Antiosteosarcoma effects of novel 23-nor-3,4-seco-3-acetallupane triterpenoids from Acanthopanax gracilistylus W.W. Smith var. gracilistylus in 143B cells.

Three unprecedented 23-nor-3,4-seco-3-acetallupane triterpenoids, gracilistylacid A-C (1-3), along with three known lupanoids (4-6), were isolated from the aerial parts of Acanthopanax gracilistylus W.W. Smith var. gracilistylus. Compounds 1-3 may be biosynthetically formed via carboxylation, decarboxylation, cycloreversion, and aldolization reactions based on impressic acid (4). The structures of all compounds were characterized by spectroscopic techniques and X-ray craystallographyic studies. Compounds 3 and 4 exerted anti-osteosarcoma effects through an inhibition of cell migration and vasculogenic mimicry (VM) formation in 143B cells in vitro.

Preparation of high-quality graphene oxide-carbon quantum dots composites and their application for electrochemical sensing of uric acid and ascorbic acid.

Graphene oxide-quantum dots systems are emerging as a new class of materials that hold promise for biochemical sensing applications. In this paper, the eco-friendly carbon quantum dots (CQDs) are prepared with cheap and recyclable coke powders as carbon source. The graphene oxide-carbon quantum dots (GO-CQDs) composites are synthesized using graphene oxide as the conductive skeleton to load the CQDs by a one-step calcination method. The obtained GO-CQDs composites demonstrate the successful decoration of CQDs on GO nanosheets. The CQDs acting as spacers create gaps between GO sheets, resulting in a high surface area, which electively increases the electrolyte accessibility and electronic transmission. The electrocatalytic activity and reversibility of GO-CQDs composites can be effectively enhanced by tuning the mass ratio of GO to CQDs and the heating process. Furthermore, a highly sensitive and selective electrochemical sensor for determining uric acid (UA) and ascorbic acid (AA) was developed by modifying GO-CQDs composites onto a glassy carbon electrode. The results show that the linear range, minimum detection limit, and sensitivity of the GO-CQDs electrode for UA detection are 1-150 µM, 0.01 µM, and 2319.4 µA mM-1 cm-2, respectively, and those for AA detection are 800-9000 µM, 31.57 µM, and 53.1 µA mM-1 cm-2, respectively. The GO-CQDs are employed as the electrode materials for the serum and urine samples electrochemical sensing, the results indicate that the sensor can be used for the analysis of real biological samples.

Bioactive Compounds from Abelmoschus manihot L. Alleviate the Progression of Multiple Myeloma in Mouse Model and Improve Bone Marrow Microenvironment.

PURPOSE: Abelmoschus manihot (L.) Medik. (Malvaceae) derived Huangkui capsules (HKC) represent a traditional Chinese medicine that has been widely applied to the clinical therapy of kidney and inflammatory diseases. The present study aimed to determine the potential therapeutic effects and underlying mechanisms of the ingredients on Multiple Myeloma (MM), an incurable disease that exhibits malignant plasma cell clonal expansion in the bone marrow. METHODS: A 5TMM3VT syngeneic MM-prone model was established and treated with HKC. Murine pre-osteoblast MC3T3-E1 and pre-osteoclast Raw264.7 cells were treated with nine flavonoid compounds extracted from the flowers of Abelmoschus manihot. MC3T3-E1 and Raw264.7 cells were then examined by alizarin red staining and tartrate-resistant acid phosphatase activity staining, respectively. The proliferation of two human MM cells (ARP1, H929) was examined by performing an MTT assay following treatment with flavonoid compounds. Additionally, the cell cycle was analyzed via staining and flow cytometry. The differential expressions of certain proteins were detected via Western blotting, transcriptomic RNA-sequencing as well as RT-qPCR. RESULTS: The results revealed that MM-prone animals appeared to be protected following HKC treatment, as evidenced by a prolonged survival rate. Furthermore, four of the nine flavonoid compounds [Hyperin/Hyperoside, HK-2; Cannabiscitrin, HK-3; 3-O-kaempferol-3-O-acetyl-6-O-(p-coumaroyl)-ß-D-glucopyranoside, HK-11; 8-(2''-pyrrolidione-5''-yl)-quercetin, HK-B10] induced the differentiation of murine pre-osteoblast MC3T3-E1 cells. In addition, two compounds [Isomyricitrin, HK-8; quercetin-8-(2''-pyrrolidione-5"-yl)-3'-O-ß-D-glucopyranosid, HK-E3] suppressed osteoclastogenesis in murine Raw264.7 cells. HK-11 directly inhibited MM cells (ARP1 and H929) proliferation and induced G0/G1 cell cycle arrest, which may have involved the suppressing ß-catenin protein, increasing expressions of IL-6 and TNF-α, as well as activating mature TGF-ß1 and some other metabolic pathways. CONCLUSION: These results of the present study indicated that the bio-active ingredients of HKC exerted protective effects on MM mouse survival through promoting osteoblastogenesis and suppressing osteoclastogenesis, thus improving the bone marrow microenvironment to inhibit MM cell proliferation.

Total C-21 steroidal glycosides, isolated from the root tuber of Cynanchum auriculatum Royle ex Wight, attenuate hydrogen peroxide-induced oxidative injury and inflammation in L02 cells.

Oxidative stress plays an important role in the pathology of liver disorders. Total C­21 steroidal glycosides (TCSGs), isolated from the root tuber of Cynanchum auriculatum Royle ex Wight, have been reported to exert numerous effects, including liver protective and antioxidant effects. In order to investigate the potential mechanisms underlying the protective effects of TCSGs on liver function, the present study used the human normal liver cell line, L02, to evaluate the effects of TCSGs on hydrogen peroxide (H2O2)­induced oxidative injury and inflammatory responses. The L02 cells were pretreated with various concentrations of TCSGs, followed by exposure to 1.5 mM H2O2. Cell viability was determined by a 3­(4,5­dimethylthiazol­2­yl)­2,5­diphenyltetrazolium bromide (MTT) assay. The levels of alanine aminotransferase (ALT), aspartate aminotransferase (AST), lactate dehydrogenase (LDH) and nitric oxide (NO) were measured using colorimetric assays. The activities of superoxide dismutase (SOD), catalase (CAT), glutathione peroxidase (GSH­Px) and the production of malondialdehyde (MDA) were also determined. Intracellular reactive oxygen species (ROS) levels were detected using a fluorescent probe. H2O2­induced oxidative toxicity was attenuated following treatment with TCSGs, as indicated by the increase in cell viability, the decreased levels of ALT, AST, LDH, NO, MDA and ROS, and the increased activities of SOD, CAT and GSH­Px. To further explore the possible mechanisms of action of TCSGs, the nuclear factor erythroid 2­related factor 2 (Nrf2) and nuclear factor­κB (NF)­κB pathways were examined. The results revealed that treatment with TCSGs markedly induced Nrf2 nuclear translocation and upregulated the expression of heme oxygenase­1 (HO­1) in the L02 cells damaged by H2O2. In addition, pretreatment with TCSGs inhibited the NF­κB signaling pathway by blocking the degradation of the inhibitor of nuclear factor κBα (IκBα), thereby reducing the expression and nuclear translocation of NF­κB, as well as reducing the expression of tumor necrosis factor­α (TNF­α), interleukin-6 (IL­6), inducible nitric oxide synthase (iNOS) and cyclooxygenase 2 (COX­2). On the whole, the findings of this study demonstrate that TCSGs can protect L02 cells against H2O2­induced oxidative toxicity and inflammatory injury by increasing the expression of Nrf2 and HO­1, mediated by the NF­κB signaling pathway.

[Chemical constituents from petroleum ether fraction of Swertia chirayita and their activities in vitro].

The present work is to study the chemical constituents from petroleum ether fraction of Tibetan medicine Swertia chirayita by column chromatography and recrystallization. The structures were identified by physical and chemical properties and spectral data as swerchirin (1), decussatin (2), 1,8-dihydroxy-3,5,7-trimethoxyxanthone (3), 1-hydroxy-3,5,7,8-tetramethoxyxanthone (4), bellidifolin (5), 1-hydroxy-3, 7-dimethoxyxanthone (6), methylswertianin (7), 1-hydroxy-3,5-dimethoxyxanthone (8), erythrodiol (9), oleanolic acid (10), gnetiolactone (11), scopoletin (12), sinapaldehyde (13), syringaldehyde (14), and ß-sitosterol (15). Compounds 3, 4, 9, 11-14 were isolated from S. chirayita for the first time. Compounds 9 and 12 were firstly isolated from the genus Swertia. The cytotoxic activities of compounds 1, 2, 5, 7 and 8 against human pancreatic cancer cell lines SW1990 and BxPC-3,and the protective effects of these compounds against hydrogen peroxide (H2O2)-induced oxidative stress in human endothelium-derived EA.hy926 were investigated in vitro. The results showed no obvious effect at the high concentration of 50 µmol•L⁻¹.

Antitumor evaluation and multiple analysis on different extracted fractions of the root of Cynanchum auriculatum Royle ex Wight.

The root of Cynanchum auriculatum (C. auriculatum) Royle ex Wight has been shown to possess various pharmacological effects and has recently attracted much attention with respect to its potential role in antitumor activity. The C-21 steroidal glycosides are commonly accepted as the major active ingredients of C. auriculatum. In this study, the antitumor abilities of different extracted fractions of the root bark and the root tuber of C. auriculatum were investigated by using a 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assay in human cancer cell lines HepG2 and SMMC-7721. The results showed that the chloroform and ethyl acetate fractions of the root tuber suppressed tumor cell growth strongly. To identify and characterize the chemical constituents of different active fractions, an ultra high performance liquid chromatography with triple-quadrupole tandem mass spectrometry method was developed for the simultaneous quantitation of eight C-21 steroidal glycosides. The analysis revealed that the C-21 steroidal glycosides were concentrated in the chloroform and ethyl acetate fractions, and the total contents of different fractions in the root tuber were significantly higher than those of corresponding ones in the root bark. Furthermore, the C-21 steroidal glycosides based on different types of aglucones were prone in different medicinal parts of C. auriculatum.

Screening of Intestinal Bacterial Metabolites of Platycodin D Using Ultra-Performance Liquid Chromatography/Quadrupole Time-of-Flight Mass Spectrometry.

Platycodin D (PD), a bioactive triterpenoid saponin isolated from Platycodi Radix (PR), possesses a vast range of biological activities. Although the pharmacological activities and pharmacokinetics of PD have been well demonstrated, information regarding the intestinal metabolisms of PD is very limited. In this study, human and rat fecal microflora were prepared and anaerobically incubated with PD at 37[Formula: see text]C for 48[Formula: see text]h, respectively. A highly sensitive and specific ultra performance liquid chromatography/quadrupole time-of-flight mass spectrometry (UPLC-Q-TOF/MS) was developed for the analysis of PD and related metabolites in the reaction samples. A Liquid-liquid extraction method was used for sample pretreatment and the chromatographic separation was performed on a 1.7 [Formula: see text]m particle size Syncronis C[Formula: see text] column using gradient elution system. Finally, a total of seven metabolites were detected and tentatively identified, such as the demethylation metabolite (M1), deoxidation metabolites (M3, M7) and hydrolysis at the C-28 oligosaccharide metabolites (M5, M6), which were first discovered in this experiment. The results indicate that hydrolysis, demethylation, dehydroxylation, and acetylation were the major metabolic pathways of PDin vitro. Additionally, four bacterial strains from human feces including Enterococcus sp.41, Bacillus sp.46, Escherichia sp.49 A and Escherichia sp.64 were detected and further identified with 16S rRNA gene sequencing due to their relatively strong metabolic capacity toward PD. The present study provides important information about the metabolism of PD, which will help elucidate the impact of intestinal bacteria on this active component.

Chikusetsusaponin IVa Butyl Ester (CS-IVa-Be), a Novel IL6R Antagonist, Inhibits IL6/STAT3 Signaling Pathway and Induces Cancer Cell Apoptosis.

The activation of IL6/STAT3 signaling is associated with the pathogenesis of many cancers. Agents that suppress IL6/STAT3 signaling have cancer-therapeutic potential. In this study, we found that chikusetsusaponin IVa butyl ester (CS-IVa-Be), a triterpenoid saponin extracted from Acanthopanas gracilistylus W.W.Smith, induced cancer cell apoptosis. CS-IVa-Be inhibited constitutive and IL6-induced STAT3 activation, repressed STAT3 DNA-binding activity, STAT3 nuclear translocation, IL6-induced STAT3 luciferase reporter activity, IL6-induced STAT3-regulated antiapoptosis gene expression in MDA-MB-231 cells, and IL6-induced TF-1 cell proliferation. Surprisingly, CS-IVa-Be inhibited IL6 family cytokines rather than other cytokines induced STAT3 activation. Further studies indicated that CS-IVa-Be is an antagonist of IL6 receptor via directly binding to the IL6Rα with a Kd of 663 ± 74 nmol/L and the GP130 (IL6Rß) with a Kd of 1,660 ± 243 nmol/L, interfering with the binding of IL6 to IL6R (IL6Rα and GP130) in vitro and in cancer cells. The inhibitory effect of CS-IVa-Be on the IL6-IL6Rα-GP130 interaction was relatively specific as CS-IVa-Be showed higher affinity to IL6Rα than to LIFR (Kd: 4,910 ± 1,240 nmol/L) and LeptinR (Kd: 4,990 ± 915 nmol/L). We next demonstrated that CS-IVa-Be not only directly induced cancer cell apoptosis but also sensitized MDA-MB-231 cells to TRAIL-induced apoptosis via upregulating DR5. Our findings suggest that CS-IVa-Be as a novel IL6R antagonist inhibits IL6/STAT3 signaling pathway and sensitizes the MDA-MB-231 cells to TRAIL-induced cell death. Mol Cancer Ther; 15(6); 1190-200. ©2016 AACR.

The aqueous extract of Lycopus lucidus Turcz ameliorates streptozotocin-induced diabetic renal damage via inhibiting TGF-ß1 signaling pathway.

PURPOSE: Renal fibrosis characterized by accumulation of extracellular matrix protein results in chronic renal diseases including diabetic nephropathy. Transforming growth factor ß1 (TGF-ß1) signaling pathway plays a key role in mediating renal fibrosis. Hence, agents that antagonize TGF-ß signaling could be candidate for kidney disease therapy. METHODS: We established renal fibrosis model both in vitro with fibroblast cells treated with rhTGF-ß1 and streptozocin(STZ)-induced diabetic nephropathy rats model in vivo and evaluated the effect of the aqueous extract of Lycopus lucidus Turcz, the blood-circulation-promoting Chinese herb, on diabetic nephropathy and investigated the mechanism of action. RESULTS: We found that Lycopus suppressed rhTGF-ß1-induced Smad2 and ERK1/2 activation, down-regulated the expression of TGF-ßRI, TGF-ßRII, Smad4 and Smad7 in SV40 MES13 cells without inhibiting cell viability. In vivo, lycopus inhibited Smad2 phosphorylation, reduced mRNA level of TGF-ß1, ameliorated expansion of the mesangial area in glomerular tissue and reduced the levels of Scr and BUN of serum and total-SOD (superoxide dismutase) activity in STZ-induced diabetic rats. CONCLUSION: Lycopus is a novel inhibitor of renal fibrosis by blocking TGF-ß signaling pathway and possess a protective effect on renal damage of STZ-induced diabetic nephropathy in rats.

Two new compounds from Scolopendra multidens Newport.

Two new compounds, 5ß-pregnane-2α,6α,20(S)-triol (1) and 8-hydroxyl-3-methoxyl-2(1H)-quinolone (2), were isolated from Scolopendra multidens Newport. Their structures were elucidated on the basis of spectroscopic methods including 1D and 2D NMR and HR-TOF-MS.

A new cytotoxic dinaphthofuran-7,12-dione derivatives from the seeds of Impatiens balsamina.

OBJECTIVE: To study the chemical constituents of seeds of Impatiens balsamina. METHODS: The chemical constituents of the plant were isolated and purified by column chromatography and their structures were elucidated on the basis of physicochemical properties and spectral date. RESULTS: A new dinaphthofuran-7,12-dione derivative, named balsaminone C(1), with another two known dinaphthofuran-7,12-dione derivatives, balsaminone A (2), balsaminone B (3) were isolated. CONCLUSION: Compound 1 is a new compound. These compounds exhibit cytotoxicity against cancer cell lines A549, Bel-7402 and Hela. Compound 1 is worth to be further studied as potential anticancer agent.

The molecular mechanism of luteolin-induced apoptosis is potentially related to inhibition of angiogenesis in human pancreatic carcinoma cells.

Luteolin has been shown to have a strong anticancer effect on various cancer models via programmed cell death (apoptosis). However, the fundamental mechanisms of these effects are still unclear. In the present study, we examined the question of whether or not luteolin can inhibit proliferation of pancreatic carcinoma cells, via apoptosis. We used three human pancreatic carcinoma cell lines, PANC-1, CoLo­357 and BxPC-3 in our study. In luteolin-treated pancreatic carcinoma cells, typical features of apoptosis were observed. Luteolin increased the expression of the pro-apoptotic protein Bax and decreased the expression of the anti-apoptotic protein Bcl-2, with a concomitant increase in the levels of caspase-3 and cleaved PARP after treatment for 24 h. Luteolin inhibited HUVEC proliferation and vessel growth in CAM in vivo. In addition, the concentration of VEGF in the conditioned medium from human pancreatic carcinoma cells was downregulated by luteolin. Pancreatic carcinoma cells, pretreated with luteolin, could decrease the capillary-like structure formation by HUVEC, which was analyzed by a co-culture system. The abatement of VEGF secretion was related to the inhibition of VEGF mRNA expression, which may be regulated by inhibiting the transcription activity of nuclear transcription factor NF-κB.

[Studies on the chemical constituents in fruits of Acanthopanax gracilistylus].

OBJECTIVE: To study the chemical constituents in the fruits of Acanthopanax gracilistylus. METHODS: The chemical components were isolated and purified by silica gel, ODS C-18, and Sephadex LH-20 column chromatogram. The chemical structures were elucidated on the basis of physicochemical properties and spectral data. RESULTS: Ten compounds were isolated and identified as acankoreoside D(1), 3alpha, 11alpha-dihydroxylup-20(29)-en-28-oic acid(2), 3/3-([O-beta-D-glucopyranuronosyl] oxy) -olean-12-ene-28-olc acid (3),3beta-([O-beta-D-glucopyranuronosyl]oxy)-28-O-P3-D-glucopyranosyl-olean-12-ene-28-olc acid(4),oleanolic acid-3-O-6'-O-methyl-beta-D-glucuronopyranoside(5), acantrifoside A(6), acankoreoside A(7), (-)-kaur-16-en-19-oic acid(8), protocatechuic acid (9),beta-sitosterol(10). CONCLUSION: Compounds 2-5 are obtained from the fruits of the plant for the first time.

[Chemical constituents of Chinese red ginseng].

The chemical constituents of Chinese red ginseng (Panax ginseng) were investigated. The chemical constituents were isolated and purified by silca gel, ODS, and Sephedex LH-20, column chromatography, and preparative HPLC. Their chemical structures were elucidated on the basis of physicochemical properties and spectra data. Fourteen compounds were isolated and identified as: notoginsenoside R2 (1), 20(S) -ginsenoside Rg3 (2), 20(R) -ginsenoside Rg3 (3), 20 (S)-ginsenoside Rg2 (4), 20(R) -ginsenosideRg2 (5), 20 (S)-ginsenoside Rh1 (6), 20(R) -ginsenoside Rh1 (7), ginsenoside Rh4 (8), -Ro (9), -Rb1 (10), -Rg1 (11), Re-(12), Rf (13), maltol (14). Compounds 1, 4, 6, were obtained from red ginseng for the first time. Compounds 2 and 3, 4 and 5-7 were enantiomers respectively, enantiomers 6 and 7 were isolated as monomer for the first time.

Two new flavone glycosides from the seeds of Impatiens balsamina L.

Two new flavone glycosides were isolated from the seeds of Impatiens balsamina L. and their structures were determined as quercetin-3-O-[α-L-rhamnose-(1 → 2)-ß-d-glucopyranosyl]-5-O-ß-D-glucopyranoside (1), and quercetin-3-O-[(6'''-O-caffeoyl)-α-L-rhamnose-(1 → 2)-ß-D-glucopyranosyl]-5-O-ß-D-glucopyranoside (2) on the basis of various spectral and chemical studies.

[Studies on the chemical constituents from the stems of Acanthopanax gracilistylus].

OBJECTIVE: To study the chemical constituents from the stems of Acanthopanax gracilistylus. METHODS: The chemical constituents of the plant were isolated and puried by column chromatography and their structures were elucidated on the basis of physico-chemical properties and spectral data. RESULTS: Sixteen compounds were isolated and identified as (2S,3S, 4R, 8E)-2-[(2'R)-2'-hydroxy-pentadecanoylamino]-heptacosane-1,3,4-triol-8-ene(1a),(2S,3S,4R,8E)-2-[(2'R)-2'-hydroxy-octadecanoylamino]-lignocer-ane-1,3,4-triol-8-ene(1b), (2S, 3S, 4R, 8E) -2-[(2'R) -2'-hydroxy-heneicosanoylamino]-heneicosane-1,3,4-triol-8-ene (1c), (2S, 3S,4R, 8E)-2-[(2'R) -2'-hydroxy-docosanoylamino] -eicosane-1,3,4-triol-8-ene (1d), (2S, 3S, 4R, 8E)-2-[(2'R)-2'-hydroxy-trico-sanoylamino]-nonadecane-1,3,4-triol-8-ene (1e), (2S,3S,4R,8E)-2-[(2'R)-2'-hydroxy-lignocera-noylamino]-cctadecane-1,3,4-tri-ol-8-ene(1f), 1-O-beta-D-glucopyranosyl-(2S, 3S, 4R, 8E)-2-[(2'R)-2'-hydroxy-pentadecanoylamino]-nonadecane-1, 3, 4-triol-8-ene (2), 16alpha-hydroxy-ent-kauran-19-ocid (3), 16alphaH, 17-isovaleryloxy-ent-kauran-19-oic acid (4), coniferin (5), syringin (6), eleutheroside D (7), stigmasterol (8), beta-sitosterol (9), daucosterol (10), pentacosanoic acid (11). CONCLUSION: Compounds 1a - f, 2 are isolated from this genus for the first time, and compounds 4, 5, 11 are firstly obtained from Acanthopanax gracilistylus.

[Studies on dynamic change of total ginkgolic acids in Ginkgo biloba leaves of different aged trees and different collecting seasons].

OBJECTIVE: To study dynamic change of total ginkgolic acids in Ginkgo biloba leaves of the different aged trees and different collecting seasons. METHOD: The content of total ginkgolic acids in G. biloba leaves was determined by HPLC. A Alltima C18 (4.6 mm x 250 mm, 5 microm) and the mobile phase of methanol and 1% acetic acid (90:10) were used, the flow rate was 1.0 mL x min(-1), and the wavelength was 310 nm. The content were calculated with external standard method. RESULT: The content of total ginkgolic acids in G. biloba leaves was in the range of 0.48% to 2.51% in different collecting seasons. The content reached maximum at the end of May and the beginning of June, and then declined gradually. In different aged trees, the content in the older ages was lower than that in the younger ages. CONCLUSION: The results provide scientific basis for the collecting season of G. biloba leaves.

[Study on chemical constituents from Cicuta virosa var. latisecta].

OBJECTIVE: To investigate the chemical constituents in Cicuta virosa var. latisecta. METHOD: Many kinds of column chromatography were used to isolate the compounds from the EtOH ext. of C. virosa var. latisecta. The chemical constituents of the plant were identified by means of IR, MS, 1H-NMR, 13C-NMR, respectively, in some case by direct comparison with authentic samples. RESULT: Nine compounds were isolated from the aerial part and were identified as: 3beta-acetyloxy-16-hydroxy-olean-12-en-28-oic acid (1), 9 (11), 12-dieneoleana-3beta-ol (2), 9, 19-cyclolanaost-24-en-3-one (3), 9, 19-cycloergost-23-en-3, 25-diol (4), stigmasterol (5), falcarindiol (6), 1, 2-benzenedicarboxylic acid, his (2-ethylhexyl) ester (7), stigmast-5-en-3beta-ol (8), beta-daucosterol (9). CONCLUSION: Compound 1 is a new natural product, and compounds 2 to 9 were firstly isolated from this plant.

A new cytotoxic prenylated dihydrobenzofuran derivative and other chemical constituents from the rhizomes of Atractylodes lancea DC.

A new prenylated dihydrobenzofuran derivative (1), was isolated from the rhizomes of Atractylodes lancea DC (Asteraceae), along with ten known compounds, including atractylenolide II (2), phi-taraxasteryl acetate (3), taraxerol acetate (4), beta-sitosterol (5), stigmasterol (6), beta-eudesmol (7), atractylenolide III (8), atractylenolide IV (9), daucosterol (10), and stigmasterol 3-O-beta-D-glucopyranoside (11). The structure of the new compound (1) was elucidated as trans-2-hydroxyisoxypropyl-3-hydroxy-7-isopentene-2,3-dihydrobenzofuran-5-carboxylic acid by the combination of 1D, 2D NMR analysis and mass spectrometry, and it was the first reported 2,3-dihydrobenzofuran derivative having a carboxyl residue at C-5 and an isopentene moiety at C-7 contemporaneously. In addition, compound 1 exhibited significant cytotoxicity against cancer cell lines HCT-116 and MKN-45.

[Chemical constituents of Changium smyrnioides].

OBJECTIVE: To study chemical constituents of Changium smyrnioides Wolff. METHODS: The chemical components were isolated and purified by silica gel column and recrystallization. The chemical structures were elucidated on the basis of physico-chemical properties and spectral data. RESULTS: Ten compounds were isolated and identified as lignoceric acid (1), beta-sitosterol (2), stigmasterol (3), 5-hydroxy-8-methoxypsoralen (4), glycerylmonopalmitate (5), L-pyroglutamic acid (6), succinic acid (7), vanillic acid-4-O-beta-D-glucopyranoside (8 ), vanillic acid (9), daucosterol (10). CONCLUSION: Compounds 1, 4, 5, 6, 8 and 9 are obtained from the plant for the first time.