Bupleurum Marginatum Research Articles

Triterpenoid saponins from Bupleurum marginatum var. stenophyllum

Twelve compounds were obtained by phytochemical investigation of 70% EtOH ( containing 0.5%NH3•H2O )extract of the roots of Bupleurum marginatum var. stenophyllum. Based on comparison of their spectral data, including HR-ESI-MS, ¹H-NMR, ¹³C-NMR data, with those of the literature, their structures were elucidated as saikosaponin b2 (1), saikosaponin a(2), saikosaponin b1(3), saikosaponin d (4), hydroxysaikosaponin a (5), saikosaponin b3 (6), saikosaponin c(7),saikosaponin i (8), saikosaponin f (9), chikusaikosides Ⅱ(10), saikosaponin s (11), and saikosaponin I(12). All compounds belong to olean-type triterpenoid saponin and compounds 1, 3, 5, 8-9,11, and 12 were isolated from this plant for the first time. At a concentration of 20 μmol•L⁻¹, compounds 2, 4, 6, 8, 11 and 12 showed strong inhibition activity against influenza virus WSN33 with the inhibition rate of 91.3%,88.6%,53.4%,61.3%,77.3% and 57.4%,respectively.

Anti-infective and cytotoxic properties of Bupleurum marginatum

BackgroundBupleurum marginatum Wall. ex DC (Apiaceae) is a perennial herb widely used in traditional Chinese and Kampo medicine for the treatment of various infectious diseases. The biological activities of B. marginatum have not been fully investigated. This study aims to investigate the antitrypanosomal, antimicrobial and antiviral activities of methanol (ME) and dichloromethane (DCM) extracts of B. marginatum aerial parts and the ability of both extracts to inhibit the growth of different cancer cell lines.MethodsPhytochemical characterization of the extracts was performed by LC-MS profiling. The antitrypanosomal activity was evaluated using the resazurin method. The antimicrobial activity was assessed using agar diffusion and microdilution methods, and the minimum inhibitory concentration (MIC) values were determined. The antiviral activity was determined for 6.25, 12.5, and 50 μg/mL doses using a plaque reduction assay. Cytotoxicity was investigated in eight cancer cell lines (Caco-2, CCL-81, CCRF-CEM, COS-7, HL-60, MIA PaCa-2, MCF-7, and PANC-1) using the MTT assay and the caspase 3/7 activity was determined over the range of 62.5–1000 μg/mL.ResultsPhytochemical analyses resulted in the characterization of 15 components, mainly flavonoids and lignans. The DCM extract showed significant antitrypanosomal activity (IC50: 36.21 μg/mL) and moderate activity against Streptococcus pyogenes (MIC value: 0.25 mg/mL). At a dose of 12.5 μg/mL, the DCM extract inhibited 73.6% of the plaque production by hepatitis A virus. CCRF-CEM cells were the most sensitive to both extracts (IC50: 12.5–22.7 μg/mL). The cytotoxicity was mediated by induction of apoptosis (19-fold increase in the cellular caspase 3/7 level after treatment with the DCM extract at 1 mg/mL).ConclusionsME and DCM extract of B. marginatum showed anti-infective and antiproliferative effects.

Study on Biological Materials with Genetic Diversity of <i>Bupleurum marginatum</i> in Northwest of Hubei Province of China Base on ISSR

To analyze the genetic diversity of Bupleurum marginatum growing in northwest area of Hubei province of china,and provide the molecular identification method for Bupleurum marginatum and basis for its exploitation and utilization. ISSR Molecular markers were used to analyse the genetic relationship between Bupleurum species in northwest area of Hubei province (NAHP) and the Bupleurum chinense DC.. 12 samples of Bupleurum marginatum were amplified to 81 ISSR bands and there were 42 polymorphic bands, the rate of polymorphic bands was 51.9%. 12 samples of Bupleurum marginatum were clustered into one group, two samples of Bupleurum chinense DC. were clustered into another group. The biodiversity and germplasm resources of Bupleurum marginatum in NAHP is abundant and it is beneficial for the development of Bupleurum marginatum. The method of ISSR marker can significantly distinguish Bupleurum marginatum from its closely related species as the molecular features of the species identification and provide basis for distinguishing different germplasm.

Chemical profiling and histochemical analysis of Bupleurum marginatum roots from different growing areas of Hubei province

Bupleuri Radix has been widely used in traditional Chinese medicine. In the current herbal market, the species Bupleurum marginatum Wall. ex DC. is the main source of Bupleuri Radix. Although Bupleuri Radix from the roots of B. marginatum grown wild in the North West of Hubei province has higher quality compared with those from other regions according to the previous investigations, the exhaustive exploitation driven by increasing demand has drastically reduced the wild resource. As a result, germplasm evaluation and quality resource exploration are important for the sustainable utilization and cultivation of B. marginatum. A preliminary study indicated differences in the tissue structure of B. marginatum grown in different areas of North Western Hubei province. In the current study, various tissues of the roots of B. marginatum grown in different areas of North Western Hubei were subjected to laser microdissection and analyzed by microscopy and ultra-high performance liquid chromatography quadrupole time-of-flight mass spectrometry (UHPLC–Q-TOF-MS). The results show that wild plants from Maqiao Town, Baokang County contain the most saikosaponins distributed mainly in cork, cortex and phloem. This study provides key chemical information for evaluating the quality of B. marginatum roots.

A novel cytotoxic aryltetraline lactone from Bupleurum marginatum (Apiaceae)

A detailed phytochemical study of the aerial parts of Bupleurum marginatum Wall. ex DC revealed a novel aryltetraline lactone lignan identified as 9-(benzo[d][1,3]dioxol-5-yl)-6,7,8-trimethoxy-3a,4,9,9a-tetrahydronaphtho[2,3-c]furan-1(3H)-one (marginatoxin) along with nine known compounds and characterization of five other compounds either by GLC/MS or LC/MS techniques. Chemical structures of the isolated compounds were unambiguously elucidated by both 1D, 2D NMR and mass spectrometry techniques.The in vitro cytotoxic activity of both methanol and dichloromethane extracts as well as the isolated compounds was assessed in two human cancer cell lines HepG2 and HeLa using the MTT assay. The new aryltetraline lactone lignan exhibited a potent cytotoxic activity with IC50 values of 12.14 and 16.90μM after 24h treatment for HepG2 and HeLa cells, respectively.

Extracts from Bupleurum marginatum inhibit glycogen synthase kinase 3β

Extracts from Bupleurum marginatum inhibit glycogen synthase kinase 3β

Chemical composition and biological activity of the essential oil obtained from Bupleurum marginatum (Apiaceae)

Abstract Objectives Bupleurum marginatum is a herb indigenous to the southern and southwestern part of China. It is widely used in many Chinese prescriptions. We aimed to investigate the chemical composition, antioxidant, anti-inflammatory, antimicrobial and in-vitro cytotoxic activity of the hydrodistilled and extracted essential oil from B. marginatum to validate some of its ethnopharmacologial uses. Methods The essential oil of the aerial parts of B. marginatum was analysed by capillary gas chromatography (GLC/FID) and gas chromatography-mass spectrometry (GLC/MS). The ability of the oil to reduce diphenylpicrylhydrazine (DPPH•) and to prevent the degradation of deoxyribose were used to evaluate the antioxidant activity. Inhibition of both prostaglandin E2 production and lipoxygenase were used to assess the anti-inflammatory activity. Antimicrobial activity was studied in vitro against a range of bacteria and fungi. The in-vitro cytotoxicity of the essential oil on six human cancer cell lines (HepG2, Caco-2, CCRF-CEM, HeLa, MiaPaCa-2 and MCF-7) was examined using the MTT assay. Key findings Seventy-two components, comprising almost 94.29% of the total peak area, were identified in the analysis. The main components were tridecane (13.18%), undecane (10.42%), pentadecane (8.71%), β-caryophyllene (5.53%) and β-caryophyllene oxide (5.29%). The ability of the oil to reduce diphenylpicrylhydrazine (DPPH•) and to prevent the degradation of deoxyribose were used to evaluate the antioxidant activity and the corresponding IC50 values (drug concentration which resulted in a 50% reduction in inhibition of the activity) were found to be 3.66 mg/ml and 17.4 μg/ml, respectively. Inhibition of both prostaglandin E2 production and lipoxygenase were used to assess the anti-inflammatory activity (IC50 of 63.64 μg/ml for lipoxygenase, 26.04% inhibition of prostaglandin E2 at 25 μg/ml dose). The oil also showed a significant in-vitro antimicrobial activity against Gram positive pathogens (Streptococcus pyogenes and Streptococcus agalactiae) with minimum inhibitory concentration (MIC) values ranging from 0.125 up to 4.00 mg/ml. The in-vitro cytotoxicity of the essential oil on six human cancer cell lines (HepG2, Caco-2, CCRF-CEM, HeLa, MiaPaCa-2 and MCF-7) examined using the MTT assay revealed the highest activity to be in the CCRF-CEM cell line with an IC50 (concentration which resulted in a 50% reduction in cell viability) of 46.01 μg/ml after 24 h treatment. Conclusions The essential oil of B. marginatum exhibited a promising anti-inflammatory activity along with strong cytotoxicity against many cancer cells (CCRF-CEM and HepG2) mediated through induction of apoptosis, and this in-vitro activity make its local traditional uses rational. However, its limited antimicrobial activity indicates that a combination with other drugs is essential for effective use. Further selectivity testing is required to evaluate the effect of the oil against normal cells.

Chemical composition and biological activity of the essential oil obtained from <I>Bupleurum marginatum</I> (Apiaceae)

Bupleurum marginatum is a herb indigenous to the southern and southwestern part of China. It is widely used in many Chinese prescriptions. We aimed to investigate the chemical composition, antioxidant, anti-inflammatory, antimicrobial and in-vitro cytotoxic activity of the hydrodistilled and extracted essential oil from B. marginatum to validate some of its ethnopharmacologial uses. The essential oil of the aerial parts of B. marginatum was analysed by capillary gas chromatography (GLC/FID) and gas chromatography-mass spectrometry (GLC/MS). The ability of the oil to reduce diphenylpicrylhydrazine (DPPH(.)) and to prevent the degradation of deoxyribose were used to evaluate the antioxidant activity. Inhibition of both prostaglandin E(2) production and lipoxygenase were used to assess the anti-inflammatory activity. Antimicrobial activity was studied in vitro against a range of bacteria and fungi. The in-vitro cytotoxicity of the essential oil on six human cancer cell lines (HepG2, Caco-2, CCRF-CEM, HeLa, MiaPaCa-2 and MCF-7) was examined using the MTT assay. Seventy-two components, comprising almost 94.29% of the total peak area, were identified in the analysis. The main components were tridecane (13.18%), undecane (10.42%), pentadecane (8.71%), beta-caryophyllene (5.53%) and beta-caryophyllene oxide (5.29%). The ability of the oil to reduce diphenylpicrylhydrazine (DPPH(.)) and to prevent the degradation of deoxyribose were used to evaluate the antioxidant activity and the corresponding IC50 values (drug concentration which resulted in a 50% reduction in inhibition of the activity) were found to be 3.66 mg/ml and 17.4 microg/ml, respectively. Inhibition of both prostaglandin E(2) production and lipoxygenase were used to assess the anti-inflammatory activity (IC50 of 63.64 microg/ml for lipoxygenase, 26.04% inhibition of prostaglandin E(2) at 25 microg/ml dose). The oil also showed a significant in-vitro antimicrobial activity against Gram positive pathogens (Streptococcus pyogenes and Streptococcus agalactiae) with minimum inhibitory concentration (MIC) values ranging from 0.125 up to 4.00 mg/ml. The in-vitro cytotoxicity of the essential oil on six human cancer cell lines (HepG2, Caco-2, CCRF-CEM, HeLa, MiaPaCa-2 and MCF-7) examined using the MTT assay revealed the highest activity to be in the CCRF-CEM cell line with an IC50 (concentration which resulted in a 50% reduction in cell viability) of 46.01 microg/ml after 24 h treatment. The essential oil of B. marginatum exhibited a promising anti-inflammatory activity along with strong cytotoxicity against many cancer cells (CCRF-CEM and HepG2) mediated through induction of apoptosis, and this in-vitro activity make its local traditional uses rational. However, its limited antimicrobial activity indicates that a combination with other drugs is essential for effective use. Further selectivity testing is required to evaluate the effect of the oil against normal cells.

Modulation of MDR in CEM/ARD5000 cells by a novel lignan from Bupleurum marginatum (Apiaceae)

The genus Bupleurum (Apiaceae), widely used in Chinese herbal medicine, comprises 200 species that are widely distributed in the northern hemisphere. Based upon traditional Chinese medicine, many Bupleurum extracts are used in the treatment of common colds, general inflammations and fever, hepatitis, and different cancers. Bupleurum marginatum Wall. ex DC. is one of the popularly used Bupleurum species in both TCM and Japanese Kampo. It is a perennial herb with yellow flowers, indigenous to the southern part of China [1]. In continuation of our search for new bioactive secondary metabolites from the plants kingdom which modulate the multidrug resistance in several human cancer cell lines [2,3], we have isolated a novel dibenzylbutyrolactone lignan derivative (BM9) along with isoyatin and other four known flavonoids from B. marginatum (Apiaceae) by silica gel column chromatography. The structural elucidation and biological significance of reversing MDR in CEM/ARD5000 leukaemia cells of the isolated compounds will be discussed.

Three New Arylnaphthalide Lignans from the Aerial Parts of Bupleurum marginatumWall. ex DC.

AbstractThree new arylnaphthalide lignans, 5‐(4‐hydroxy‐3‐methoxyphenyl)furo[3′,4′: 6,7]naphtho[2,3‐d]‐1,3‐dioxol‐6(8H)‐one (1), 10‐(4‐hydroxy‐3‐methoxyphenyl)furo[3′,4′: 6,7]naphtho[1,2‐d]‐1,3‐dioxol‐9(7H)‐one (2), and 10‐(3,4‐dimethoxyphenyl)‐6‐hydroxyfuro[3′,4′: 6,7]naphtho[1,2‐d]‐1,3‐dioxol‐9(7H)‐one (3), together with two known ones, chinensin (4) and isodiphyllin (5), were isolated from the aerial parts of Bupleurum marginatum Wall. ex DC. The structures of the three new lignans were established by means of NMR spectroscopic studies, including HQSC, HMBC, and ROESY.

Chemical evaluation of Bupleurum species collected in Yunnan, China.

Saponins were isolated from roots of Bupleurum marginatum (Zhuye-Chaihu), B. marginatum var. stenophyllum (Zezhuye-Chaihu) and B. rockii (Lijiang-Chaihu) collected in Yunnan, China, and identified. For the evaluation of these plants as a medicine, quantitative analysis of pharmacologically active saponins, saikosaponins-a (1) and -d (3), in the plants was also conducted in comparison with B. falcatum and B. chinensis.