyl hederagenin 28 O-alpha-L-rhamnopyranosyl- (1-->4)-beta-D-glucopyranosyl- (1-->6)-beta-D-glucopyranosidel and 3-O-beta-D-glucopyranosyl ranosyl- (1-->2)-beta-D-glucopyranosyl hederagenin 28-O-alpha-L-rhamnopyranosyl- (1-->4)-beta-D-glucopyranosyl- (1-->6)-beta-D-glucopyranoside2, respectively.展开更多
Three new triterpenoid saponins, escins IVc (1), IVd (2) and IVf (3) were isolated from the seeds of Aesculus chinensis. They were. determined as 22 alpha-tigloyl-28-acetylprotoaescigenin-3 beta-O- [beta-D-glucopyrano...Three new triterpenoid saponins, escins IVc (1), IVd (2) and IVf (3) were isolated from the seeds of Aesculus chinensis. They were. determined as 22 alpha-tigloyl-28-acetylprotoaescigenin-3 beta-O- [beta-D-glucopyranosyl (1-->2)] [beta-D-glucopyranosyl (1-->4)]-beta-D-glucopyranosiduronic acid 1, 22 alpha-angeloyl-28-acetylprotoaescigenin-3 beta-O- [beta-D-glucopyranosyl (1-->2)] [beta-D-glucopyrano- syl (1-->4)]-beta-D-glucopyranosiduronic acid 2 and 28-tigloyl protoaescigenin-3 beta-O- [beta-D-gluco-pyranosyl (12)] [beta-D-glucopyranosyl (1-->4)] -beta-D-glucopyranosiduronic acid 3.展开更多
Bioassay-guided fractionation of EtOH extracts obtained from the roots and wood of the Madagascan plant Leptaulus citroides Baill.(Cardiopteridaceae)led to the isolation of ethyl esters of three new triterpenoid sapon...Bioassay-guided fractionation of EtOH extracts obtained from the roots and wood of the Madagascan plant Leptaulus citroides Baill.(Cardiopteridaceae)led to the isolation of ethyl esters of three new triterpenoid saponins(1–3)and the known sesquiterpenoid cinnamosmolide(4).The structures of 1–3 were elucidated by extensive 1D and 2D NMR experiments and mass spectrometry.Compounds 1,2,and 4 showed moderate cytotoxicity against the A2780 human ovarian cancer cell line with IC50 values of 2.8,10.2 and 2.0 lM,respectively.展开更多
Three new triterpenoid saponins, namely prostratosides A-C (1-3), were isolated from the whole plant of Polycarpon prostratum (Forssk.) Aschers. et Schwein. ex Aschers. By spectroscopic methods, their structures wer...Three new triterpenoid saponins, namely prostratosides A-C (1-3), were isolated from the whole plant of Polycarpon prostratum (Forssk.) Aschers. et Schwein. ex Aschers. By spectroscopic methods, their structures were determined as 3_O_{β_D_xylopyranosyl_(1→2)_β_D_glucopyranosyl_(1→4)_[β_D_glucopyranosyl_(1→2)]_α_L_arabinopyranoside}_22α_acetoxy_saikogenin G, 3_O_{β_D_xylopyranosyl_(1→2)_β_D_glucopyranosyl_(1→4)_[β_D_glucopyranosyl_(1→2)]_α_L_arabinopyranoside}_16α_hydroxy_22α_acetoxy_saikogenin E and 3_O_{β_D_xylopyranosyl_(1→2)_β_D_glucopyranosyl_(1→4)_[β_D_glucopyranosyl_(1→2)]_α_L_arabinopyranoside}_21β_acetoxy_saikogenin G, respectively.展开更多
Two new saponins named asterlingulatosides A and B were isolated from the whole plants of Aster lingulatus. Their structures were elucidated by spectral and chemical evidence as 3-O-beta-D-glucopyranosyl-3 beta, 16 al...Two new saponins named asterlingulatosides A and B were isolated from the whole plants of Aster lingulatus. Their structures were elucidated by spectral and chemical evidence as 3-O-beta-D-glucopyranosyl-3 beta, 16 alpha-dihydroxyolean-12-en-28-oic acid -28-O-alpha-L-arabinopyranoside and 3-O-beta-D-glucopyranosyl-3 beta,16 alpha-dihydroxyolean-12-en-28-oic acid -28-O-alpha-L-rhamnopyranosyl-(1-->2)- alpha-L-arabinopyranoside respectively. They showed inhibitory activity on DNA synthesis of human leukemia HL-60 cells.展开更多
From the radix of Pueraria peduncularis Grah., two new oleanene-type triterpenoid saponins named pedunsaponins B (2) and C (3) were isolated. Their structures were determined as 3-O-(6-O-methyl)-beta-D-glucuronopyrano...From the radix of Pueraria peduncularis Grah., two new oleanene-type triterpenoid saponins named pedunsaponins B (2) and C (3) were isolated. Their structures were determined as 3-O-(6-O-methyl)-beta-D-glucuronopyranosyl-3 beta.15 alpha-diol-12-oleanene-16-one (2) and 3-O-beta-D-glucopyranosyl-( 1 --> 3)-beta-D-glucuronopyranosyl-3 beta, 15 alpha-diol-12-oleanene-16-one (3) on the basis of spectroscopic evidence and chemical reactions.展开更多
A new triterpenoid saponin, 3-O-{ β-D-xylopyranosyl-（1 → 2）-β-D-glucopyranosyl-（1 → 4）-[β-D-glucopyranosyl-（1 → 2）]-α- L-arabinopyranosyl}-3β,16α,28α-trihydroxy-13β,28-epoxy-oleanan-30-al （ardipusill...A new triterpenoid saponin, 3-O-{ β-D-xylopyranosyl-（1 → 2）-β-D-glucopyranosyl-（1 → 4）-[β-D-glucopyranosyl-（1 → 2）]-α- L-arabinopyranosyl}-3β,16α,28α-trihydroxy-13β,28-epoxy-oleanan-30-al （ardipusilloside Ⅲ, 1）, together with two known saponins, ardisiacrispins A （2） and B （3）, were isolated from the whole plants of Ardisia pusilla A. DC. Their structures were elucidated by extensive spectral analysis and chemical evidences. Saponins 1 and 3 exhibited significant cytotoxicity against human glioblastoma U251MG cells.展开更多
Two new triterpenoid saponins were isolated from the roots ofRhaponticum uniflorum. Their structures were elucidated as 3-O- [β-D-glucopyranosyl]-ilexolic acid-28-O-[β-D-glucopyranosyl] ester 1 and 3-O-[β-D-glucopy...Two new triterpenoid saponins were isolated from the roots ofRhaponticum uniflorum. Their structures were elucidated as 3-O- [β-D-glucopyranosyl]-ilexolic acid-28-O-[β-D-glucopyranosyl] ester 1 and 3-O-[β-D-glucopyranosyl]-urs-12, 19 （29）-dien-oic acid-28-O-[β-b-glucopyranosyl] ester 2 mainly by 1D, 2D NMR techniques and chemical methods.展开更多
Five new saponins,including three steroid saponins,paristenoids A-C(1-3),and two triterpenoid saponins,paristenoids D-E(4-5),along with four known ones(6-9)were isolated from the rhizomes of Paris polyphylla var.steno...Five new saponins,including three steroid saponins,paristenoids A-C(1-3),and two triterpenoid saponins,paristenoids D-E(4-5),along with four known ones(6-9)were isolated from the rhizomes of Paris polyphylla var.stenophylla.The structures of the isolated compounds were identified nainly by detailed spectroscopic analysis,including extensive 1D and 2D NMR,MS,as well as chemical methods.Compound 3 is a new cyclocholestanol-type steroidal saponin with a rare 6/6/6/5/5 fused-rings cholestanol skeleton,and this skeleton has been first found from the genus Paris.The cytotoxicities of the isolated compounds against three human three glioma cell lines(U87MG,U251MG and SHG44)were evaluated,and compound 7 displayed certain inhibitory effect with ICso values of 15.22±1.73,18.87±1.81 and 17.64±1.69μmol^(-1),respectively.展开更多
Two triterpenoid saponins （compound Ⅰ and Ⅱ） have been isolated from Gymnocladus chinensis Baill., and compound Ⅰ was determined as a new compound. The structure of compound Ⅰ was assigned as 2β,23-dihydroxy-ac...Two triterpenoid saponins （compound Ⅰ and Ⅱ） have been isolated from Gymnocladus chinensis Baill., and compound Ⅰ was determined as a new compound. The structure of compound Ⅰ was assigned as 2β,23-dihydroxy-acacic acid-3-O-α-L-arabinopyranosyl-21-O-{（6S）-2-E-2,6-dimethyl-6-O-[4-O-（6S）-2-E- 2,6 -dimethyl-6-O-β-D-glucopyranosyl-α-L-arabinopyranosyl-2,7-octadienoyl} -28-O-β-D-xylopyranosyl（ 1 →3 ）-β-D-xylopymnosyl （ 1→4）- α-L-rhamnopyranosyl（1→2）-[α-L-rhamnopyranosyl-（1→6）]-β-D-glucopyranoside by extensive MS and NMR studies.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
In recent years, biosynthesis of triterpenoid saponins in medicinal plants has been widely studied because of their active ingredients with diverse pharmacological activities. Various oxidosqualene cyclases, cytochrom...In recent years, biosynthesis of triterpenoid saponins in medicinal plants has been widely studied because of their active ingredients with diverse pharmacological activities. Various oxidosqualene cyclases, cytochrome P450 monooxygenases, uridine diphosphate glucuronosyltransferases, and transcription factors related to triterpenoid saponins biosynthesis have been explored and identified. In the biosynthesis of triterpenoid saponins, the progress of gene mining by omics-based sequencing, gene screening, gene function verification, catalyzing mechanism of key enzymes and gene regulation are summarized and discussed. By the progress of the biosynthesis pathway of triterpenoid saponins, the large-scale production of some triterpenoid saponins and aglycones has been achieved through plant tissue culture, transgenic plants and engineered yeast cells. However, the complex biosynthetic pathway and structural diversity limit the biosynthesis of triterpenoid saponins in different system. Special focus can further be placed on the systematic botany information of medicinal plants obtained from omics large dataset, and triterpenoid saponins produced by synthetic biology strategies, gene mutations and gene editing technology.展开更多
Two new triterpenoid saponins,ardisicrenoside R and S(1 and 2),and one new phenylpropanoid glycoside,ardicrephenin(3),along with five known compounds(4-8),were isolated from roots of Ardisia crenata.Their structures w...Two new triterpenoid saponins,ardisicrenoside R and S(1 and 2),and one new phenylpropanoid glycoside,ardicrephenin(3),along with five known compounds(4-8),were isolated from roots of Ardisia crenata.Their structures were elucidated on the basis of NMR spectroscopic data and chemical methods.Compounds 2-7 were evaluated for their cytotoxic activities against A549,MCF-7,HepG2 and MDA-MB-231 cell lines by MTT assay.Ardicrenin(6)showed significant cytotoxicity,with IC50 values of 1.17±0.01,1.19±0.06,3.52±0.23,and 16.61±1.02μmol·L^(-1),respectively.展开更多
The present study was designed to investigate the chemical constituents of the roots of Cyathula officinalis. Compounds were isolated by silica gel, Sephadex LH-20, ODS column chromatography, and preparative HPLC. The...The present study was designed to investigate the chemical constituents of the roots of Cyathula officinalis. Compounds were isolated by silica gel, Sephadex LH-20, ODS column chromatography, and preparative HPLC. Their structures were determined on the basis of 1D and 2D NMR techniques, mass spectrometry, and chemical methods. One new oleanane-type triterpenoid saponin, 28-O-[α-L-rhamnopyranosyl-(1→3)-β-D-glucuronopyranosyl-(1→3)-β-D-glucopyranosyl] hederagenin(1), was isolated from the roots of Cyathula officinalis. The anti-inflammatory activities of the isolates were evaluated for their inhibitory effects against LPS-induced nitric oxide(NO) production in RAW 264.7 macrophages cells. Compounds 2, 4, and 6 exhibited moderate anti-inflammatory activities.展开更多
The constituents of Cimicifuga plants have been extensively investigated, and the principal metabolites are 9,19-cyclolanostane triterpenoid glycosides, which are distributed widely in Cimicifuga plants, but not in ot...The constituents of Cimicifuga plants have been extensively investigated, and the principal metabolites are 9,19-cyclolanostane triterpenoid glycosides, which are distributed widely in Cimicifuga plants, but not in other members of the Ranunculaceae family, and are considered to be characteristics of the Cimicifuga genus. This type of triterpenoid glycoside possesses several important biological activities. More than 120 cycloartane triterpene glycosides have been isolated from Cimicifuga simplex Wormsk. The aim of this review article is to summarize all the major findings based on the available scientific literatures on C. simplex, with a focus on the identified 9,19-cyclolanostane triterpenoid glycosides. Biological studies of cycloartane triterpene glycosides from Cimicifuga spp. are also discussed.展开更多
Seven new triterpenoid saponins,including five ursane-type saponins,ilexchinenosides R–V(1–5),and two oleananetype saponins,ilexchinenosides W–X(6–7),with four known triterpenoid saponins(8–11)were isolated from ...Seven new triterpenoid saponins,including five ursane-type saponins,ilexchinenosides R–V(1–5),and two oleananetype saponins,ilexchinenosides W–X(6–7),with four known triterpenoid saponins(8–11)were isolated from the leaves of Ilex chinensis.Their structures were elucidated by comprehensive spectroscopic 1 D and 2 D NMR and HR-ESI-MS data.Their sugar moieties were determined by HPLC analysis compared with standards after hydrolysis and derivatization.Compounds 1,2,4,9 and 10 exhibited potential hepatoprotective activity against N-acetyl-p-aminophenol(APAP)-induced Hep G2 cell injury in vitro.展开更多
Two new triterpenoid saponins,cincholic acid-3- O - β - D -xylopyranoside,28- O - β - D -glucopyranosyl ester (1),quinovic acid-28- O - β - D -glucopyranosyl ester (4),and a new phenolic glucoside,4-[4'- O -( 2...Two new triterpenoid saponins,cincholic acid-3- O - β - D -xylopyranoside,28- O - β - D -glucopyranosyl ester (1),quinovic acid-28- O - β - D -glucopyranosyl ester (4),and a new phenolic glucoside,4-[4'- O -( 2',3',5',6'-tetrahydroxy phenyl)- β - D -glucoside]-1-butene (2),along with five known triterpenoid saponins and one phenolic glucoside were isolated from the n -butanol fraction of the stems of Luculia pinciana Hook. Their structures were established by means of spectroscopic methods.展开更多
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).
基金This research work was financial supported by Programs of National Natural Science Foundation of China(Nos.81803396 and U1132604)Autonomous Deployment Project(KIB2017010)of Kunming Institute of Botany,CAS,as well as The Major Program of CAS(No.KSZD-EW-Z-004-01).
文摘To enrich the bioactive cycloartane triterpenoid glycoside named actein and find out more cytotoxic cycloartane triterpenes,a phytochemical study of Cimicifuga foetida was conducted.113 g(0.17%)actein was purified by recrystallization while eight cycloartane-type triterpenes(1-8)were isolated from the mother liquid.The chemical structures of new compounds(1-4)were elucidated by 1D and 2D NMR and HRESIMS spectroscopic analyses.Moreover,new compounds showed moderate and broad-spectrum cytotoxicity against 5 human cancer cell lines with IC_(50) values ranging from 4.02 to 15.80μM.
基金support from the independent topics supported by operational expenses for basic research of China Academy of Chinese Medical Sciences(ZXKT15032).
文摘Six new triterpenoid saponins,aesculusosides A-F(1-6),together with 19 known ones,were isolated from the seeds of Aesculus chinensis.The new structures were elucidated through extensive spectroscopic analyses and by comparison with previously reported data.Some of the isolates were evaluated for their cytotoxic activities against MCF-7 cell line by an MTT assay,and compounds 15,16,19,and 23-25 exhibited inhibitory activities against MCF-7 with IC50 values ranging from 7.1 to 31.3μM.
文摘Two new triterpenoid saponins, tanguticoside A and B were isolated from aerial part of Clematis tangutica. Their structures were elucidated as 3-O-beta-D-glucopyranosyl hederagenin 28 O-alpha-L-rhamnopyranosyl- (1-->4)-beta-D-glucopyranosyl- (1-->6)-beta-D-glucopyranosidel and 3-O-beta-D-glucopyranosyl ranosyl- (1-->2)-beta-D-glucopyranosyl hederagenin 28-O-alpha-L-rhamnopyranosyl- (1-->4)-beta-D-glucopyranosyl- (1-->6)-beta-D-glucopyranoside2, respectively.
基金This project was supported by the Fogarty International Center,the National Cancer Institute,the National Institute of Allergy and Infectious Diseases,the National Institute of Mental Health,the National Institute on Drug Abuse,the National Heart Lung and Blood Institute,the National Center for Complementary and Alternative Medicine,the Office of Dietary Supplements,the National Institute of General Medical Sciences,the Biological Sciences Directorate of the National Science Foundation,and the Office of Biological and Environmental Research of the U.S.Department of Energy under Cooperative Agreement U01 TW00313 with the International Cooperative Biodiversity GroupsThis project was also supported by the National Research Initiative of the Cooperative State Research,Education and Extension Service,USDA,Grant#2008-35621-04732These supports are gratefully acknowledged.Work at Virginia Tech was supported by the National Science Foundation under Grant CHE-0722638 for the purchase of the Agilent 6220 mass spectrometer.
文摘Bioassay-guided fractionation of EtOH extracts obtained from the roots and wood of the Madagascan plant Leptaulus citroides Baill.(Cardiopteridaceae)led to the isolation of ethyl esters of three new triterpenoid saponins(1–3)and the known sesquiterpenoid cinnamosmolide(4).The structures of 1–3 were elucidated by extensive 1D and 2D NMR experiments and mass spectrometry.Compounds 1,2,and 4 showed moderate cytotoxicity against the A2780 human ovarian cancer cell line with IC50 values of 2.8,10.2 and 2.0 lM,respectively.
文摘Three new triterpenoid saponins, namely prostratosides A-C (1-3), were isolated from the whole plant of Polycarpon prostratum (Forssk.) Aschers. et Schwein. ex Aschers. By spectroscopic methods, their structures were determined as 3_O_{β_D_xylopyranosyl_(1→2)_β_D_glucopyranosyl_(1→4)_[β_D_glucopyranosyl_(1→2)]_α_L_arabinopyranoside}_22α_acetoxy_saikogenin G, 3_O_{β_D_xylopyranosyl_(1→2)_β_D_glucopyranosyl_(1→4)_[β_D_glucopyranosyl_(1→2)]_α_L_arabinopyranoside}_16α_hydroxy_22α_acetoxy_saikogenin E and 3_O_{β_D_xylopyranosyl_(1→2)_β_D_glucopyranosyl_(1→4)_[β_D_glucopyranosyl_(1→2)]_α_L_arabinopyranoside}_21β_acetoxy_saikogenin G, respectively.
文摘Two new saponins named asterlingulatosides A and B were isolated from the whole plants of Aster lingulatus. Their structures were elucidated by spectral and chemical evidence as 3-O-beta-D-glucopyranosyl-3 beta, 16 alpha-dihydroxyolean-12-en-28-oic acid -28-O-alpha-L-arabinopyranoside and 3-O-beta-D-glucopyranosyl-3 beta,16 alpha-dihydroxyolean-12-en-28-oic acid -28-O-alpha-L-rhamnopyranosyl-(1-->2)- alpha-L-arabinopyranoside respectively. They showed inhibitory activity on DNA synthesis of human leukemia HL-60 cells.
文摘From the radix of Pueraria peduncularis Grah., two new oleanene-type triterpenoid saponins named pedunsaponins B (2) and C (3) were isolated. Their structures were determined as 3-O-(6-O-methyl)-beta-D-glucuronopyranosyl-3 beta.15 alpha-diol-12-oleanene-16-one (2) and 3-O-beta-D-glucopyranosyl-( 1 --> 3)-beta-D-glucuronopyranosyl-3 beta, 15 alpha-diol-12-oleanene-16-one (3) on the basis of spectroscopic evidence and chemical reactions.
文摘A new triterpenoid saponin, 3-O-{ β-D-xylopyranosyl-（1 → 2）-β-D-glucopyranosyl-（1 → 4）-[β-D-glucopyranosyl-（1 → 2）]-α- L-arabinopyranosyl}-3β,16α,28α-trihydroxy-13β,28-epoxy-oleanan-30-al （ardipusilloside Ⅲ, 1）, together with two known saponins, ardisiacrispins A （2） and B （3）, were isolated from the whole plants of Ardisia pusilla A. DC. Their structures were elucidated by extensive spectral analysis and chemical evidences. Saponins 1 and 3 exhibited significant cytotoxicity against human glioblastoma U251MG cells.
基金supported by the Education Bureau of Fujian Province(No.JS06025)National Natural Sciences Foundation of China(No.29772010)
文摘Two new triterpenoid saponins were isolated from the roots ofRhaponticum uniflorum. Their structures were elucidated as 3-O- [β-D-glucopyranosyl]-ilexolic acid-28-O-[β-D-glucopyranosyl] ester 1 and 3-O-[β-D-glucopyranosyl]-urs-12, 19 （29）-dien-oic acid-28-O-[β-b-glucopyranosyl] ester 2 mainly by 1D, 2D NMR techniques and chemical methods.
基金supported by the National Natural Science Foundation of China(Nos.81973192 and 81902185)the Key Research and Development Projects of Shaanxi Province(Nos.2021ZDLSF04-07,2021SF-175 and 2022SF-314)+1 种基金the Natural Science Basic Research Program of Shaanxi Province(No.2022JQ-780)the Key Scientific Research Project of Shaanxi Administration of Traditional Chinese Medicine(No.2021-02-ZZ-003).
文摘Five new saponins,including three steroid saponins,paristenoids A-C(1-3),and two triterpenoid saponins,paristenoids D-E(4-5),along with four known ones(6-9)were isolated from the rhizomes of Paris polyphylla var.stenophylla.The structures of the isolated compounds were identified nainly by detailed spectroscopic analysis,including extensive 1D and 2D NMR,MS,as well as chemical methods.Compound 3 is a new cyclocholestanol-type steroidal saponin with a rare 6/6/6/5/5 fused-rings cholestanol skeleton,and this skeleton has been first found from the genus Paris.The cytotoxicities of the isolated compounds against three human three glioma cell lines(U87MG,U251MG and SHG44)were evaluated,and compound 7 displayed certain inhibitory effect with ICso values of 15.22±1.73,18.87±1.81 and 17.64±1.69μmol^(-1),respectively.
基金National Natural Science Foundation of China (GrantNo. 30772639)
文摘Two triterpenoid saponins （compound Ⅰ and Ⅱ） have been isolated from Gymnocladus chinensis Baill., and compound Ⅰ was determined as a new compound. The structure of compound Ⅰ was assigned as 2β,23-dihydroxy-acacic acid-3-O-α-L-arabinopyranosyl-21-O-{（6S）-2-E-2,6-dimethyl-6-O-[4-O-（6S）-2-E- 2,6 -dimethyl-6-O-β-D-glucopyranosyl-α-L-arabinopyranosyl-2,7-octadienoyl} -28-O-β-D-xylopyranosyl（ 1 →3 ）-β-D-xylopymnosyl （ 1→4）- α-L-rhamnopyranosyl（1→2）-[α-L-rhamnopyranosyl-（1→6）]-β-D-glucopyranoside by extensive MS and NMR studies.
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.
基金the Central Significant Increase or Decrease Program of China(No.2060302-1604-05)NSFC(No.81703639)。
文摘In recent years, biosynthesis of triterpenoid saponins in medicinal plants has been widely studied because of their active ingredients with diverse pharmacological activities. Various oxidosqualene cyclases, cytochrome P450 monooxygenases, uridine diphosphate glucuronosyltransferases, and transcription factors related to triterpenoid saponins biosynthesis have been explored and identified. In the biosynthesis of triterpenoid saponins, the progress of gene mining by omics-based sequencing, gene screening, gene function verification, catalyzing mechanism of key enzymes and gene regulation are summarized and discussed. By the progress of the biosynthesis pathway of triterpenoid saponins, the large-scale production of some triterpenoid saponins and aglycones has been achieved through plant tissue culture, transgenic plants and engineered yeast cells. However, the complex biosynthetic pathway and structural diversity limit the biosynthesis of triterpenoid saponins in different system. Special focus can further be placed on the systematic botany information of medicinal plants obtained from omics large dataset, and triterpenoid saponins produced by synthetic biology strategies, gene mutations and gene editing technology.
文摘Two new triterpenoid saponins,ardisicrenoside R and S(1 and 2),and one new phenylpropanoid glycoside,ardicrephenin(3),along with five known compounds(4-8),were isolated from roots of Ardisia crenata.Their structures were elucidated on the basis of NMR spectroscopic data and chemical methods.Compounds 2-7 were evaluated for their cytotoxic activities against A549,MCF-7,HepG2 and MDA-MB-231 cell lines by MTT assay.Ardicrenin(6)showed significant cytotoxicity,with IC50 values of 1.17±0.01,1.19±0.06,3.52±0.23,and 16.61±1.02μmol·L^(-1),respectively.
基金supported by the National New Drug Innovation Major Project of China(No.2012ZX09304005002)the Fundamental Research Funds for the Central Universities(No.JKFP2013003)National Undergraduate Training Program for Innovation and Entrepreneurship(No.G13031)
文摘The present study was designed to investigate the chemical constituents of the roots of Cyathula officinalis. Compounds were isolated by silica gel, Sephadex LH-20, ODS column chromatography, and preparative HPLC. Their structures were determined on the basis of 1D and 2D NMR techniques, mass spectrometry, and chemical methods. One new oleanane-type triterpenoid saponin, 28-O-[α-L-rhamnopyranosyl-(1→3)-β-D-glucuronopyranosyl-(1→3)-β-D-glucopyranosyl] hederagenin(1), was isolated from the roots of Cyathula officinalis. The anti-inflammatory activities of the isolates were evaluated for their inhibitory effects against LPS-induced nitric oxide(NO) production in RAW 264.7 macrophages cells. Compounds 2, 4, and 6 exhibited moderate anti-inflammatory activities.
基金supported by the Fund of Education Department of Heilongjiang Province(No.201207)
文摘The constituents of Cimicifuga plants have been extensively investigated, and the principal metabolites are 9,19-cyclolanostane triterpenoid glycosides, which are distributed widely in Cimicifuga plants, but not in other members of the Ranunculaceae family, and are considered to be characteristics of the Cimicifuga genus. This type of triterpenoid glycoside possesses several important biological activities. More than 120 cycloartane triterpene glycosides have been isolated from Cimicifuga simplex Wormsk. The aim of this review article is to summarize all the major findings based on the available scientific literatures on C. simplex, with a focus on the identified 9,19-cyclolanostane triterpenoid glycosides. Biological studies of cycloartane triterpene glycosides from Cimicifuga spp. are also discussed.
基金CAMS Innovation Fund for Medicial Sciences(CIFMS-2019-I2M-1-005)。
文摘Seven new triterpenoid saponins,including five ursane-type saponins,ilexchinenosides R–V(1–5),and two oleananetype saponins,ilexchinenosides W–X(6–7),with four known triterpenoid saponins(8–11)were isolated from the leaves of Ilex chinensis.Their structures were elucidated by comprehensive spectroscopic 1 D and 2 D NMR and HR-ESI-MS data.Their sugar moieties were determined by HPLC analysis compared with standards after hydrolysis and derivatization.Compounds 1,2,4,9 and 10 exhibited potential hepatoprotective activity against N-acetyl-p-aminophenol(APAP)-induced Hep G2 cell injury in vitro.
文摘Two new triterpenoid saponins,cincholic acid-3- O - β - D -xylopyranoside,28- O - β - D -glucopyranosyl ester (1),quinovic acid-28- O - β - D -glucopyranosyl ester (4),and a new phenolic glucoside,4-[4'- O -( 2',3',5',6'-tetrahydroxy phenyl)- β - D -glucoside]-1-butene (2),along with five known triterpenoid saponins and one phenolic glucoside were isolated from the n -butanol fraction of the stems of Luculia pinciana Hook. Their structures were established by means of spectroscopic methods.
