Gardeniae Fructus(GF)and Semen Sojae Praeparatum(SSP)are both medicine food homologies and widely used in Chinese clinical prescriptions together.The research investigated the pharmacokinetics of four iridoids in norm...Gardeniae Fructus(GF)and Semen Sojae Praeparatum(SSP)are both medicine food homologies and widely used in Chinese clinical prescriptions together.The research investigated the pharmacokinetics of four iridoids in normal rats and isolfavones-fed rats,which were administered with isolfavones from SSP for 7,14,21 and 28 consecutive days.A validated LC-MS/MS method was developed for determining shanzhiside,genipin-1-gentiobioside,geniposide and their metabolite genipin in rat plasma.Plasma samples were pretreated by solid-phase extraction using paeoniflorin as the internal standard.The chromatographic separation was performed on a Waters Atlantis T3(4.6 mm×150 mm,3 mm)column using a gradient mobile phase consisting of acetonitril and water(containing 0.06%acetic acid).The mass detection was under the multiple reaction monitoring(MRM)mode via polarity switching between negative and positive ionization modes.The calibration curves exhibited good linearity(r>0.997)for all components.The lower limit of quantitation was in the range of 1 e10 ng/m L.The intra-day and inter-day precisions(RSD)at three different levels were both less than 12.2%and the accuracies(RE)ranged fromà10.1%to 16.4%.The extraction recovery of them ranged from 53.8%to 99.7%.Pharmacokinetic results indicated the bioavailability of three iridoid glycosides and the metabolite,genipin in normal rats was higher than that in rats exposed to isoflavones.With the longer time of administration of isoflavones,plasma concentrations of iridoids decreased,while genipin sulfate,the phase II metabolite of genposide and genipin-1-gentiobioside,appeared the rising exposure.The pharmacokinetic profiles of main iridoids from GF were altered by isoflavones.展开更多
Two new iridoids (1 and 2) were isolated from the roots of Patrinia rupestris (Pail.) Juss. Their structures were elucidated by spectroscopic methods. Compounds 1 and 2 exhibited strong antibacterial activities ag...Two new iridoids (1 and 2) were isolated from the roots of Patrinia rupestris (Pail.) Juss. Their structures were elucidated by spectroscopic methods. Compounds 1 and 2 exhibited strong antibacterial activities against Eschecichia coli and Staphylococcus aureus, respectively.展开更多
In order to determine the chemical constituents of Cistanche deserticola cultured in Tarim desert,a systematically phytochemical investigation was carried out.The constituents were isolated by silica gel,Sephadex LH-2...In order to determine the chemical constituents of Cistanche deserticola cultured in Tarim desert,a systematically phytochemical investigation was carried out.The constituents were isolated by silica gel,Sephadex LH-20,MCI gel,ODS column chromatography,and semi-preparative HPLC.Their structures were determined on the basis of MS and NMR spectroscopic analyses,by chemical methods,and/or comparison with literature data.The anti-inflammatory activities of the isolates were evaluated for their inhibitory effects on the lipopolysaccharide(LPS)-induced nitric oxide(NO)production in BV-2 mouse microglial cells.Nine iridoids were isolated and identified as cistadesertoside A(1),cistanin(2),cistachlorin(3),6-deoxycatalpol(4),gluroside(5),kankanoside A(6),ajugol(7),bartsioside(8),and 8-epi-loganic acid(9).Compound 9 exhibited potent inhibition on the NO production with an IC50 value being 5.2 μmol·L-1,comparable to the positive control quercetin(4.3 μmol·L-1).Compound 1 was a new iridoid,and compounds 5,6,and 8 were isolated from this species for the first time.展开更多
In recent years,preclinical research on diabetic kidney disease (DKD) has surged to the forefront of scientific and clinical attention.DKD has become a pervasive complication of type 2 diabetes.Given the complexity of...In recent years,preclinical research on diabetic kidney disease (DKD) has surged to the forefront of scientific and clinical attention.DKD has become a pervasive complication of type 2 diabetes.Given the complexity of its etiology and pathological mechanisms,current interventions,including drugs,dietary modifications,exercise,hypoglycemic treatments and lipid-lowering methods,often fall short in achieving desired therapeutic outcomes.Iridoids,primarily derived from the potent components of traditional herbs,have been the subject of long-standing research.Preclinical data suggest that iridoids possess notable renal protective properties;however,there has been no summary of the research on their efficacy in the management and treatment of DKD.This article consolidates findings from in vivo and in vitro research on iridoids in the context of DKD and highlights their shared anti-inflammatory activities in treating this condition.Additionally,it explores how certain iridoid components modify their chemical structures through the regulation of intestinal flora,potentially bolstering their therapeutic effects.This review provides a focused examination of the mechanisms through which iridoids may prevent or treat DKD,offering valuable insights for future research endeavors.展开更多
Reactive oxygen species may induce oxidation of macromolecules in foods and during digestion in the gastrointestinal tract,negatively impacting human health.Antioxidants present in plant foods,including carotenoids,to...Reactive oxygen species may induce oxidation of macromolecules in foods and during digestion in the gastrointestinal tract,negatively impacting human health.Antioxidants present in plant foods,including carotenoids,tocochromanols,ascorbic acid,as well as(poly)phenols and iridoids,may counteract oxidation of macromolecules.The aims of the present study were to determine the contents of carotenoids,tocochromanols,ascorbic acid from Gaultheria spp.berries and to investigate the cytoprotective and antioxidant activities of the fruit extracts and monotropein esters present in the berries.Moreover,the underlying mechanisms of action in gastrointestinal epithelial cells after in vitro digestion was also investigated.The content of ascorbic acid ranged from 3 to 24 mg/100 g fw,carotenoids from 9 to 56μg/100 g fw,and total tocochromanols from 0.29 to 0.45 mg/100 g fw.The pre-incubation of gastric(AGS)and intestinal(Caco-2)cells with Gaultheria fruit extracts significantly increased viability of cells stressed with 10 mM H2 O2 and 100 mM AAPH,respectively,compared to control cells.Furthermore,digested Gaultheria fruit extracts and monotropein esters increased the relative mRNA of the Nrf2/Keap1/ARE antioxidant signaling pathway and enzymes such as superoxide dismutase(SOD),glutathione peroxidase(GPX)and reductase,and catalase(CAT).The pre-incubation of Caco-2 cells with digested monotropein and monotropein esters increased the protein expression of GPX,CAT,Keap1,and Nrf2,and incremented the SOD activity in Caco-2 cells.In conclusion,Gaultheria spp.fruit extracts and monotropein esters may protect gastrointestinal epithelial cells against oxidative stress during digestive processes.展开更多
The investigation of Morinda officinalis led to the isolation of twelve compounds(1-12),including three new iridoid glycosides morindallns A-C(1-3)and nine known compounds(4-12).Their structural identifications were c...The investigation of Morinda officinalis led to the isolation of twelve compounds(1-12),including three new iridoid glycosides morindallns A-C(1-3)and nine known compounds(4-12).Their structural identifications were conducted using HRMS,1D and 2D NMR,and electronic circular dichroism(ECD)spectra as well as quantum chemical computations.Compound 6 displayed the most significantly agonistic activity against farnesoid X receptor(FXR)with an EC50 value of 7.18 μM,and its agonistic effect was verified through the investigation of FXR downstream target genes including small heterodimer partner 1(SHP1),bile salt export pump(BSEP),and organic solute transporter subunit alpha and beta(OSTα and OSTβ).The potential interaction of compound 6 with FXR was analyzed by molecular docking and molecular dynamics stimulation,revealing that amino acid residues Leu287;Thr288,and Ser332 played a crucial role in the activation of compound 6 towards FXR.These findings suggested that compound 6 could be regarded as a potential candidate for the development of FXR agonists.展开更多
A new glycoside named 6β-O-β-D-glucosylpaederosidic acid(1) was isolated from Paederia scandens and its structure was elucidated on the basis of spectroscopic and chemical evidence,together with four known iridoids,...A new glycoside named 6β-O-β-D-glucosylpaederosidic acid(1) was isolated from Paederia scandens and its structure was elucidated on the basis of spectroscopic and chemical evidence,together with four known iridoids,paederoside(2),paederosidic acid(3),paederosidic acid methyl ester(4),and deacetyl asperulosidic acid methyl ester(5).Compound 5 was isolated from this plant for the first time.展开更多
In order to observe the effects of the ground and intact Zhi Zi (Fructus Gardeniae) and different combinations of the ingredients and refined single Chinese drug granules in Yin Chen Hao Decoction compound prescriptio...In order to observe the effects of the ground and intact Zhi Zi (Fructus Gardeniae) and different combinations of the ingredients and refined single Chinese drug granules in Yin Chen Hao Decoction compound prescription on the contents of gardenoside (an effective component of the prescription), the contents of gardenoside were determined with reversed phase high performance liquid chromatography (HPLC), with acetonitrile-water (15:85) as mobile phase, at wave length 238nm. The results indicated that the gardenoside-decocted-out rates in the decoctions prepared by different combinations of the ingredients with the ground Zhi Zi (Fructus Gardeniae) all were higher significantly than those in the decoction with intact Zhi Zi (Fructus Gardeniae), and generally, different combinations of the ingredients in the decoction had only little effect on the gardenoside-decocted-out rate.展开更多
Two new epimeric pairs of iridoid scyphiphin A1 (la), A2 (lb) and scyphiphin B 1 (2a), B2 (2b) were isolated from Scyphiphora hydrophyllacea Gaertn. F. Their structures were elucidated by spectroscopic methods...Two new epimeric pairs of iridoid scyphiphin A1 (la), A2 (lb) and scyphiphin B 1 (2a), B2 (2b) were isolated from Scyphiphora hydrophyllacea Gaertn. F. Their structures were elucidated by spectroscopic methods. The mixture of scyphiphin B 1 and scyphiphin B2 showed moderate cytotoxicity against human hepatoma SMMC-7721 cell line in vitro by MTT method.展开更多
Chemical study on the roots of Gentiana crassicaulis Duthie ex Burk(Gentianaceae)afforded 15 compounds,including two new iridoid glycosides,qinjiaosides B(1)and C(2).Their structures were elucidated by spectroscopic m...Chemical study on the roots of Gentiana crassicaulis Duthie ex Burk(Gentianaceae)afforded 15 compounds,including two new iridoid glycosides,qinjiaosides B(1)and C(2).Their structures were elucidated by spectroscopic methods and chemical evidence.The isolated iridoid glycosides 1,4-6 and 8-11 were tested for their anti-inflammatory activity by the inhibitory effects on LPS-induced NO and TNF-αproduction in macrophage RAW264.7 cells.All of them showed inhibitory effects on inflammatory mediators NO at a concentration of 15μM,while 5 and 9 displayed the most potential inhibitory effects on TNF-awith IC50 of 0.06 and 0.05μM,respectively.The structure-activity relationships(SARs)of these iridoid derivatives were discussed.展开更多
A new iridoid glycoside, 6'-O-sinapoylgeniposide, was isolated from Gardeniajasminoides Ellis and its structure was elucidated on the basis of 1D and 2D NMR, HR-ESI-MS techniques.
The whole plant with root ofHedyotis diffusa Willd. (AE) has been demonstrated to have anti-inflammatory, antioxidant, and anti-bacterial activities. In our study, we aim to examine the anti-tumor effect of alcoholi...The whole plant with root ofHedyotis diffusa Willd. (AE) has been demonstrated to have anti-inflammatory, antioxidant, and anti-bacterial activities. In our study, we aim to examine the anti-tumor effect of alcoholic extract of AE in mice implanted with sarcoma S180 cells (SBT mice). We also compared the immune system function and the life span of SBT mice with that of control mice. We found that AE displayed a significant inhibitory effect on solid tumor growth, as well as increased the life span. At the dose of 10 mg/kg body weight, both tumor weight and volume were decreased significantly. We also measured several immune fimction markers, inlcuding spleen index (SI), thymus index (TI) and parameters of hematological. We observed no reduce in these markers, indicatine that AE could inhibit tumor ~rowth without affectino immune function in SBT ,nice.展开更多
rTg4510 mice are transgenic mice expressing P301L mutant tau and have been developed as an animal model of tauopathies including Alzheimer’s disease(AD).Besides cognitive impairments,rTg4510 mice also show abnormal h...rTg4510 mice are transgenic mice expressing P301L mutant tau and have been developed as an animal model of tauopathies including Alzheimer’s disease(AD).Besides cognitive impairments,rTg4510 mice also show abnormal hyperactivity behavior.Cornel iridoid glycoside(CIG)is an active ingredient extracted from Cornus officinalis,a traditional Chinese herb.The purpose of the present study was to investigate the effects of CIG on the emotional disorders such as hyperactivity,and related mechanisms.The emotional hyperactivity was detected by locomotor activity test and Y maze test.Immunofluorescent and immunohistochemical analyses were conducted to measure neuron loss and phosphorylated tau.Western blotting was used to detect the expression of related proteins.The results showed that intragastric administration of CIG for 3 months decreased the hyperactivity phenotype,prevented neuronal loss,reduced tau hyperphosphorylation and aggregation in the amygdala of rTg4510 mice.Meanwhile,CIG alleviated the synaptic dysfunction by increasing the expression of N-methyl-D-aspartate receptors(NMDARs)subunits GluN1 and GluN2A andαamino-3-hydroxy-5-methyl-4-isoxazole propionic acid receptor(AMPAR)subunits GluA1 and GluA2,and increased the level of phosphorylated Ca2+/calmodulin dependent protein kinase IIα(p-CaMK IIα)in the brain of rTg4510 mice.In conclusion,CIG may have potential to treat the emotional disorders in tauopathies such as AD through reducing tau pathology and improving synaptic dysfunction.展开更多
A new iridoid glycoside,versibirioside(1),and a known iridoid glycoside,verbaspinoside(2),were isolated from the whole plant of Veronica sibirica L.Their structures were elucidated by spectroscopic methods,includi...A new iridoid glycoside,versibirioside(1),and a known iridoid glycoside,verbaspinoside(2),were isolated from the whole plant of Veronica sibirica L.Their structures were elucidated by spectroscopic methods,including 2D-NMR spectra.展开更多
Phytochemical investigation of Lagotis yunnanensis led to the isolation and identification of a new iridoid glucoside 1, named as 10-O-(3,4-dimethoxy-(E)-cinnamoyl)aucubin. Its structure was elucidated by spectroscopi...Phytochemical investigation of Lagotis yunnanensis led to the isolation and identification of a new iridoid glucoside 1, named as 10-O-(3,4-dimethoxy-(E)-cinnamoyl)aucubin. Its structure was elucidated by spectroscopie methods.展开更多
Two new iridoid glucosides, serratoside A and serratoside B, were isolated from the aerial parts of Clerodendrum serratum var. amplexifolium Moldenke. Their structures were elucidated by spectral and chemical methods.
A new acylated secoiridoidal glucoside,named gentiorigenoside A(1),was isolated from the root of Centiarm rigescens(Gentianaceae),together with eight known compounds,gentiopicroside(2),6'-O-β-D-glucopyranosyl gen...A new acylated secoiridoidal glucoside,named gentiorigenoside A(1),was isolated from the root of Centiarm rigescens(Gentianaceae),together with eight known compounds,gentiopicroside(2),6'-O-β-D-glucopyranosyl gentiopicroside(3),loganic acid(4),6'-O-β-D-glucopyranosyl loganic acid(5),sweroside(6),2'-(o,m-dihydoxybenzyl)-sweroside(7),swertiamarin(8)and secologanoside(9).heir structures were elucidated on the basis of detailed spectroscopic analysis.Iridoidal glucosides 3,5 and 9 were isolated for the first time from the title plant.展开更多
“Long-Dan”and“Qin-Jiao”are two important TCM herbs since ancient times in China.In the Chinese Pharmacopoeia,the dried roots and rhizomes of four species from the genus Gentiana,e.g.Gentiana manshurica,G.scabra,G....“Long-Dan”and“Qin-Jiao”are two important TCM herbs since ancient times in China.In the Chinese Pharmacopoeia,the dried roots and rhizomes of four species from the genus Gentiana,e.g.Gentiana manshurica,G.scabra,G.triflora and G.rigescens,are recorded under the name of Gentianae Radix et Rhizoma(“Long-Dan”in Chinese),while the other four species from the same genus including G.macrophylla,G.crassicaulis,G.straminea and G.duhurica are recorded and used as the raw materials of Gentianae Macrophyllae Radix(“Qin-Jiao”in Chinese).On the basis of the establishment of a validated HPLC–UV method for quantifying simultaneously,five iridoid glycosides,e.g.loganic acid(1),swertiamarinin(2),gentiopicroside(3),sweroside(4)and 20-(o,m-dihydroxybenzyl)sweroside(5)have been used successfully as chemical markers for the comparison of the species used as“Long-Dan”,“Qin-Jiao”and their adulterants in the present study.The results suggested that four iridoid glycosides 1–4 commonly existed in both“Long-Dan”and“Qin-Jiao”,while 20-(o,m-dihydroxybenzyl)sweroside(5)also existed as one of the major components in“Dian-Long-Dan”species.Moreover,the contents of compounds 1–5 were various in different“LongDan”and“Qin-Jiao”species.Herein,we profiled and compared three“Long-Dan”species,four“Qin-Jiao”species and five adulterants by applying multivariate statistical techniques to their HPLC data sets to establish the differences and/or similarities.展开更多
Two new iridoid glucosides, named 7 beta -coumaroyloxyugandoside (1) and 7 beta - cinnamoyloxyugandoside (2) were isolated from the leaves of Clerodendrum serratum, and their structures were elucidated by spectral means.
The present study was designed to investigate the non-alkaloid compounds from the leaves and stems of Vinca major cultivated in Yunnan Province, China. The compounds were isolated using chromatographic techniques. The...The present study was designed to investigate the non-alkaloid compounds from the leaves and stems of Vinca major cultivated in Yunnan Province, China. The compounds were isolated using chromatographic techniques. The structures were elucidated by 1D- and 2D-NMR spectroscopic methods in combination with UV, IR, and MS analyses. The 1, 1-diphenyl-2-picrylhydrazyl (DPPH)-scavenging activity of Compounds 1-7 were evaluated. One new iridoid glycoside (compound 1), together with 11 known compounds, were isolated from Vinca major. Compounds 1, 5, and 6 showed moderate DPPH-scavenging activity, with IC50 values being 70.6, 32.8, and 62.2μmaol·L 1, respectively. In conclusion, compound 1 is a newly identified iridoid glycoside with moderate antioxidant activity.展开更多
基金the National Natural Science Foundation of China(grant numbers 81573584,81773862)。
摘要Gardeniae Fructus(GF)and Semen Sojae Praeparatum(SSP)are both medicine food homologies and widely used in Chinese clinical prescriptions together.The research investigated the pharmacokinetics of four iridoids in normal rats and isolfavones-fed rats,which were administered with isolfavones from SSP for 7,14,21 and 28 consecutive days.A validated LC-MS/MS method was developed for determining shanzhiside,genipin-1-gentiobioside,geniposide and their metabolite genipin in rat plasma.Plasma samples were pretreated by solid-phase extraction using paeoniflorin as the internal standard.The chromatographic separation was performed on a Waters Atlantis T3(4.6 mm×150 mm,3 mm)column using a gradient mobile phase consisting of acetonitril and water(containing 0.06%acetic acid).The mass detection was under the multiple reaction monitoring(MRM)mode via polarity switching between negative and positive ionization modes.The calibration curves exhibited good linearity(r>0.997)for all components.The lower limit of quantitation was in the range of 1 e10 ng/m L.The intra-day and inter-day precisions(RSD)at three different levels were both less than 12.2%and the accuracies(RE)ranged fromà10.1%to 16.4%.The extraction recovery of them ranged from 53.8%to 99.7%.Pharmacokinetic results indicated the bioavailability of three iridoid glycosides and the metabolite,genipin in normal rats was higher than that in rats exposed to isoflavones.With the longer time of administration of isoflavones,plasma concentrations of iridoids decreased,while genipin sulfate,the phase II metabolite of genposide and genipin-1-gentiobioside,appeared the rising exposure.The pharmacokinetic profiles of main iridoids from GF were altered by isoflavones.
摘要Two new iridoids (1 and 2) were isolated from the roots of Patrinia rupestris (Pail.) Juss. Their structures were elucidated by spectroscopic methods. Compounds 1 and 2 exhibited strong antibacterial activities against Eschecichia coli and Staphylococcus aureus, respectively.
基金financially supported by National Natural Sciences Foundation of China(No.81222051)Scientific Research Project of Traditional Chinese Medicine(No.201307002)National Key Technology R&D Program “New Drug Innovation”of China(Nos.2012ZX09301002-002-002,2012ZX09304-005)
摘要In order to determine the chemical constituents of Cistanche deserticola cultured in Tarim desert,a systematically phytochemical investigation was carried out.The constituents were isolated by silica gel,Sephadex LH-20,MCI gel,ODS column chromatography,and semi-preparative HPLC.Their structures were determined on the basis of MS and NMR spectroscopic analyses,by chemical methods,and/or comparison with literature data.The anti-inflammatory activities of the isolates were evaluated for their inhibitory effects on the lipopolysaccharide(LPS)-induced nitric oxide(NO)production in BV-2 mouse microglial cells.Nine iridoids were isolated and identified as cistadesertoside A(1),cistanin(2),cistachlorin(3),6-deoxycatalpol(4),gluroside(5),kankanoside A(6),ajugol(7),bartsioside(8),and 8-epi-loganic acid(9).Compound 9 exhibited potent inhibition on the NO production with an IC50 value being 5.2 μmol·L-1,comparable to the positive control quercetin(4.3 μmol·L-1).Compound 1 was a new iridoid,and compounds 5,6,and 8 were isolated from this species for the first time.
基金supported by grants from the National Natural Science Foundation of China (No.82074400)key projects supported by the National Natural Science Foundation of China and Joint Fund for Regional Innovation and Development (No.U21A20411)。
摘要In recent years,preclinical research on diabetic kidney disease (DKD) has surged to the forefront of scientific and clinical attention.DKD has become a pervasive complication of type 2 diabetes.Given the complexity of its etiology and pathological mechanisms,current interventions,including drugs,dietary modifications,exercise,hypoglycemic treatments and lipid-lowering methods,often fall short in achieving desired therapeutic outcomes.Iridoids,primarily derived from the potent components of traditional herbs,have been the subject of long-standing research.Preclinical data suggest that iridoids possess notable renal protective properties;however,there has been no summary of the research on their efficacy in the management and treatment of DKD.This article consolidates findings from in vivo and in vitro research on iridoids in the context of DKD and highlights their shared anti-inflammatory activities in treating this condition.Additionally,it explores how certain iridoid components modify their chemical structures through the regulation of intestinal flora,potentially bolstering their therapeutic effects.This review provides a focused examination of the mechanisms through which iridoids may prevent or treat DKD,offering valuable insights for future research endeavors.
基金financed by ANID FONDECYT grant 11170184Author D.M.C.acknowledges the support from ANID FONDECYT postdoctoral grant No.3220576+1 种基金Author F.J.A.is grateful to the Alexander von Humboldt foundation for a postdoctoral fellowshipWe are grateful to Mrs.Nadine Sus for her help in the Western blot experiments.
摘要Reactive oxygen species may induce oxidation of macromolecules in foods and during digestion in the gastrointestinal tract,negatively impacting human health.Antioxidants present in plant foods,including carotenoids,tocochromanols,ascorbic acid,as well as(poly)phenols and iridoids,may counteract oxidation of macromolecules.The aims of the present study were to determine the contents of carotenoids,tocochromanols,ascorbic acid from Gaultheria spp.berries and to investigate the cytoprotective and antioxidant activities of the fruit extracts and monotropein esters present in the berries.Moreover,the underlying mechanisms of action in gastrointestinal epithelial cells after in vitro digestion was also investigated.The content of ascorbic acid ranged from 3 to 24 mg/100 g fw,carotenoids from 9 to 56μg/100 g fw,and total tocochromanols from 0.29 to 0.45 mg/100 g fw.The pre-incubation of gastric(AGS)and intestinal(Caco-2)cells with Gaultheria fruit extracts significantly increased viability of cells stressed with 10 mM H2 O2 and 100 mM AAPH,respectively,compared to control cells.Furthermore,digested Gaultheria fruit extracts and monotropein esters increased the relative mRNA of the Nrf2/Keap1/ARE antioxidant signaling pathway and enzymes such as superoxide dismutase(SOD),glutathione peroxidase(GPX)and reductase,and catalase(CAT).The pre-incubation of Caco-2 cells with digested monotropein and monotropein esters increased the protein expression of GPX,CAT,Keap1,and Nrf2,and incremented the SOD activity in Caco-2 cells.In conclusion,Gaultheria spp.fruit extracts and monotropein esters may protect gastrointestinal epithelial cells against oxidative stress during digestive processes.
基金the National Natural Science Foundation of China(No.81703679)the Liaoning Provincial Key Research and Development Program(No.2019JH2/10300022)+1 种基金the Natural Science Foundation of Liaoning Province(No.2020-MS-256)the Dalian Young Star of Science and Tech nology(Nos.2019RQ123 and 2019RQ116).
摘要The investigation of Morinda officinalis led to the isolation of twelve compounds(1-12),including three new iridoid glycosides morindallns A-C(1-3)and nine known compounds(4-12).Their structural identifications were conducted using HRMS,1D and 2D NMR,and electronic circular dichroism(ECD)spectra as well as quantum chemical computations.Compound 6 displayed the most significantly agonistic activity against farnesoid X receptor(FXR)with an EC50 value of 7.18 μM,and its agonistic effect was verified through the investigation of FXR downstream target genes including small heterodimer partner 1(SHP1),bile salt export pump(BSEP),and organic solute transporter subunit alpha and beta(OSTα and OSTβ).The potential interaction of compound 6 with FXR was analyzed by molecular docking and molecular dynamics stimulation,revealing that amino acid residues Leu287;Thr288,and Ser332 played a crucial role in the activation of compound 6 towards FXR.These findings suggested that compound 6 could be regarded as a potential candidate for the development of FXR agonists.
基金supported by the National Natural Sciences Foundation of China(No.20876126)Southwest University for Nationalities Foundation for doctors(No.26701001)
摘要A new glycoside named 6β-O-β-D-glucosylpaederosidic acid(1) was isolated from Paederia scandens and its structure was elucidated on the basis of spectroscopic and chemical evidence,together with four known iridoids,paederoside(2),paederosidic acid(3),paederosidic acid methyl ester(4),and deacetyl asperulosidic acid methyl ester(5).Compound 5 was isolated from this plant for the first time.
摘要In order to observe the effects of the ground and intact Zhi Zi (Fructus Gardeniae) and different combinations of the ingredients and refined single Chinese drug granules in Yin Chen Hao Decoction compound prescription on the contents of gardenoside (an effective component of the prescription), the contents of gardenoside were determined with reversed phase high performance liquid chromatography (HPLC), with acetonitrile-water (15:85) as mobile phase, at wave length 238nm. The results indicated that the gardenoside-decocted-out rates in the decoctions prepared by different combinations of the ingredients with the ground Zhi Zi (Fructus Gardeniae) all were higher significantly than those in the decoction with intact Zhi Zi (Fructus Gardeniae), and generally, different combinations of the ingredients in the decoction had only little effect on the gardenoside-decocted-out rate.
摘要Two new epimeric pairs of iridoid scyphiphin A1 (la), A2 (lb) and scyphiphin B 1 (2a), B2 (2b) were isolated from Scyphiphora hydrophyllacea Gaertn. F. Their structures were elucidated by spectroscopic methods. The mixture of scyphiphin B 1 and scyphiphin B2 showed moderate cytotoxicity against human hepatoma SMMC-7721 cell line in vitro by MTT method.
基金This work was supported by the Science&Technology Planning Project of Yunnan Province(2010CD106)the 973 Program of Ministry of Science&Technology of China(2011CB915503)+2 种基金the State Key Laboratory of Phytochemistry and Plant Resources in West China,Chinese Academy of Sciences(CAS)(P2010-ZZ03)the Fourteenth Candidates of the Young Academic Leaders of Yunnan Province(Min XU,2011CI044)the West Light program of CAS.
摘要Chemical study on the roots of Gentiana crassicaulis Duthie ex Burk(Gentianaceae)afforded 15 compounds,including two new iridoid glycosides,qinjiaosides B(1)and C(2).Their structures were elucidated by spectroscopic methods and chemical evidence.The isolated iridoid glycosides 1,4-6 and 8-11 were tested for their anti-inflammatory activity by the inhibitory effects on LPS-induced NO and TNF-αproduction in macrophage RAW264.7 cells.All of them showed inhibitory effects on inflammatory mediators NO at a concentration of 15μM,while 5 and 9 displayed the most potential inhibitory effects on TNF-awith IC50 of 0.06 and 0.05μM,respectively.The structure-activity relationships(SARs)of these iridoid derivatives were discussed.
基金supported by the National Natural Science Foundation of China(No.30600805)supported by Program for New Century Excellent Talents in University(No.NCET-06-0497).
摘要A new iridoid glycoside, 6'-O-sinapoylgeniposide, was isolated from Gardeniajasminoides Ellis and its structure was elucidated on the basis of 1D and 2D NMR, HR-ESI-MS techniques.
摘要The whole plant with root ofHedyotis diffusa Willd. (AE) has been demonstrated to have anti-inflammatory, antioxidant, and anti-bacterial activities. In our study, we aim to examine the anti-tumor effect of alcoholic extract of AE in mice implanted with sarcoma S180 cells (SBT mice). We also compared the immune system function and the life span of SBT mice with that of control mice. We found that AE displayed a significant inhibitory effect on solid tumor growth, as well as increased the life span. At the dose of 10 mg/kg body weight, both tumor weight and volume were decreased significantly. We also measured several immune fimction markers, inlcuding spleen index (SI), thymus index (TI) and parameters of hematological. We observed no reduce in these markers, indicatine that AE could inhibit tumor ~rowth without affectino immune function in SBT ,nice.
基金This research was supported by National Natural Science Foundation of China(Nos.81473373,81874351,81673406)Capital Science and Technology Leading Talent Training Project(No.Z 191100006119017)+1 种基金Beijing Hospitals Authority Ascent Plan(No.DFL20190803)Cultivation Fund of Capital Medical University(No.PYZ19134).
摘要rTg4510 mice are transgenic mice expressing P301L mutant tau and have been developed as an animal model of tauopathies including Alzheimer’s disease(AD).Besides cognitive impairments,rTg4510 mice also show abnormal hyperactivity behavior.Cornel iridoid glycoside(CIG)is an active ingredient extracted from Cornus officinalis,a traditional Chinese herb.The purpose of the present study was to investigate the effects of CIG on the emotional disorders such as hyperactivity,and related mechanisms.The emotional hyperactivity was detected by locomotor activity test and Y maze test.Immunofluorescent and immunohistochemical analyses were conducted to measure neuron loss and phosphorylated tau.Western blotting was used to detect the expression of related proteins.The results showed that intragastric administration of CIG for 3 months decreased the hyperactivity phenotype,prevented neuronal loss,reduced tau hyperphosphorylation and aggregation in the amygdala of rTg4510 mice.Meanwhile,CIG alleviated the synaptic dysfunction by increasing the expression of N-methyl-D-aspartate receptors(NMDARs)subunits GluN1 and GluN2A andαamino-3-hydroxy-5-methyl-4-isoxazole propionic acid receptor(AMPAR)subunits GluA1 and GluA2,and increased the level of phosphorylated Ca2+/calmodulin dependent protein kinase IIα(p-CaMK IIα)in the brain of rTg4510 mice.In conclusion,CIG may have potential to treat the emotional disorders in tauopathies such as AD through reducing tau pathology and improving synaptic dysfunction.
摘要A new iridoid glycoside,versibirioside(1),and a known iridoid glycoside,verbaspinoside(2),were isolated from the whole plant of Veronica sibirica L.Their structures were elucidated by spectroscopic methods,including 2D-NMR spectra.
摘要Phytochemical investigation of Lagotis yunnanensis led to the isolation and identification of a new iridoid glucoside 1, named as 10-O-(3,4-dimethoxy-(E)-cinnamoyl)aucubin. Its structure was elucidated by spectroscopie methods.
基金the National Natural Science Foundation of China ! 29772039
摘要Two new iridoid glucosides, serratoside A and serratoside B, were isolated from the aerial parts of Clerodendrum serratum var. amplexifolium Moldenke. Their structures were elucidated by spectral and chemical methods.
基金This work was supported by the Opening Foundation of the State Key Laboratory of Phytochemistry and Plant Resources in West China,Kunming Institute of Botany,the Chinese Academy of Sciences
摘要A new acylated secoiridoidal glucoside,named gentiorigenoside A(1),was isolated from the root of Centiarm rigescens(Gentianaceae),together with eight known compounds,gentiopicroside(2),6'-O-β-D-glucopyranosyl gentiopicroside(3),loganic acid(4),6'-O-β-D-glucopyranosyl loganic acid(5),sweroside(6),2'-(o,m-dihydoxybenzyl)-sweroside(7),swertiamarin(8)and secologanoside(9).heir structures were elucidated on the basis of detailed spectroscopic analysis.Iridoidal glucosides 3,5 and 9 were isolated for the first time from the title plant.
基金Science and Technology Planning Project of Yunnan Province(2010CD106)the 973 Program of Ministry of Science and Technology of P.R.China(2011CB915503)+1 种基金the State Key Laboratory of Phytochemistry and Plant Resources in West China,KIB,CAS(P2010-ZZ03)The Fourteenth Candidates of the Young Academic Leaders of Yunnan Province(Min XU,2011CI044).
摘要“Long-Dan”and“Qin-Jiao”are two important TCM herbs since ancient times in China.In the Chinese Pharmacopoeia,the dried roots and rhizomes of four species from the genus Gentiana,e.g.Gentiana manshurica,G.scabra,G.triflora and G.rigescens,are recorded under the name of Gentianae Radix et Rhizoma(“Long-Dan”in Chinese),while the other four species from the same genus including G.macrophylla,G.crassicaulis,G.straminea and G.duhurica are recorded and used as the raw materials of Gentianae Macrophyllae Radix(“Qin-Jiao”in Chinese).On the basis of the establishment of a validated HPLC–UV method for quantifying simultaneously,five iridoid glycosides,e.g.loganic acid(1),swertiamarinin(2),gentiopicroside(3),sweroside(4)and 20-(o,m-dihydroxybenzyl)sweroside(5)have been used successfully as chemical markers for the comparison of the species used as“Long-Dan”,“Qin-Jiao”and their adulterants in the present study.The results suggested that four iridoid glycosides 1–4 commonly existed in both“Long-Dan”and“Qin-Jiao”,while 20-(o,m-dihydroxybenzyl)sweroside(5)also existed as one of the major components in“Dian-Long-Dan”species.Moreover,the contents of compounds 1–5 were various in different“LongDan”and“Qin-Jiao”species.Herein,we profiled and compared three“Long-Dan”species,four“Qin-Jiao”species and five adulterants by applying multivariate statistical techniques to their HPLC data sets to establish the differences and/or similarities.
摘要Two new iridoid glucosides, named 7 beta -coumaroyloxyugandoside (1) and 7 beta - cinnamoyloxyugandoside (2) were isolated from the leaves of Clerodendrum serratum, and their structures were elucidated by spectral means.
基金supported by National Natural Science Foundation of China(No.81225024)National Science and Technology Support Program of China(No.2013 BAI11B02)
摘要The present study was designed to investigate the non-alkaloid compounds from the leaves and stems of Vinca major cultivated in Yunnan Province, China. The compounds were isolated using chromatographic techniques. The structures were elucidated by 1D- and 2D-NMR spectroscopic methods in combination with UV, IR, and MS analyses. The 1, 1-diphenyl-2-picrylhydrazyl (DPPH)-scavenging activity of Compounds 1-7 were evaluated. One new iridoid glycoside (compound 1), together with 11 known compounds, were isolated from Vinca major. Compounds 1, 5, and 6 showed moderate DPPH-scavenging activity, with IC50 values being 70.6, 32.8, and 62.2μmaol·L 1, respectively. In conclusion, compound 1 is a newly identified iridoid glycoside with moderate antioxidant activity.