Two new chalcone glycosides from the stems of Entada phaseoloides

Two new chalcone glycosides 4′-O-(6″-O-galloyl-β-d-glucopyranosyl)-2′,4-dihydroxychalcone (1) and 4′-O-(6″-O-galloyl-β-d-glucopyranosyl)-2′-hydroxy-4-methoxychalcone (2) together with one known chalcone glycoside 4′-O-β-d-glucopyranosyl-2′-hydroxy-4-methoxychalcone (3) were isolated from the stems of Entada phaseoloides. The structures of the new compounds were elucidated on the basis of extensive spectroscopic analysis, including HSQC, HMBC, ¹H–¹H COSY, and chemical evidences. This is the first report of chalcone-type compounds isolated from the genus Entada.     

栽培乌拉尔甘草根中黄酮类和皂甙类化合物的提取与分析

采用冷浸乙醇提取法对兰州人工引种栽培的6年生乌拉尔甘草Glycyrrhiza uralensis根中的总黄酮和总皂甙类化合物进行了提取分离,并且采用重量法和3种紫外-可见分光光度法对乌拉尔甘草根中总黄酮含量进行了测定和比较分析。结果表明,3种分光光度测定方法中,黄酮含量以直接测定法为最高,硝酸铝显色法次之,氯化铝显色法最低,直接测定法测定样品中的黄酮含量因不受显色剂干扰,测定结果相对更为准确可靠。人工栽培乌拉尔甘草相对野生甘草有效成分的含量较低,但仍可作为野生药用甘草的替代品。     

小佛肚竹生氰糖苷合成关键酶CYP79家族同源基因的克隆和鉴定

生氰糖苷是由氰醇衍生物的羟基和D-葡萄糖缩合形成的糖苷,已在2 000多种植物中发现,分属于蕨类植物、裸子植物和被子植物的130个家族.生氰糖苷的主要生物学功能在于阻止食草动物和病原体对植物的侵害.通过反转录-聚合酶链式反应(RT-PCR)和cDNA末端快速扩增(RACE)技术从小佛肚竹Bambusa ventricosa幼笋中克隆到CYP79家族同源基因的cDNA全长,命名为BvCYP79.BvCYP79共有1 913个碱基对,翻译起始点为193碱基处,终止子位于1 752 bp,包含1个1 559 bp的完整编码区,开放阅读框共编码519个氨基酸.具有PERF和SFSTGRRGCIA保守结构域,属于典型的单子叶植物CYP79家族基因.生氰糖苷途径可能也存在于竹类植物,因而在食用笋的安全性评估上具有一定指导意义.     

甜菊全生育期含甙量变化调查

试验结果表明,两个高RA型甜菊品种的含甙总量（TSG）和RA含量占TSG含量比重总趋势是均随着田间植株生长而递增,ST含量占TSG含量比重总趋势则是随田间植株生长而递减。守田3号TSG含量在80d时达最高,RA含量占TSG含量比重在130d时（现蕾期）达最高,ST含量占TSG含量比重在100d时降至最低。谱星1号TSG含量也在80d时达最高,RA含量占TSG含量比重、ST含量占TSG含量比重在100d时升至最高和降至最低。试验结果对于选择最佳收获期意义重大。     

Effects of tripterygium glycosides combined with dexamethasone on TLRs/NF-κB signaling pathway in EAE rats

AIM: To investigate the role of TLRs/NF-κB pathway in experimental allergic encephalomyelitis (EAE) rats treated with tripterygium glycosides (TG) + dexamethasone (DX). METHODS: Lewis rats were used in the study and divided into control group, EAE model group, therapy 1 group (EAE rats treated with DX) and therapy 2 group (EAE rats treated with DX+TG). The mean clinical score of the rats was determined. The expression of TLR4 and TLR9 at mRNA and protein levels was detected by the methods of real-time quantitative RT-PCR and immunohistochemistry. The protein level of NF-κB p65 was also measured. The levels of TNF-α, IL-1β and IL-6 were assayed by ELISA. RESULTS: The mean clinical scores at 5th, 16th and 20th day were lower in therapy 1 group and therapy 2 group than that in EAE model group. The mean clinical score in therapy 2 group was even lower than that in therapy 1 group. At the 16th day (the peaking period), the mRNA expression of TLR4 and TLR9 in therapy 1 group and therapy 2 group were obviously lower than that in EAE model group. The protein levels of TLR4, TLR9 and NF-κB p65 were also significantly lower in therapy 1 group and therapy 2 group than those in EAE model group at peak stage of EAE. The levels of TNF-α, IL-1β and IL-6 were lower in therapy1 group and therapy2 group than those in EAE model group. The significant differences of the mean clinical score, the mRNA expression of TLR4 and TLR9, the positive ratio of NF-κB p65 and the levels of TNF-α, IL-1β and IL-6 between therapy 1 group and therapy 2 group were found. The result of orthogonal factorial analysis of variance indicated that the difference of therapeutic effect between DX and DX+TG was significant (F=75.749, P<0.01). CONCLUSION: The TLRs/NF-κB pathway takes part in the pathological process of EAE. TG combined with DX alleviates the symptoms of EAE by suppressing inflammatory and immunological reactions of EAE.     

Iridoid, phenylethanoid and flavonoid glycosides from Sideritis trojana

From the MeOH extract of Sideritis trojana, a new iridoid glycoside, 10-O-(E)-feruloylmelittoside (1) was obtained in addition to four known iridoid glycosides [melittoside (2), 10-O-(E)-p-coumaroylmelittoside (3), stachysosides E (4) and G (5)]. Moreover, five phenylethanoid glycosides [verbascoside (6), isoacteoside (7), lamalboside (8), leonoside A (9), isolavandulifolioside (10), three flavone glycosides (isoscutellarein 7-O-[6'-O-acetyl-β-allopyranosyl-(1→2)]-β-glucopyranoside (11), 4'-O-methyisoscutellarein 7-O-[6'-O-acetyl-β-allopyranosyl-(1→2)]-β-glucopyranoside (12), 3'-hydroxy-4'-O-methyisoscutellarein 7-O-[6'-O-acetyl-β-allopyranosyl-(1→2)]-β-glucopyranoside (13) and a benzylalcohol derivative (di-O-methylcrenatin) were obtained and identified. The structures were elucidated on the basis of NMR and HRMS data. All compounds were tested for their antioxidant activity by in vitro TEAC assay and some of them exhibited moderate activity (0.97-1.44 mM) when compared with the reference compound (quercetin 1.86 mM). Glycosides 6-13, the most active compounds in the TEAC assay, were also tested by flow cytometry to evaluate their ability to affect the levels of reactive oxygen species (ROS) in human prostate cancer cells (PC3).     

Potent antiviral flavone glycosides from Ficus benjamina leaves

Crude ethanol extracts from Ficus benjamina leaves strongly inhibit Herpes Simplex Virus 1 and 2 (HSV-1/2) as well as Varicella Zoster Virus (VZV) cell infection in vitro. Bioassay-guided fractionation of the crude extract demonstrated that the most efficient inhibition of HSV-1 and HSV-2 was obtained with the flavonoid fraction. The present study was aimed to further isolate, purify and identify substances with potent antiviral activity from the flavonoid fraction of F. benjamina extracts. Flavonoids were collected from the leaf ethanol extracts through repeated purification procedure and HPLC analysis. The antiviral activity of each substance was then evaluated in cell culture. Three known flavone glycosides, (1) quercetin 3-O-rutinoside, (2) kaempferol 3-O-rutinoside and (3) kaempferol 3-O-robinobioside, showing highest antiviral efficiency were selected and their structure was determined by spectroscopic analyses including NMR and mass spectrometry (MS). These three flavones were highly effective against HSV-1 reaching a selectivity index (SI) of 266, 100 and 666 for compound 1, 2 and 3, respectively, while the SI of their aglycons, quercetin and kaempferol amounted only in 7.1 and 3.2, respectively. Kaempferol 3-O-robinobioside showed similar SI to that of acyclovir (ACV), the standard anti-HSV drug. Although highly effective against HSV-1 and HSV-2, these flavone glycosides did not show any significant activity against VZV.     

Antiproliferative steroidal glycosides from Digitalis ciliata

Two new compounds, a furostanol glycoside (1) and a pregnane glycoside (4), along with eight known compounds, belonging to the classes of spirostane (2,3), pregnane (5–7) and cardenolide (8–10) glycosides, were isolated from the seeds of Digitalis ciliata. Their structures were elucidated by 1D and 2D-NMR experiments as well as ESI-MS analysis. For the first time pregnane glycosides of the diginigenin series have been isolated from D. ciliata. The cytotoxic effects of compounds 1–10 on cell viability of several cancer cell lines, namely human breast cancer (MCF-7), human glioblastoma (T98G), human lung adenocarcinoma (A549), human colon carcinoma (HT-29), and human prostate cancer (PC-3) cell lines were evaluated. Compounds 1, 4, 7 and 8 showed antiproliferative effects against MCF-7, HT-29 and A549 cancer cells with IC₅₀ values ranging from 8.3 to 20 μM. The effects of compounds 1–10 on cell proliferation were evaluated on these three cancer cell lines by cell cycle analysis of DNA content using flow cytometry. Compounds 7, 8 and 10 induced significant changes in G₂/M cell cycle phase of all analyzed cells. The obtained results indicate that compounds 7, 8 and 10 are cytostatic compounds effective in reducing cell proliferation by inducing accumulation of the cells in the G₂/M phase of the cell cycle.     

施用冷杉针叶三萜酸对水稻产量和品质的影响

以镇稻8号为材料,研究了不同用量冷杉针叶三萜酸对水稻产量和品质的影响。结果表明,与喷清水对照相比较,施用冷杉针叶三萜酸后能够提高水稻千粒重和产量,并能提高稻米的糙米率、整精米率、直链淀粉含量和蛋白质含量,改善稻米碾磨品质和营养品质。10%冷杉针叶三萜酸水乳液最适施药方法为:播种前拌种剂量80 mL/t、分蘖期和抽穗期喷施剂量80 mL/hm~2,能使水稻增产16.60%。     

风箱果叶色变化及呈色机理研究

为研究风箱果叶片不同生长发育过程中叶色变化及呈色机理的问题,以风箱果、‘金叶’风箱果、‘紫叶’风箱果为材料,对其叶片从幼嫩到成熟转变过程5 个生长阶段的叶部特征和叶色变化进行比较研究,并采用徒手切片法观察叶片中色素空间分布。结果表明,随着3 种风箱果的生长,叶片面积均呈逐渐增大的趋势,‘紫叶’风箱果叶面积最大;3 种风箱果叶绿素a 含量、叶绿素b 含量、叶绿素/类胡萝卜素均呈现逐渐升高的趋势,风箱果不同生长阶段叶绿素a 含量、叶绿素b 含量均显著高于‘紫叶’风箱果和‘金叶’风箱果;3 种风箱果叶片色素均主要分布于栅栏组织内,在海绵组织和表皮细胞分布较少。上述结果明确了风箱果叶片在生长发育过程中的叶部特征和叶色表现,为其科学合理应用提供了理论依据。