New sesquiterpene and phenolic glucosides from Saussurea involucrata

One new guaiane-type sesquiterpene glucoside (1) and one new phenolic glucoside (2) were isolated from the whole herb of Saussurea involucrata. Their structures were established by spectroscopic methods, mainly 1D and 2D NMR, and mass spectral analysis.     

New sesquiterpene and phenolic glucosides from Saussurea involucrata

One new guaiane-type sesquiterpene glucoside (1) and one new phenolic glucoside (2) were isolated from the whole herb of Saussurea involucrata. Their structures were established by spectroscopic methods, mainly 1D and 2D NMR, and mass spectral analysis.     

Three new lignans from the seeds of Saussurea involucrata

Three new lignans, arctigenin-4-O-(6'-O-acetyl-β-d-glucoside) (1), arctigenin-4-O-(2'-O-acetyl-β-d-glucoside) (2), and arctigenin-4-O-(3'-O-acetyl-β-d-glucoside) (3), together with two known lignans, were isolated from the seeds of Saussurea involucrata. Their structures were established by spectroscopic methods, mainly 1D and 2D NMR, and mass spectral analysis.     

Three new lignans from the seeds of Saussurea involucrata

Three new lignans, arctigenin-4-O-(6″-O-acetyl-β-d-glucoside) (1), arctigenin-4-O-(2″-O-acetyl-β-d-glucoside) (2), and arctigenin-4-O-(3″-O-acetyl-β-d-glucoside) (3), together with two known lignans, were isolated from the seeds of Saussurea involucrata. Their structures were established by spectroscopic methods, mainly 1D and 2D NMR, and mass spectral analysis.     

Three guaianolides from Saussurea involucrata and their contents determination by HPLC

Saussurea involucrata (Kar. et Kir.) Sch. Bip. (family Asteraceae) is a rare traditional Chinese medicinal herb. A new guaianolide, 11 beta,13-dihydrodehydrocostuslactone-8-O-[6'-O-acetyl-beta-D-glucoside] (1), together with two known guaianolides, namely 11 beta,13-dihydrodehydrocostuslactone-8-O-beta-D-glucoside (2) and 3 alpha-hydroxyl-11 beta,13-dihydrodehydrocostuslactone-8-O-beta-D-glucoside (3), was isolated from the 95% ethanol extract of the whole plants. Their structures were elucidated on the basis of spectral analysis. Their contents in the S. involucrata were determined by HPLC for the first time. Chromatographic separation was achieved on an Agilent Zorbax SB-C(18) column (250 mm x 4.6mm i.d., 5 microm) at 25 degrees C and the mobile phase was a mixture of acetonitrile and water in a mode of gradient elution detected at 209.8 nm at a flow rate of 1.0 ml/min. This method was validated in terms of selectivity, linearity, precision and accuracy. The linearity ranges were 0.066-0.44 microg for 1, 0.23-2.30 microg for 2, and 0.258-2.58 microg for 3, respectively.     

Antioxidant phenolic glucosides from Gentiana piasezkii

An extract of Gentiana piasezkii afforded a new arbutin derivative 6'-O-vanilloylarbutin (1) and a new flavone-C-glucoside 7-O-feruloylorientin (2), together with four known flavonoids lutonarin (3), saponarin (4), isoorient (5) and luteolin (6). Their structures were established based on spectroscopic methods including 2D NMR (COSY and gHMBC) techniques. Compounds 1, 2, 5 and 6 were evaluated for the antioxidant activity in the 1,1-diphenyl-2-picrylhydrazyl (DPPH) assay system.     

Antioxidant phenolic glucosides from Gentiana piasezkii

An extract of Gentiana piasezkii afforded a new arbutin derivative 6′-O-vanilloylarbutin (1) and a new flavone-C-glucoside 7-O-feruloylorientin (2), together with four known flavonoids lutonarin (3), saponarin (4), isoorient (5) and luteolin (6). Their structures were established based on spectroscopic methods including 2D NMR (COSY and gHMBC) techniques. Compounds 1, 2, 5 and 6 were evaluated for the antioxidant activity in the 1,1-diphenyl-2-picrylhydrazyl (DPPH) assay system.     

A new sesquiterpene lactone with sulfonic acid group from Saussurea lappa

A new sesquiterpene lactone with an unusual sulfonic acid group, 13-sulfo-dihydrodehydrocostus lactone (1), was isolated from the roots of Saussurea lappa C. (Compositae), together with a known lignan (2). The structure of 1 was characterized on the basis of spectral evidence including 2DNMR studies. Compound 2 was obtained from this plant for the first time.     

Two new sesquiterpene glucosides from the leaves of Nicotiana tabacum

Two new sesquiterpene glycosides, 11R,12-dihydroxy-6(7)-spirovetiven-8-one-9-O-β-d-glucopyranoside (1) and rishitin M1-13-O-β-d-glucopyranoside (2), have been isolated from the leaves of Nicotiana tabacum. Their structures were established by spectroscopic methods including ¹H, ¹³C, and 2D NMR. The absolute configuration of the side chain in compound 1 was determined as R by NOESY and NOE difference spectra.     

HPLC测定雪莲中芦丁和槲皮素的含量

目的 建立测定雪莲中芦丁和槲皮素含量的方法.方法 采用HPLC法,色谱柱为Agilent Zorbax SB-C18(250 mm ×4.6 mm,5 μm),流动相为甲醇-0.04%磷酸溶液(40:60),流速1.0 ml·min-1,检测波长360 nm,柱温35 ℃.结果 芦丁和槲皮素的线性范围分别为0.01～0.20 μg和0.007～0.099 μg;r分别为0.9999和0.9997;平均回收率分别为102.1%(RSD=2.0%,n=6)和99.5%(RSD=1.4%,n=6).结论 所建法快速、简便、准确、重复性好,可作为雪莲药材质量控制的方法.     

天山雪莲大孔树脂提取物指纹图谱研究与3种活性成分含量测定

目的采用HPLC法建立天山雪莲大孔树脂提取物指纹图谱,并同时测定3种主要活性成分芦丁、紫丁香苷和绿原酸的含量。方法色谱柱为Kromasil C18柱(4.6 mm×150 mm,5μm),流动相为甲醇-水(含0.8%醋酸,0.2%三乙胺),梯度洗脱;检测波长为270 nm;流速为1 mL·min-1;柱温为30℃,记录各批次天山雪莲大孔树脂提取物的相关数据并同时测定3种主要活性成分的含量。结果确立了天山雪莲大孔树脂提取物指纹图谱,并同时测定3种主要活性成分的含量。结论该方法精密度、稳定性和重复性良好,采用指纹图谱并结合主要活性成分含量测定可稳定控制天山雪莲大孔树脂提取物的质量。     

A new sesquiterpene lactone with sulfonic acid group from Saussurea lappa

A new sesquiterpene lactone with an unusual sulfonic acid group, 13-sulfo-dihydrodehydrocostus lactone (1), was isolated from the roots of Saussurea lappa C. (Compositae), together with a known lignan (2). The structure of 1 was characterized on the basis of spectral evidence including 2DNMR studies. Compound 2 was obtained from this plant for the first time.     

A new sesquiterpene lactone with sulfonic acid group from Saussurea lappa

A new sesquiterpene lactone with an unusual sulfonic acid group, 13-sulfo-dihydrodehydrocostus lactone (1), was isolated from the roots of Saussurea lappa C. (Compositae), together with a known lignan (2). The structure of 1 was characterized on the basis of spectral evidence including 2DNMR studies. Compound 2 was obtained from this plant for the first time.     

Antiinflammatory and analgesic activities of the tissue culture of Saussurea involucrata

The tissue culture of Saussurea involucrata (TCSauI) KAR. et KIR. was studied to determine its antiinflammatory and analgesic activities in experimental animals. Similar to wild S. involucrata, TCSauI at doses of 75-300 mg/kg i.g. for 7 d markedly inhibited hindpaw edema induced by carrageenin in rats, ear edema induced by dimethylbenzene, and increased capillary permeability in the mouse abdominal cavity induced by acetic acid. Moreover, TCSauI had inhibitory activities against the writhing reaction induced by acetic acid and the hot plate reaction in mice. The present study provided evidence first that TCSauI has antiinflammatory and analgesic activities, suggesting the potential of the tissue culture technique to substitute for wild S. involucrata in the pharmaceutical industry.     

雪莲总黄酮胶囊的成型工艺优选

目的:确定雪莲总黄酮胶囊最优成型工艺条件,为其工业化生产提供依据。方法:以休止角、吸湿率、堆密度、临界相对湿度为考察指标,对辅料种类(乳糖、β-环糊精、可溶性淀粉、微粉硅胶、微晶纤维素)及辅料加入量进行筛选,确定最优成型工艺条件并进行验证试验。结果:以微粉硅胶为辅料所制处方颗粒的休止角和吸湿率结果更符合要求,其最佳加入量为10.0%(与雪莲总黄酮浸膏配比为1∶9),选用0号胶囊。颗粒的临界相对湿度为62%,最优成型工艺条件所制3批样品颗粒的休止角为31.8°、堆密度为0.308 5 g/ml、临界相对湿度为62.13%、崩解时限为18.67 min、水分为7.8%(RSD≤1.15%,n=3),均符合胶囊的质量要求。结论:本试验确定的成型工艺操作简单、方便可行,适合工业化生产。     

天山雪莲悬浮细胞培养物中紫丁香苷的分离及含量测定

紫丁香苷为天山雪莲的主要活性成分之一,本研究运用溶剂提取方法,结合各种色谱手段对天山雪莲组织细胞培养物中的紫丁香苷进行分离纯化,并根据现代谱学方法对其结构进行鉴定。同时采用高效液相色谱法建立了天山雪莲组织细胞培养物中紫丁香苷的含量测定方法,该方法简便,精密度、重现性良好,结果准确可靠。这些研究为通过天山雪莲细胞悬浮培养大规模生产活性成分紫丁香苷奠定了基础。

     

雪莲注射液对重症急性胰腺炎患者的治疗作用

目的　探讨雪莲注射液对重症急性胰腺炎（SAP）的治疗作用。方法　将50例SAP患者采用随机数字表法分为常规治疗组（给予常规治疗）和雪莲注射液组（给予常规治疗+0.5%雪莲注射液肌内注射）,各25例;另择健康体检者25例为正常对照组（不给予任何治疗）。治疗前及治疗后10 d,采用双抗体夹心酶联免疫吸附试验（ELISA）检测血清Beclin-1、微管相关蛋白1轻链3（LC3）水平,ELISA法检测血清核因子（NF）-κB p65、肿瘤坏死因子（TNF）-α、白细胞介素（IL）-1β及IL-10水平。评估常规治疗组和雪莲注射液组患者急性生理与慢性健康评分（APACHE）Ⅱ及胰腺改良CT严重指数评分（MCTSI）,并记录其住院时间和腹痛缓解时间。结果　治疗前,常规治疗组和雪莲注射液组血清Beclin-1、LC3、NF-κB p65、TNF-α、IL-1β 和IL-10水平均明显高于正常对照组（P＜0.05）。治疗后10 d常规治疗组和雪莲注射液组血清Beclin-1、LC3、NF-κB p65、TNF-α 和IL-1β水平较治疗前降低,且雪莲注射液组低于常规治疗组;IL-10水平较治疗前升高,且雪莲注射液组高于常规治疗组（P＜0.05）。常规治疗组和雪莲注射液组APACHEⅡ、胰腺MCTSI评分较治疗前降低,且雪莲注射液组低于常规治疗组（P＜0.05）。雪莲注射液组住院时间和腹痛缓解时间均低于常规治疗组（P＜0.05）。结论　雪莲注射液对SAP患者有较好的辅助治疗作用,其作用机制与抑制胰腺腺泡细胞异常自噬及阻断炎症反应NF-κB信号通路有关。     

In vitro anti-inflammatory effects of cynaropicrin, a sesquiterpene lactone, from Saussurea lappa

We investigated in vitro anti-inflammatory effects of cynaropicrin, a sesquiterpene lactone from Saussurea lappa, on tumor necrosis factor (TNF)-alpha and nitric oxide (NO) release, and lymphocyte proliferation. Cynaropicrin strongly inhibited TNF-alpha release from lipopolysaccharide-stimulated murine macrophage, RAW264.7 cells, and differentiated human macrophage, U937 cells, proved to produce notable amount of TNF-alpha. It also potently attenuated the accumulation of NO released from lipopolysaccharide- and interferon-gamma-stimulated RAW264.7 cells in a dose-dependent manner. In addition, the immunosuppressive effects of the compound on lymphocyte proliferation in response to mitogenic stimuli were examined. Cynaropicrin also dose-dependently suppressed the proliferation of lymphocytes from splenocytes and interleukin-2-sensitive cytotoxic T lymphocyte, CTLL-2 cells, stimulated by lipopolysaccharide, concanavalin A, phytohemagglutinin and interleukin-2. However, treatment with sulphydryl compound, L-cysteine, abrogated all these inhibitory effects. These results suggest that cynaropicrin may participate in the inflammatory response by inhibiting the production of inflammatory mediators and the proliferation of lymphocytes and its inhibitory effect is mediated through conjugation with sulphydryl groups of target protein(s).     

新疆雪莲化学成分的分离与鉴定

目的对新疆雪莲的化学成分进行研究。方法采用硅胶、凝胶柱色谱和重结晶等分离方法对体积分数为75%的新疆雪莲乙醇溶液提取物进行成分分离,通过谱学分析方法结合理化性质进行结构鉴定。结果共分离得到8个化合物,分别鉴定为大苞雪莲内酯(involucratolactone,1)、11α,13-dihydrozaluzanin-C(2)、dihydrozaluzanin-C(3)、7β-羟基谷甾醇(7β-hydroxysitosterol,4)、7β-羟基豆甾醇(stigmast-5,22-dien-3β,7β-diol,5)、山奈酚(kaempferol,6)、高车前素(hispidulin,7)、粗毛豚草素(jaceosidin,8)。结论化合物3、5为首次从风毛菊属植物中分离得到,化合物2、4为首次从新疆雪莲植物中分离得到。