Sessiliflorus Fruits Research Articles

Evaluation of drying kinetics, physical properties, bioactive compounds, antioxidant activity and microstructure of Acanthopanax sessiliflorus fruits dried by microwave-assisted hot air drying method

Evaluation of drying kinetics, physical properties, bioactive compounds, antioxidant activity and microstructure of Acanthopanax sessiliflorus fruits dried by microwave-assisted hot air drying method

Noble 3,4-Seco-triterpenoid Glycosides from the Fruits of Acanthopanax sessiliflorus and Their Anti-Neuroinflammatory Effects.

Acanthopanax sessiliflorus (Araliaceae) have been reported to exhibit many pharmacological activities. Our preliminary study suggested that A. sessiliflorus fruits include many bioactive 3,4-seco-triterpenoids. A. sessiliflorus fruits were extracted in aqueous EtOH and fractionated into EtOAc, n-BuOH, and H2O fractions. Repeated column chromatographies for the organic fractions led to the isolation of 3,4-seco-triterpenoid glycosides, including new compounds. Ultra-high-performance liquid chromatography (UPLC) mass spectrometry (MS) systems were used for quantitation and quantification. BV2 and RAW264.7 cells were induced by LPS, and the levels of pro-inflammatory cytokines and mediators and their underlying mechanisms were measured by ELISA and Western blotting. NMR, IR, and HR-MS analyses revealed the chemical structures of the nine noble 3,4-seco-triterpenoid glycosides, acanthosessilioside G–O, and two known ones. The amounts of the compounds were 0.01–2.806 mg/g, respectively. Acanthosessilioside K, L, and M were the most effective in inhibiting NO, PGE2, TNF-α, IL-1β, and IL-6 production and reducing iNOS and COX-2 expression. In addition, it had inhibitory effects on the LPS-induced p38 and ERK MAPK phosphorylation in both BV2 and RAW264.7 cells. Nine noble 3,4-seco-triterpenoid glycosides were isolated from A. sessiliflorus fruits, and acanthosessilioside K, L, and M showed high anti-inflammatory and anti-neuroinflammatory effects.

LC-MS-Based Lipidomic Analysis of Serum Samples from Spontaneously Hypertensive Rats Treated with an Extract of Acanthopanax sessiliflorus Fruits.

Recently, lipidomics has revealed that many diseases are highly associated with altered lipid metabolism, as in the case of hypertension affecting serum lipid metabolism. In this study, an LC–MS-based lipidomic approach was used to profile serum lipids in spontaneously hypertensive rats (SHRs) treated with an extract of Acanthopanax sessiliflorus fruits (ASF), to elucidate the serum lipid metabolism alteration by hypertension and the treatment of a drug or ASF. First, UPLC-QTOF/MS profiled a total of 208 lipids from six pooled samples of normal controls, SHR, SHR + 100 mg/kg of drug, and SHR + ASF 200, 400, or 600 mg/kg. These six groups were differentiated by the PCA and sPLS–DA, and 120 lipid species were identified as differentially regulated lipids (DRLs) by ANOVA (p values < 0.05). Second, UPLC–QqQ/MS was used for the target profiling of 120 DRLs from individual samples of the six groups. Using an ANOVA, 67 lipids (38 TGs, 4 DGs, 17 PCs, 2 PEs, and 6 LPCs) were selected as validated DRLs. The mostly altered lipids, such as TG (62:13), TG (60:13), PC (34:4), PC (36:5), and PC (38:2), were decreased in SHR compared to the normal control, and received little by treatment with ASF. These results demonstrated the correlation between hypertension and serum lipid metabolism. Furthermore, both drug and ASF treatment similarly altered the lipid profiles of SHRs. Finally, we found that DRLs have the potential to help us to interpret the lipid metabolism of hypertension.

Antihypertensive Effect of Ethanolic Extract from Acanthopanax sessiliflorus Fruits and Quality Control of Active Compounds.

Acanthopanax sessiliflorus (Rupr. & Maxim.) Seem., which belongs to the Araliaceae family, mainly inhabits Korea, China, and Japan. Traditionally, Acanthopanax species have been used as treatment for several diseases such as diabetes, tumors, and rheumatoid arthritis. Especially, its fruits have many biological functions including antitumor, immunostimulating, antithrombosis, and antiplatelet activities. Recently, the extract of A. sessiliflorus fruit has been reported to have antithrombotic and antiplatelet activities related to the alleviation of hypertension. Therefore, we investigated the antihypertensive effect of ethanolic extract from A. sessiliflorus fruits (DHP1501) through in vivo, ex vivo, and in vitro studies. In this study, DHP1501 demonstrated free radical scavenging capacity, enhanced endothelial nitric oxide (NO) production, and inhibited angiotensin-converting enzyme (ACE) activity in spontaneously hypertensive rats (SHRs), resulting in the improvement of vascular relaxation and decrease in blood pressure in the hypertensive animal model. These results suggest that A. sessiliflorus fruit extract may be a promising functional material for the prevention and treatment of hypertension. Furthermore, this study demonstrated the utility of MS-based active compounds for the quality control of DHP1501.

Phytoconstituents and Nutritional Properties of the Fruits of Eleutherococcus divaricatus and Eleutherococcus sessiliflorus: A Study of Non-European Species Cultivated in Poland.

Eleutherococcus fruits have been consumed in Russia and Asia throughout the centuries. Currently, there is an increasing interest in these products by the community of Western Europe. Many people suffer from micronutrient deficiencies, known as malnutrition, which consequently influences body condition. The aim of this study was to investigate pharmaconutrition, proximate, mineral, and fatty acid composition, total phenolics content, and total flavonoids content of Eleutherococcus divaricatus and Eleutherococcus sessiliflorus fruits cultivated in Poland. Eleutherococcus divaricatus and E. sessiliflorus contain a high amount of protein and fibres (16.70% and 12.28%; 61.41% and 45.63%, resp.). The fruits were generally high in K (21 g/kg) and low in sodium (0.001 g/kg). In terms of fatty acid composition, both species had a high amount of monounsaturated fatty acids (54.84–57.95%) and polyunsaturated fatty acids (36.22–37.0%). Using LC-ESI-MS/MS, protocatechuic acid has been identified as the most abundant compound, ranging from 260 to 810 μg/100 g DE. Among flavonoids, hyperoside was found to be in the highest amount (120–780 μg/100 g DE). Considering a rich chemical composition of the fruits, a better understanding of their health benefits is important in order to increase their utility and to enrich dietary sources of health promoting compounds. Because of a high amount of protein and a low calorific value, the fruits should be considered food for vegans or vegetarians.

Simultaneous Determination and Pharmacokinetic Study of Six Components in Rat Plasma by HPLC-MS/MS after Oral Administration of Acanthopanax sessiliflorus Fruit Extract.

A specific and reliable HPLC-MS/MS method was developed and validated for the simultaneous determination of protocatechuic acid (PCA), scopolin, (−)-pinoresinol-4,4′-di-O-β-d-glucopyranoside (PDG), acanthoside D, acanthoside B and hyperin in rat plasma for the first time. The analytes were separated on a C18 column (50 × 2.1 mm, 1.8 µm) and a triple-quadrupole mass spectrometer equipped with an electrospray ionization (ESI) source was used for detection. The rat plasma sample was prepared using the protein precipitation procedure. The calibration curves were linear over a concentration range of 1.2–1200.0 ng/mL for PCA, 0.96–960.0 ng/mL for scopolin, 1.12–1120.0 ng/mL for PDG, 1.32–1320.0 ng/mL for acanthoside D, 0.99–990.0 ng/mL for acanthoside B and 1.01–1010.0 ng/mL for hyperin. The intra-day and inter-day precision was less than 11.4% and the relative error (RE) was all within ±15%. The validated method was successfully applied to assess the pharmacokinetics characteristics after the extracts of Acanthopanax sessiliflorus fruits were orally administered to the Sprague-Dawley rat.

Inhibitory Effects of seco-Triterpenoids from Acanthopanax sessiliflorus Fruits on HUVEC Invasion and ACE Activity

This study was conducted to investigate the effects of the crude extract from Acanthopanax sessiliflorus fruits and the isolated seco-triterpenoids from the crude extract on blood flow in human umbilical vein endothelial cell (HUVEC) invasion assay and angiotensin converting enzyme (ACE) inhibitory activity assay. On the basis of DMSO, the extent of HUVECs' invasion was remarkably decreased with crude extract concentrations of 400 and 1000 pg/mL. Additionally, the extent of the HUVEC invasion inhibitory effect in 400 and 1000 µg/mL of acanthosessilioside F were 55.8% and 72.4%, respectively. In addition, the maximum extent of the HUVEC invasion inhibitory effect of 22-α-hydroxychiisanoside was 88.9%. The IC50 value of the inhibitory effect on ACE activity in the crude extract was 4 µg/mL. The isolated seco-triterpenoids, 22α-hydroxychiisanogenin, 3,4-seco-lupan-20(30)-en-3,28-dioic acid, (lR)-1,4-epoxy-11α,22α-hydroxy-3,4-seco-lupan-20(30)-en-3,28-dioicacid, (+)-divaroside, and chiisanosidehad showed very high inhibitory effects on ACE activity, ranging from 1.8 to 2.9 µg/mL, which is much higher than the 150.0 µg/mL effect of aspirin. These results suggest that the crude extract from Acanthopanax sessiliflorus fruits and the isolated seco-triterpenoids from the crude extract enhance the blood flow effect by decreasing ACE activity.

Optimization of Vacuum Freeze Drying of Anthocyanins from &lt;em&gt;Acanthopanax Sessiliflorus&lt;/em&gt; Fruits

Acanthopanax sessiliflorus fruits anthocyanins were prepared by vacuum freeze drying technology and the particle structure was studied. On the basis of single factor test the effects of drying pressure, material thickness and heating plate temperature on the drying anthocyanins were investigated by Box-Benhnken center composite design and response surface technology. The results showed that the optimum technical conditions were as follows: drying pressure 50 Pa, material thickness 8 mm and heating plate temperature 50°C. Under the optimum conditions, the drying rate was 19.37 g/(g·h), the anthocyanins retention rate was 82.88% and the moisture content was 4.13%. Scanning Electron Microscope (SEM) analyses showed that the anthocyanins were flaky particles, uniform particle size with smooth surface.

Monoterpenoids from Acanthopanax sessiliflorus Fruits

Three new acyclic monoterpenoids named (2E)-3,7-dimethylocta-2,6-dienoate-6-O-α-l-arabinopyranosyl-(1→6)-β-d-glucopyranoside (1), (3Z,6E)-3,7-dimethyl-3,6-octadiene-1,2,8-triol (2) and (6E)-7-methyl-3-methylene-6-octene-1,2,8-triol (3) were isolated from Acanthopanax sessiliflorus fruits, along with three known monoterpenoid compounds. The structures of the new compounds were determined by means of extensive spectroscopic analysis (1D, 2D NMR and HRESIMS) and chemical methods.

Anti-inflammatory Lignans from the Fruits of Acanthopanax sessiliflorus

A new lignan, named acanthosessilin A (1), as well as eight known lignan and lignan glycosides 2−9 were isolated from an ethanolic extract of Acanthopanax sessiliflorus fruits. The chemical structures were determined by spectroscopic methods, including HR-EIMS, 1D NMR (1H, 13C, DEPT), 2D NMR (gCOSY, gHSQC, gHMBC, NOESY), and IR spectroscopy. All isolated compounds were tested for the ability to inhibit LPS-induced nitric oxide production in RAW264.7 macrophages.

Bioactive 3,4-seco-Triterpenoids from the Fruits of Acanthopanax sessiliflorus

Eight new 3,4-seco-lupane triterpenes and glycosides, acanthosessiligenins I and II (1, 3) and acanthosessiliosides A-F (2, 4-8), as well as six known 3,4-seco-lupane triterpenes (9-14) were isolated from an ethanolic extract of Acanthopanax sessiliflorus fruits. The chemical structures of 1-8 were determined by spectroscopic data interpretation. All isolated compounds were tested for their cytotoxicity against six human cancer cell lines and their ability to inhibit LPS-induced nitric oxide production in RAW 264.7 macrophages.

Calenduloside E 6'-methyl ester induces apoptosis in CT-26 mouse colon carcinoma cells and inhibits tumor growth in a CT-26 xenograft animal model.

The aim of the present study was to investigate the cytotoxic effect of calenduloside E 6'-methyl ester (oleanolic acid 3-O-β-D-glucuronopyranoside-6'-methyl ester) isolated from Acanthopanax sessiliflorus fruits was investigated in CT-26 mouse colon carcinoma cells. Calenduloside E 6'-methyl ester dose-dependently inhibited the viability of CT-26 cells. Apoptosis was characterized by the detection of annexin-V and sub-G1 apoptotic cell populations, terminal deoxynucleotidyl transferase dUTP nick end labeling (TUNEL) and DNA fragmentation experiments. Results showed that the number of immunostained annexin-V-FITC and sub-G1 cells increased after treatment with calenduloside E 6'-methyl ester. Calenduloside E 6'-methyl ester also increased terminal deoxynucleotidyl transferase dUTP nick end labeled-CT-26 cells. It induced DNA fragmentation. and the cleavage of caspase-8, -9, -3 and poly ADP-ribose polymerases. In addition, calenduloside E 6'-methyl ester suppressed the volume and weight of tumors in BALB/c mice subcutaneously implanted with CT-26 cells. These results indicate that calenduloside E 6'-methyl ester induces apoptosis in CT-26 mouse colon carcinoma cells and inhibits tumor growth in a CT-26 carcinoma animal model.

In vivo Antithrombotic and Antiplatelet Activities of a Quantified Acanthopanax sessiliflorus Fruit Extract

Aim To investigate the in vivo antithrombotic and antiplatelet activities and triterpenoid saponin contents of ethanol extract of Acanthopanax sessiliflorus fruits (ASF EtOH). Methods In the present work a quantified ASF EtOH was selected to determine its in vivo antithrombotic activity in a rat arteriovenous shunt thrombosis model and its inhibitory effect on adenosine diphosphate (ADP)-induced platelet aggregation using a platelet aggregometer. Ten triterpenoid saponin contents of the extract of the fruits were determined by a validated ultra-performance liquid chromatography-tandem mass spectrometry (UPLC-MS/MS) method. Total triterpenoid saponin content was also determined according to the colorimetric method by ultraviolet-visible spectrophotometer. Results After ASF EtOH (125, 250, 500 and 1 000 mg·kg −1/d) was orally administered to rats for 15 d, the in vivo antithrombotic activity on rats was in a concentration-dependant manner showing a significant linear relationship for ASF EtOH ( P < 0.05). Meanwhile, ASF EtOH significantly ( P < 0.05) inhibited ADP-induced platelet aggregation in vivo on rats. The inhibitions of (16.3 ± 4.7)%, (28.6 ± 4.1)%, (47.9 ± 4.0)% and (61.3 ± 6.6)% were reached for ASF EtOH at doses of 125, 250, 500 and 1 000 mg(kg −1 body weight (bw) respectively, compared to an inhibition of (55.4 ± 7.5)% for the positive control aspirin (27 mg(kg −1/d). The contents of the main triterpenoid saponins 22 α-hydroxychiisanoside, momordin Ib and chiisanogenin were (3 755 ± 51.3), (2 461 ± 73.0) and (1 114 ± 75.4) μg·g −1 dry fruit respectively. The amount of total triterpenoid saponins in ASF EtOH was (30.6 ± 0.6) mg of ginsenoside Re equivalents (GRE)/g. Conclusion These experimental results suggest that ASF EtOH has both in vivo antithrombotic and antiplatelet activities.

Determination and pharmacokinetic study of chiisanogenin in rat plasma by ultra performance liquid chromatography‐tandem mass spectrometry

Chiisanogenin existing in many Acanthopanax species has been reported to possess anti-inflammatory, antibacterial and antiplatelet aggregatory activities. To develop and validate a rapid and sensitive ultra performance liquid chromatography-tandem mass spectrometry method for the determination of chiisanogenin in rat plasma and to investigate its pharmacokinetics after oral administration of chiisanogenin or the extract of Acanthopanax sessiliflorus fruits. The sample pretreatment involved a one-step extraction of 0.2 mL plasma with diethyl ether. Acetaminophen was used as the internal standard. The separation was carried out on an ACQUITY UPLC™ BEH C₁₈ column with a mobile phase of acetonitrile-5 mM ammonium acetate (90:10, v/v) at a flow rate of 0.2 mL/min. The detection was performed on a triple quadrupole tandem mass spectrometer by multiple reaction monitoring (MRM) mode via electrospray ionization (ESI) source. A high sample throughput was achieved with an analysis time of 1.1 min per sample. The calibration curve was linear (r² ≥ 0.99) over the concentration range of 5-500 ng/mL with a lower limit of quantification (LLOQ) of 5 ng/mL. The intra-day and inter-day precision (relative standard deviation, R.S.D.) values were below 11% and the accuracy (relative error, R.E.) was within 8% at all three quality control (QC) levels. The method was successfully applied to the pharmacokinetic study of chiisanogenin in rat after oral administration of chiisanogenin and the extract of Acanthopanax sessiliflorus fruits. Other constituents in the extract affected the pharmacokinetic behavior of chiisanogenin.

Triterpenes fromAcanthopanax sessiliflorusFruits and their Antiplatelet Aggregation Activities

One new triterpenoid saponin and two lupane-derived triterpenes were isolated from Acanthopanax sessiliflorus fruits. The structures of the two new compounds were elucidated as 3- O-[(alpha- L-arabinopyranosyl)-(1 --> 2)]-[ beta- D-glucuronopyranosyl-6- O-methyl ester]-olean-12-ene-28-olic acid (1) and (1 R,11 alpha,22 alpha)-1,4-epoxy-11,22-hydroxy-3,4-secolupane-20(30)-ene-3,28-dioic acid (3) on the basis of spectral analysis, including MS, (1)H-NMR, (13)C-NMR, DEPT, HMBC, HMQC and NOESY. The structure of the other new natural product was elucidated as (1 R,11 alpha)-1,4-epoxy-11-hydroxy-3,4-secolupane-20(30)-ene-3,28-dioic acid (2). All these compounds showed antiplatelet aggregation activity on ADP-induced platelet aggregation.