中文同义词:
(1S,2R,6S)-2-羟基-9-(羟甲基)-3-氧代二环丙[4.3.0]壬-4,8-二烯-5-甲酸甲酯;京尼平;格尼泊素;京尼平(格尼泊素、尼泊素、栀子苷元);GENIPIN 京尼平;格尼泊素,GENIPIN;京尼平(栀子苷元;京尼平(栀子苷元,格尼泊素)
英文同义词:
Methyl (1R,2R,6S)-2-hydroxy-9-(hydroxymethyl)-3-oxabicyclo[4.3.0]nona-4,8-diene-5-carboxylate;cyclopenta(c)pyran-4-carboxylicacid,1,4a-alpha,5,7a-alpha-tetrahydro-1-hydrox;GENIPIN;1,4a,5,7a-tetrahydro-1-hydroxy-7-(hydroxymethyl)-cyclopenta(c)pyran-4-carboxylic acid methyl ester;Methyl (1S,2R,6S)-2-hydroxy-9-(hydroxymethyl)-3-oxabicyclo[4.3.0]nona-4,8-diene-5-carboxylate;(1R)-1,4aα,5,7aα-Tetrahydro-1-hydroxy-7-hydroxymethylcyclopenta[c]pyran-4-carboxylic acid methyl ester;(1R)-1,4aα,5,7aα-Tetrahydro-1α-hydroxy-7-hydroxymethylcyclopenta[c]pyran-4-carboxylic acid methyl ester;enipin
相关类别:
科研试剂;对照品;小分子抑制剂;中药对照品;标准品;植物提取物;细胞生物学;植物化学药;细胞信号和神经生物学;小分子抑制剂,天然产物;分析对照品;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Inhibitors;植物成分单体;特色原料;标准品-中药标准品;原料;有机原料;标准品 -中药标准品;环烯醚萜;标准品,对照品;天然高含量单体
沸点
287.83°C (rough estimate)
密度
1.1230 (rough estimate)
酸度系数(pKa)
12.06±0.60(Predicted)
最大波长(λmax)
240nm(MeOH)(lit.)
InChIKey
AZKVWQKMDGGDSV-BCMRRPTOSA-N
CAS 数据库
6902-77-8(CAS DataBase Reference)
制备方法
京尼平的制备方法一般采用从栀子中提取京尼平苷,再用β-葡萄糖苷酶水解,然后用乙醚萃取、真空浓缩、重结晶而制得,也可以采用微生物转化法制备。
生物活性
Genipin ((+)-Genipin) 是衍生自 Gardenia jasminoides Ellis 果实的天然交联剂。Genipin 抑制细胞中的 UCP2 (解偶联蛋白 2)。Genipin 具有多种生物活性,包括蛋白质调节,抗肿瘤,抗炎症,免疫抑制,抗血栓形成和对海马神经元的保护。Genipin 也可用于 2 型糖尿病研究。
体外研究
Genipin increases mitochondrial membrane potential, increased ATP levels, closed KATP channels, and stimulated insulin secretion in pancreatic islet cells. Genipin causes suppression of insulin signal transduction through hyperactivation of c-Jun N-terminal kinase (JNK) and subsequent serine phosphorylation of insulin receptor substrate-1 (IRS-1), thus impairing insulin-stimulated glucose uptake in 3T3-L1 adipocytes.
Genipin activates IRS-1, PI3-K, and downstream signaling pathway and increases concentrations of calcium, resulting in glucose transporter 4 (GLUT4) translocation and glucose uptake increase in C2C12 myotubes.
Cytochrome c content increases significantly in the cytosol of Genipin-treated FaO cells. Activation of caspase-3 and caspase-7 is ultimately responsible for Genipin-induced apoptotic process in hepatoma cells. ROS level notably increases in Hep3B cells treated with 200 μM Genipin.
化学性质
白色结晶粉末,可溶于甲醇、乙醇、DMSO等有机溶剂,来源于栀子果实。
用途
京尼平对胃机能呈抗胆碱性的抑制作用,抗癌,保肝。
用途
一种天然的交联剂,从栀子果实中提取。可以防止脂质过氧化和一氧化氮的产生。京尼平保护海马神经元免受阿尔茨海默氏′症 β淀粉样蛋白的毒性。具有抗炎和抗血管生成的作用。参与药物输送系统。