Sitosterols

谷甾醇
  • 文章类型: Journal Article
    食用蘑菇,野生和栽培,可以看作是健康的功能食品。越来越多的有价值的化合物是从大型菌丝体获得的。然而,关于药用真菌Laetiporusverissporus(Lloyd)Imazeki的报道有限。在这里,在水稻培养基上发酵,并研究了菌丝体的次生代谢产物。在这项研究中,采用两步法获得发酵产品,硅胶柱层析,再结晶,中压柱层析,采用制备型薄层色谱法分离化学成分。通过NMR(核磁共振)光谱和MS(质谱)鉴定了9种化学化合物(1-9),其中包括一种新的三萜酸verissponic酸F。七种化合物,包括单烯油酰基甘油,亚油酸,ergosta-5,7,22-三烯-3β-醇,β-谷甾醇,daucosterol,从L.verissporus中首次分离出verissponic酸F。
    Edible mushrooms, both wild and cultivated, can be seen as healthy functional food. More and more valuable compounds are obtained from mycelia of macromycetes. However, there was limited report about the medicinal fungus Laetiporus versisporus (Lloyd) Imazeki. Herein, L. versisporus was fermented on rice media and the secondary metabolites of mycelia were investigated. In this study, two-step method was used to obtain fermented products, silica gel column chromatography, recrystallization, medium pressure column chromatography, preparative thin-layer chromatography were applied to separate the chemical constituents. Nine chemical compounds (1-9) including one new triterpenoid acid versisponic acid F were identified by NMR (nuclear magnetic resonance) spectroscopy and MS (mass spectrometry). Seven compounds including monolinoleoyl glycerol, linoleic acid, ergosta-5, 7, 22-triene-3β-ol, β-sitosterol, daucosterol, versisponic acid F were isolated for the first time from L. versisporus.
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  • 文章类型: Journal Article
    对11种油茶籽油的化学成分进行了评价,抗氧化活性,酸值(AV)以及过氧化值(POV)。这些CSO含有丰富的β-谷甾醇,角鲨烯,α-生育酚和酚类,其中角鲨烯是独特的成分,含量在45.8±0.8和184.1±5.5mg/kg之间。β-谷甾醇的含量范围为143.7±4.8至1704.6±72.0mg/kg,占总伴奏的相当大。棕榈酸,硬脂酸,油酸,亚油酸和亚麻酸存在于这些公民社会组织中,其中主要脂肪酸为油酸,含量在59.66±0.72至82.89±2.16g/100g之间。AV范围为0.1±0.0至1.3±0.0mgKOH/g,POV在0.1±0.0和1.0±0.0g/100g之间。这些CSO根据DPPH和ABTS自由基清除试验显示出抗氧化活性。α-生育酚和β-谷甾醇含量均与DPPH和ABTS值呈正相关,分别,而α-生育酚含量与AV呈负相关。这些结果表明,CSO可以归类为具有丰富活性成分的高油酸植物油,其质量在不同来源之间呈现差异。这些伴奏可能会导致其质量下降的延迟。
    Eleven kinds of Camellia oleifera seed oils (CSOs) were evaluated in terms of chemical constituents, antioxidant activities, acid value (AV) as well as peroxide value (POV). These CSOs contained abundant β-sitosterol, squalene, α-tocopherol and phenolics, in which the squalene was the distinct constituent with the content between 45.8±0.8 and 184.1±5.5 mg/kg. The β-sitosterol ranging from 143.7±4.8 to 1704.6±72.0 mg/kg contributed a considerable content to total accompaniments. Palmitic acid, stearic acid, oleic acid, linoleic acid and linolenic acid were present in these CSOs, in which the dominant fatty acid was oleic acid with the content between 59.66±0.72 and 82.89±2.16 g/100 g. The AV ranged from 0.1±0.0 to 1.3±0.0 mg KOH/g, and the POV was between 0.1±0.0 and 1.0±0.0 g/100 g. These CSOs showed antioxidant activity based on DPPH and ABTS radical scavenging assay. Both α-tocopherol and β-sitosterol contents showed a positive correlation with DPPH and ABTS values, respectively, while the α-tocopherol content showed a negative correlation with AV. These results suggested that CSO can be categorized into high oleic acid vegetable oil with abundant active constituents, of which the quality presented variation among different origins. These accompaniments may contribute to the delay of its quality deterioration.
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  • 文章类型: Journal Article
    我们的研究旨在探索使用纳米结构脂质载体(NLCs)来增强β-谷甾醇的局部给药的潜力,难溶于水的生物活性物质。这里,我们利用了立方体作为药物递送系统所具有的独特特性。这些特征包括大的表面积,热稳定性,以及封装疏水分子的能力,两亲性,和亲水性。通过构建中心复合材料设计来优化立方体制剂。最佳分散体的粒径为88.3nm,zeta电位为-43,多分散指数为0.358,药物包封率为95.6%。它由15%w/w的油酸和5%w/w的pluronicF127组成。将优化的立方体分散体掺入海绵制剂中。与长方体分散体相比,优化的长方体海绵实现了更高的药物释放。所选海绵的SEM显微照片表明,它具有低密度和高孔隙率的交织不规则纤维层状结构。体内数据显示,相对于β-谷甾醇产品(Mebo)®,局部施用β-谷甾醇立方体海绵显示出显著更高的伤口闭合百分比。
    Our study aimed to explore the potential of using nanostructured lipid carriers (NLCs) to enhance the topical administration of β-sitosterol, a bioactive that is poorly soluble in water. Here, we have taken advantage of the unique characteristics that cubosomes have to provide as a drug delivery system. These characteristics include a large surface area, thermal stability, and the capacity to encapsulate molecules that are hydrophobic, amphiphilic, and hydrophilic. The cubosomal formulation was optimized by building a central composite design. The optimum dispersion exhibited a particle size of 88.3 nm, a zeta potential of -43, a polydispersity index of 0.358, and drug entrapment of 95.6%. It was composed of 15% w/w oleic acid and 5% w/w pluronic F127. The optimized cubosome dispersion was incorporated into a sponge formulation. The optimized cubosome sponge achieved a higher drug release compared with the cubosome dispersion. The SEM micrograph of the selected sponge showed that it has an interwoven irregular fibrous lamellar structure with low density and high porosity. The in-vivo data revealed that topical application of the β-sitosterol cubosomal sponge showed significant higher wound closure percentage relative to the β-sitosterol product (Mebo)®.
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  • 文章类型: Journal Article
    本研究旨在开发一种快速分离豆甾醇的方法,用高效液相色谱系统研究刺梨果实提取物中的菜油甾醇和β-谷甾醇.采用索氏萃取法制备样品,并在高强度硅胶C18色谱柱上使用乙腈-甲醇流动相和光电二极管阵列检测器进行分离。优化的方法导致所有三种植物甾醇的线性校准曲线范围为1.7ngmL-1至130ngmL-1。内部和外部植物甾醇标准物的分析显示出良好的线性(R2为0.998至0.999);LOD和LOQ分别确定为2.33×10-7-2.18×10-4和7.07×10-7-6.60×10-4mgmL-1。重复性和再现性精密度分析显示RSD%的可接受值。β-谷甾醇是所有样品中主要的植物甾醇(总量的51.53-81.03%)。方法验证参数表明,该分析方法可用于准确,精确地测定菜油甾醇。豆甾醇和β-谷甾醇,在选定的摘录中。
    This study aimed to develop a rapid method for separation of stigmasterol, campesterol and β-sitosterol in Prunus spinosa L. (sloe) fruit extracts by High Performance Liquid Chromatography system. Samples were prepared by Soxhlet extraction method and separated on a high strength silica C18 column using acetonitrile-methanol mobile phase and Photodiode Array Detector. The optimized method resulted in a linear calibration curve ranging from 1.7 ng mL-1 to 130 ng mL-1 for all three phytosterols. Analyses of internal and external phytosterol standards showed good linearity (R2 of 0.998 to 0.999); LOD and LOQ were determined to be 2.33×10-7-2.18×10-4 and 7.07×10-7-6.60×10-4 mg mL-1, respectively. Repeatability and reproducibility precision analyses showed acceptable values of RSD %. β-sitosterol was the predominant phytosterol (51.53-81.03 % of total) among all samples. Method validation parameters indicated that this analytical method can be applied for accurate and precise determination of campesterol, stigmasterol and β-sitosterol, in selected extracts.
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  • 文章类型: Journal Article
    杜仲是中国特有的名贵中草药。它是国家二级珍贵保护树,被称为“植物黄金”,自古以来就被用来治疗各种疾病。主要活性成分是木脂素,苯基先知,黄酮类化合物,环烯醚萜类和类固醇,具有降低血压等药理作用,增强免疫力,调节骨代谢,保护神经细胞,保护肝胆和调节血脂。在本文中,杜仲的全面审查。从加工及其组成变化中进行了总结,应用程序,化学成分,药理作用,和药代动力学,和杜仲的Q标记。从传统功效方面进行了初步预测,化学成分的药用特性和可测量性,以及杜仲的药效学物质基础和潜在的Q标记。通过网络药理学进一步分析。据推测槲皮素,山奈酚,β-谷甾醇,选择绿原酸和松脂醇二葡糖苷成分作为杜仲的质量标志。,为杜仲的质量控制评价和后续研发提供了依据。
    Du Zhong is a valuable Chinese medicinal herb unique to China. It is a national second- class precious protected tree, known as \"plant gold\", which has been used to treat various diseases since ancient times. The main active ingredients are lignans, phenylprophetons, flavonoids, iridoids and steroids and terpenoids, which have pharmacological effects such as lowering blood pressure, enhancing immunity, regulating bone metabolism, protecting nerve cells, protecting liver and gallbladder and regulating blood lipids. In this paper, a comprehensive review of Eucommia ulmoides Oliv. was summarized from the processing and its compositional changes, applications, chemical components, pharmacological effects, and pharmacokinetics, and the Q-marker of Eucommia ulmoides Oliv. is preliminarily predicted from the aspects of traditional efficacy, medicinal properties and measurability of chemical composition, and the pharmacodynamic substance basis and potential Q-marker of Eucommia ulmoides Oliv. are further analyzed through network pharmacology. It is speculated that quercetin, kaempferol, β-sitosterol, chlorogenic acid and pinoresinol diglucoside components are selected as quality markers of Eucommia ulmoides Oliv., which provide a basis for the quality control evaluation and follow-up research and development of Eucommia ulmoides Oliv.
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  • 文章类型: Journal Article
    背景:尽管有观察证据表明Roux-en-Y胃旁路术(RYGB)在降低低密度脂蛋白(LDL)胆固醇方面具有优越性,但腹腔镜袖状胃切除术(SG)治疗病态肥胖的应用已大大增加。主要目的是确定在为每位患者选择最合适的外科手术(RYGB或SG)时是否应考虑高LDL胆固醇水平。
    方法:在这个单中心,使用意向治疗分析的随机临床试验,38例严重肥胖和LDL胆固醇水平升高的患者被随机分配接受RYGB或SG。主要结果是12个月时LDL胆固醇缓解,定义为LDL胆固醇<3.36nmol/l,不使用降脂药。次要结果包括体重变化,其他合并症,定性脂蛋白性状,胆固醇酯,糖蛋白,胆固醇吸收和合成代谢产物和并发症。
    结果:意向治疗分析显示,与SG患者的27.8%相比,RYGB患者的LDL胆固醇缓解率为66.6%(p=0.019)。在完成随访的患者中,RYGB表现出优异的缓解(80.0%vs.29.4%,p=0.005)。RYGB的独家优势包括减少了大量,中等,和小LDL颗粒。胆固醇吸收标记在两种技术后显示出不同的行为:菜油甾醇(Δ-15.2µg/mg,95%CI-30.2至-0.1)在RYGB后下降,和谷甾醇(Δ21.1µg/mg,95%CI0.9至41.2),胆固醇(Δ30.6µg/mg,95%CI14.8至57.9)和菜油甾醇(Δ18.4µg/mg,95%CI4.4至32.3)在SG后增加。减肥没有差异,胆固醇酯,糖蛋白,技术间观察到胆固醇合成代谢产物或术后并发症。
    结论:结论:RYGB在短期高LDL胆固醇缓解方面优于SG。此外,RYGB还导致脂蛋白参数的更大改善,从而导致动脉粥样硬化。因此,在确定每位患者的最佳减肥手术时,应考虑LDL胆固醇水平升高的情况.
    背景:Clinicaltrials.gov编号,NCT03975478)。
    BACKGROUND: There has been a substantial increase in the use of laparoscopic sleeve gastrectomy (SG) to treat morbid obesity despite observational evidence demonstrating the superiority of Roux-en-Y gastric bypass (RYGB) for reducing low-density lipoprotein (LDL) cholesterol. The main aim was to ascertain whether high LDL cholesterol levels should be considered when selecting the most appropriate surgical procedure for each patient (RYGB or SG).
    METHODS: In this single-center, randomized clinical trial using intention-to-treat analysis, 38 patients with severe obesity and elevated levels of LDL cholesterol were randomly assigned to undergo RYGB or SG. The primary outcome was LDL cholesterol remission at 12 months, defined as LDL cholesterol < 3.36 nmol/l without lipid-lowering medications. Secondary outcomes included changes in weight, other comorbidities, qualitative lipoprotein traits, cholesterol esters, glycoproteins, cholesterol absorption and synthesis metabolites and complications.
    RESULTS: Intention-to-treat analysis revealed that LDL cholesterol remission occurred in 66.6% of RYGB patients compared to 27.8% of SG patients (p = 0.019). Among patients completing follow-up, RYGB demonstrated superior remission (80.0% vs. 29.4%, p = 0.005). Exclusive benefits of RYGB included a reduction in large, medium, and small LDL particles. Cholesterol absorption markers showed differential behavior after both techniques: campesterol (Δ -15.2 µg/mg, 95% CI -30.2 to -0.1) decreased after RYGB, and sitosterol (Δ 21.1 µg/mg, 95% CI 0.9 to 41.2), cholestanol (Δ 30.6 µg/mg, 95% CI 14.8 to 57.9) and campesterol (Δ 18.4 µg/mg, 95% CI 4.4 to 32.3) increased after SG. No differences in weight loss, cholesterol esters, glycoproteins, cholesterol synthesis metabolites or postoperative complications were observed between techniques.
    CONCLUSIONS: In conclusion, RYGB is superior to SG in terms of short-term of high LDL cholesterol remission. Furthermore, RYGB also led to a greater improvement in lipoprotein parameters that confer an atherogenic profile. Therefore, the presence of elevated levels of LDL cholesterol should be considered when determining the optimal bariatric surgery procedure for each patient.
    BACKGROUND: Clinicaltrials.gov number, NCT03975478).
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  • 文章类型: Journal Article
    背景:类风湿性关节炎(RA)是一种主要影响关节的慢性炎症性自身免疫性疾病,然而,全身性炎症可以影响其他器官和组织。这项研究的目的是揭示昂丹司琼(O)或β-谷甾醇(BS)对炎症反应和氧化应激的改善能力,使肝脏关节外表现(EAM)复杂化,肾,肺,关节炎和关节炎照射大鼠的心脏。
    方法:这是通过将佐剂诱导的关节炎(AIA)大鼠连续每周一次暴露于全身γ射线照射(2Gray(Gy)/分数,每周一次,连续四周,总剂量高达8Gy)。关节炎和/或关节炎照射的大鼠用BS治疗(40mg/kgb.wt./天,口服)或ip给予O(2mg/kg))或未处理作为模型组。
    结果:体重变化,爪围,氧化应激指数,炎症反应生物标志物,Janus激酶-2(JAK-2)的表达,信号转导和转录激活因子3(STAT3),高迁移率组box1(HMGB1),和活化B细胞的核因子κ-轻链增强子(NF-κB),以及靶器官中的促炎和抗炎介质,除了踝关节和关节外组织的组织病理学检查。用BS或O治疗关节炎和/或关节炎照射的大鼠,可有效缓解体重增加的变化,爪子肿胀,氧化应激,炎症反应,关节和非关节组织的组织病理学退行性改变。
    结论:获得的数据表明,BS或O通过调节关节炎和关节炎照射大鼠的氧化和炎症指标来改善关节和EAM。
    BACKGROUND: Rheumatoid arthritis (RA) is a chronic inflammatory autoimmune disorder mainly affecting joints, yet the systemic inflammation can influence other organs and tissues. The objective of this study was to unravel the ameliorative capability of Ondansetron (O) or β-sitosterol (BS) against inflammatory reactions and oxidative stress that complicates Extra-articular manifestations (EAM) in liver, kidney, lung, and heart of arthritic and arthritic irradiated rats.
    METHODS: This was accomplished by exposing adjuvant-induced arthritis (AIA) rats to successive weekly fractions of total body γ-irradiation (2 Gray (Gy)/fraction once per week for four weeks, up to a total dose of 8 Gy). Arthritic and/or arthritic irradiated rats were either treated with BS (40 mg/kg b.wt. /day, orally) or O (2 mg/kg) was given ip) or were kept untreated as model groups.
    RESULTS: Body weight changes, paw circumference, oxidative stress indices, inflammatory response biomarkers, expression of Janus kinase-2 (JAK-2), Signal transducer and activator of transcription 3 (STAT3), high mobility group box1 (HMGB1), and nuclear factor kappa-light-chain-enhancer of activated B cells (NF-κB), as well as pro- and anti-inflammatory mediators in the target organs, besides histopathological examination of ankle joints and extra-articular tissues. Treatment of arthritic and/or arthritic irradiated rats with BS or O powerfully alleviated changes in body weight gain, paw swelling, oxidative stress, inflammatory reactions, and histopathological degenerative alterations in articular and non-articular tissues.
    CONCLUSIONS: The obtained data imply that BS or O improved the articular and EAM by regulating oxidative and inflammatory indices in arthritic and arthritic irradiated rats.
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  • 文章类型: Journal Article
    探讨β-谷甾醇对肝癌细胞增殖的影响,凋亡,迁移,入侵,和上皮-间质转化(EMT),并利用网络药理学研究其潜在机制。将人肝癌细胞系(Huh-7和HCCLM3)暴露于梯度浓度的β-谷甾醇(5μg/mL,10μg/mL,和20μg/mL)。使用MTT评估细胞活力和增殖,CCK-8,集落形成,和EdU测定。流式细胞术用于评估细胞周期和凋亡。进行划痕和Transwell测定,分别,检测细胞迁移和侵袭。凋亡相关蛋白的水平(BAX,BCL2和裂解的caspase3)以及EMT相关蛋白(E-cadherin,N-钙黏着蛋白,蜗牛,和波形蛋白)使用Western印迹分析在Huh-7和HCCLM3细胞系中检测到。通过PubChem筛选β-谷甾醇的药物靶基因,随后评估GSE112790数据集中的表达。此外,分析了癌症基因组图谱-肝细胞癌(TCGA-LIHC)数据库中糖原合酶激酶3β(GSK3B)的表达水平,以及它与肝细胞癌患者生存结局的相关性。通过分析ROC曲线评估GSK3B的诊断效率。随后,用GSK3B的过表达载体转染Huh-7和HCCLM3细胞系,然后用β-谷甾醇处理以进一步验证GSK3B和β-谷甾醇之间的关联。GSK3B在肝细胞癌患者中表达显著升高,基于GEO数据集和TCGA数据库,可以预测肝细胞癌患者预后受损。GSK3B抑制剂(CHIR-98014)显著抑制细胞增殖和侵袭,促进肝癌细胞G0/G1期细胞凋亡和细胞周期阻滞。β-谷甾醇处理进一步促进了GSK3B抑制剂对肝癌细胞的作用。已发现GSK3B过表达可增强肝细胞癌细胞的增殖和侵袭能力。此外,已经观察到GSK3B过表达,它可以部分逆转β-谷甾醇对肝细胞的抑制作用。β-谷甾醇抑制肝癌细胞增殖和侵袭,并通过抑制GSK3B表达增强细胞凋亡。
    To explore the effects of β-Sitosterol upon hepatocellular carcinoma cell proliferation, apoptosis, migration, invasion, and epithelial-mesenchymal transition (EMT), and to investigate the underlying mechanism using network pharmacology. Human hepatocellular carcinoma cell lines (Huh-7 and HCCLM3) were expose to gradient concentrations of β-Sitosterol (5 μg/mL, 10 μg/mL, and 20 μg/mL). Cell viability and proliferation were assessed using MTT, CCK-8, colony formation, and EdU assays.Flow cytometry was employed to evaluate cell cycle and apoptosis. Scratch and Transwell assays were performed, respectively, to detect cell migration and invasion. The levels of apoptosis-associated proteins (BAX, BCL2, and cleaved caspase3) as well as EMT-associated proteins (E-cadherin, N-cadherin, Snail, and Vimentin) were detected in Huh-7 and HCCLM3 cell lines using Western blot analysis. The drug target gene for β-Sitosterol was screened via PubChem and subsequently evaluated for expression in the GSE112790 dataset. In addition, the expression level of glycogen synthase kinase 3 beta (GSK3B) within the Cancer Genome Atlas-Liver Hepatocellular Carcinoma (TCGA-LIHC) database was analyzed, along with its correlation to the survival outcomes of patients with hepatocellular carcinoma. The diagnostic efficiency of GSK3B was assessed by analyzing the ROC curve. Subsequently, Huh-7 and HCCLM3 cell lines were transfected with the overexpression vector of GSK3B and then treated with β-Sitosterol to further validate the association between GSK3B and β-Sitosterol. GSK3B demonstrated a significantly elevated expression in patients with hepatocellular carcinoma, which could predict hepatocellular carcinoma patients\' impaired prognosis based on GEO dataset and TCGA database. GSK3B inhibitor (CHIR-98014) notably inhibited cell proliferation and invasion, promoted cell apoptosis and cell cycle arrest at G0/G1 phase in hepatocellular carcinoma cells. β-Sitosterol treatment further promoted the efffects of GSK3B inhibitor on hepatocellular carcinoma cells. GSK3B overexpression has been found to enhance the proliferative and invasive capabilities of hepatocellular carcinoma cells. Furthermore it has been observed that GSK3B overexpression, it has been obsear can partially reverse the inhibitory effect of β-Sitosterol upon hepatocellular. β-Sitosterol suppressed hepatocellular carcinoma cell proliferation and invasion, and enhanced apoptosis via inhibiting GSK3B expression.
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  • 文章类型: Journal Article
    免疫性血小板减少症(ITP)是一种由于对血小板自身抗原失去免疫耐受而引起的自身免疫性疾病,导致血小板生成减少和血小板破坏增加。巨核细胞分化和成熟受损是ITP发病和治疗的关键因素。Sarcandraglabra,菊科的一种植物,在临床实践中通常用于治疗ITP,而daucosterol(Dau)是其活性成分之一。然而,Dau能否治疗ITP及其作用的关键机制尚不清楚。在这项研究中,在Dami和HS-5细胞共培养构建的巨核细胞分化障碍模型中,我们发现Dau能有效促进巨核细胞的分化成熟和多倍体的形成。体内实验表明,Dau不仅可以增加ITP大鼠模型中多倍体巨核细胞的数量,还能促进血小板计数的恢复。此外,通过网络药理学分析,我们推测JAK2-STAT3信号通路可能参与了Dau促进巨核细胞分化的过程。Westernblot结果显示Dau抑制P-JAK2和P-STAT3的表达。总之,这些结果为进一步研究Dau治疗ITP的药理机制提供了依据。
    Immune thrombocytopenia (ITP) is an autoimmune disease caused by the loss of immune tolerance to platelet autoantigens, resulting in reduced platelet production and increased platelet destruction. Impaired megakaryocyte differentiation and maturation is a key factor in the pathogenesis and treatment of ITP. Sarcandra glabra, a plant of the Chloranthaceae family, is commonly used in clinical practice to treat ITP, and daucosterol (Dau) is one of its active ingredients. However, whether Dau can treat ITP and the key mechanism of its effect are still unclear. In this study, we found that Dau could effectively promote the differentiation and maturation of megakaryocytes and the formation of polyploidy in the megakaryocyte differentiation disorder model constructed by co-culturing Dami and HS-5 cells. In vivo experiments showed that Dau could not only increase the number of polyploidized megakaryocytes in the ITP rat model, but also promote the recovery of platelet count. In addition, through network pharmacology analysis, we speculated that the JAK2-STAT3 signaling pathway might be involved in the process of Dau promoting megakaryocyte differentiation. Western blot results showed that Dau inhibited the expression of P-JAK2 and P-STAT3. In summary, these results provide a basis for further studying the pharmacological mechanism of Dau in treating ITP.
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  • 文章类型: Journal Article
    可点击化学工具对于研究生物分子在活细胞中的定位和作用至关重要。为此,各个生物分子的基于炔烃的紧密类似物具有突出的兴趣。这里,在植物甾醇领域,我们介绍了谷甾醇的第一个炔烃衍生物,它满足了这种化学工具的关键要求如下:与植物甾醇的大小和亲脂性非常相似,和正确的绝对配置在C-24。合成了炔烃谷甾醇FB-DJ-1,从豆甾醇开始,包括九个步骤,利用一种新的炔烃活化方法,用于立体选择性构建支链甾醇侧链的Johnson-Claisen重排,和用于生成炔部分的Bestmann-Ohira反应。
    Clickable chemical tools are essential for studying the localization and role of biomolecules in living cells. For this purpose, alkyne-based close analogs of the respective biomolecules are of outstanding interest. Here, in the field of phytosterols, we present the first alkyne derivative of sitosterol, which fulfills the crucial requirements for such a chemical tool as follows: very similar in size and lipophilicity to the plant phytosterols, and correct absolute configuration at C-24. The alkyne sitosterol FB-DJ-1 was synthesized, starting from stigmasterol, which comprised nine steps, utilizing a novel alkyne activation method, a Johnson-Claisen rearrangement for the stereoselective construction of a branched sterol side chain, and a Bestmann-Ohira reaction for the generation of the alkyne moiety.
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