芫花素
| 中文名称 | 芫花素 |
|---|---|
| 中文同义词 | 4',5-二羟基-7-甲氧基黄酮;芫花素;5,4'-二羥-7-甲氧黃酮;芫花黄素;芫花素、4',5-二羟基-7-甲氧基黄酮、芫花黄素;4',5-二羟基-7-甲氧基异黄酮;4',5-二羟基-7-甲氧基黄酮,97%;5,4'-二-7-甲氧酮 |
| 英文名称 | 4',5-DIHYDROXY-7-METHOXYFLAVONE |
| 英文同义词 | 4H-1-Benzopyran-4-one,5-hydroxy-2-(4-hydroxyphenyl)-7-Methoxy-;4',5-Dihydroxy-7-methoxyisoflavone 5,4'-Dihydroxy-7-methoxyisoflavone;2-(4-Hydroxyphenyl)-5-hydroxy-7-methoxy-4H-1-benzopyran-4-one;Gengkwanin;Genkwanin ,98%;4H-Benzopyran-4-one;5,4'-DIHYDROXY-7-METHOXYFLAVONE;4',5-DIHYDROXY-7-METHOXYFLAVONE |
| CAS号 | 437-64-9 |
| 分子式 | C16H12O5 |
| 分子量 | 284.26 |
| EINECS号 | |
| 相关类别 | 对照品;中药对照品;标准品;植物提取物;中草药成分;分析试剂标准品;Tri-substituted Flavones;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;标准品-中药标准品;标准品-对照品;新品;黄酮;标准品 -中药标准品;标准品，对照品;蒽醌;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract |
| Mol文件 | 437-64-9.mol |
| 结构式 |  |
芫花素 性质
| 熔点 | 290-292°C |
|---|---|
| 沸点 | 546.5±50.0 °C(Predicted) |
| 密度 | 1.420 |
| 储存条件 | Keep in dark place,Sealed in dry,2-8°C |
| 溶解度 | 丙酮（微溶，超声），DMSO（微溶），甲醇（微溶，加热） |
| 酸度系数(pKa) | 6.36±0.40(Predicted) |
| 形态 | 粉末 |
| 颜色 | 橙色 |
| BRN | 292549 |
| 稳定性 | 吸湿性 |
| LogP | 2.360 (est) |
| CAS 数据库 | 437-64-9(CAS DataBase Reference) |
芫花为瑞香科植物芫花Daphne genkwa Sieb.et Zucc.的干燥花蕾。分布于福建、浙江、江苏、安徽、湖北、湖南等地。芫花具有泻水逐饮、解毒杀虫的功效。主要用于治疗水肿胀满、胸腹积水、痰饮积聚、气逆喘咳、二便不利等症。外用可治疗疥癣秃疮、冻疮。临床多醋炙为醋芫花使用或生用。芫花的根皮具有“催生去胎”作用，我国民间用其引产。其叶可治疗牙疼和间日疟。芫花的成分主要有芫花素(Genkwanin)、芹菜素(Apigenin)、3′-羟基芫花素(3′-Hydroxygenkwanin)、芫根甙 (Yuankanin)、木犀草素 (Luteolin)、芫花瑞香宁 (Genkwadaphnin)、芫花酯甲 (芫花萜，Yuanhuacine)、芫花酯乙(Yuanhuadine)、芫花酯丙(Yuanhuafine)、芫花酯丁 (Yuanhuatine)、芫花酯戊 (Yuanhuapine)。挥发油有棕榈酸、油酸、亚油酸等。尚含谷甾醇、苯甲酸及刺激有毒油状物等。
芫花素还具有抗氧化、抗肿瘤、抗炎以及镇痛等多种功效, 且毒副反应少。芫花素在天然药物中的低含量、低提取率难以满足日益增长的市场需要。所以研究开发有效、实用的芫花素的合成方法是非常必要的。
由2，4-甲氧基-6-羟基苯乙酮为原料与取代苯甲醛反应制得：
图1为芫花素的合成路线
有关芫花素的概述、合成方法是由Chemicalbook的侍艳编辑整理。（2016-01-13）Genkwanin (芫花素) 是一种O-甲基化黄酮，有抗炎活性。
Cell viability analysis shows that Genkwanin does not affect the cell viability up to a concentration of 50 μM. Genkwanin inhibits the LPS-induced production of NO in a concentration-dependent manner. iNOS only expresses in the present of external stimulus. Genkwanin could not significantly affect the activity of iNOS. The effect of Genkwanin on the production of proinflammatory cytokines is examined. Genkwanin suppresses the productions of TNF-a, IL-1b and IL-6 in LPS stimulated RAW264.7 macrophages in a concentration-dependent manner. Genkwanin significantly suppresses the AP-1 signaling pathway but has little effect on the NF-kB signaling pathway. It is indicated that Genkwanin suppresses the phosphorylation of p38 and JNK in a concentration-dependent manner, but little affects ERK1/2 phosphorylation. Originally identified as an immediate early gene, MKP-1 is then found to be a dual specificity phosphatase acting as a negative regulator of ERK1/2, JNK and p38 MAPK activities, with predominant effects on the latter two. Pretreatment with Genkwanin markedly up-regulates the expression of MKP-1 without affecting MKP-1 mRNA.
药理药效:能抑制离体肠及子宫的运动。
安全信息
| 危险品标志 | Xn |
|---|---|
| 危险类别码 | 36/37/38-22 |
| 安全说明 | 26-36-24/25-22-37 |
| 海关编码 | 29329990 |