金合欢素
植物来源生物活性体外研究体内研究 用途与合成方法 MSDS 金合欢素价格(试剂级) 上下游产品信息 专题
中文名称 | 金合欢素 |
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中文同义词 | 金合欢素;刺槐黄素;刺槐素;5,7-二羥-4'-甲氧黃酮;阿卡西汀;洋槐素;5,7-二羟基-4'-甲氧基黄酮;刺槐黄素,阿卡西汀,洋槐素,金合欢素 |
英文名称 | Acacetin |
英文同义词 | 5,7-DIHYDROXY-4'-METHOXYFLAVONE;LINARIGENIN;METHYL-4'-APIGENIN;ACACETIN;5,7-dihydroxy-2-(4-methoxyphenyl)-4-benzopyrone;Abietic;ACACETIN(METHYL-4'-APIGENIN)(RG);ACACETIN WITH HPLC |
CAS号 | 480-44-4 |
分子式 | C16H12O5 |
分子量 | 284.26 |
EINECS号 | 207-552-3 |
植物来源 | 菊花 |
相关类别 | 分析试剂标准品;标准品-对照品;植物提取物;中药对照品;标准品;植提标准品;对照品;生物黄酮;化妆品原料;标准品-中药标准品;黄酮;标准品 -中药标准品;标准品,对照品;植物提取类;Tri-substituted Flavones;Aromatics;Heterocycles;Miscellaneous Reagents;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;inhibitor |
Mol文件 | 480-44-4.mol |
结构式 |
金合欢素 性质
熔点 | 260-265 °C(lit.) |
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沸点 | 346.76°C (rough estimate) |
密度 | 1.2160 (rough estimate) |
折射率 | 1.6200 (estimate) |
储存条件 | 2-8°C |
溶解度 | 可溶于DMSO(轻微)、甲醇(非常轻微,加热) |
形态 | 固体 |
酸度系数(pKa) | 6.51±0.40(Predicted) |
颜色 | 淡黄色至绿黄色至深黄色 |
最大波长(λmax) | 335nm(EtOH)(lit.) |
Merck | 14,13 |
BRN | 277879 |
InChIKey | DANYIYRPLHHOCZ-UHFFFAOYSA-N |
LogP | 2.443 (est) |
CAS 数据库 | 480-44-4(CAS DataBase Reference) |
金合欢素 用途与合成方法
植物来源
金合欢 (Acacia farnesiana (Linn.) Willd.) (Mimosa) 豆科。灌木,高2-4米;枝具刺,刺长可达1-2厘米。二回羽状复叶,羽片4-8对,每羽片具小叶10-20对,小叶片线状长椭圆形。头状花序腋生,直径1.5厘米,常多个簇生。荚果圆柱形,长3-7厘米,直径8-15毫米。种子多数,黑色。 花极香,供提取香精。 刺灌术或小乔木,二回羽状复叶,头状花序簇生于叶腋,盛开时,好像金色的绒球一般。
生物活性
Acacetin (5,7-Dihydroxy-4'-methoxyflavone) 是一种口服有效的类黄酮,来自 Tephroseris kirilowii (Turcz.) Holub。Acacetin 停在 PI3Kγ 的 ATP 结合口袋中。Acacetin 导致癌细胞周期停滞,并诱导细胞凋亡和自噬。Acacetin 具有有效的抗癌和抗炎活性,有用于疼痛相关疾病研究的潜力。
体外研究
Acacetin (5,7-Dihydroxy-4'-methoxyflavone; 10-200 μM; 24 hours) decreases cell viabilities in a dose-dependent manner. Acacetin has little effect on human normal glial cell line HEB and non-tumorigenic epithelial cell line MCF-10A.
Acacetin (50-150 μM; 24 hours) causes G2/M cell cycle arrest and induces apoptosis and autophagy.
Acacetin (50-150 μM; 24 hours) leads to decreases in levels of PI3Kγ-p110, p-AKT, p-mTOR, p-p70S6K, and p-ULK in a dose-dependent manner.
Cell Viability Assay
Cell Line: | Breast cancer MCF-7 cells, hepatocellular carcinoma SMMC-7721 cells, lung adenocarcinoma A549 cells, esophageal carcinoma Eca109 cells |
Concentration: | 10, 20, 40, 60, 80, 100, 150, 200 μM |
Incubation Time: | 24 hours |
Result: | Decreased cancer cell viabilities in a dose-dependent manner. Had IC 50 values of 82.75 μM, 103.9 μM, 157.4 μM, 54.7 μM in MDA-MB-231, MCF-7, A549, Eca109 cells, respectively. |
Cell Cycle Analysis
Cell Line: | MDA-MB-231 cells |
Concentration: | 50, 100, 150 μM |
Incubation Time: | 24 hours |
Result: | Resulted in increase in percentage of cells at G2/M phase and decrease in percentage of cells at G1 and S phase in a dose-dependent manner. |
Apoptosis Analysis
Cell Line: | MDA-MB-231 cells |
Concentration: | 50, 100, 150 μM |
Incubation Time: | 24 hours |
Result: | Induced apoptosis. |
Cell Autophagy Assay
Cell Line: | MDA-MB-231 cells |
Concentration: | 50, 100, 150 μM |
Incubation Time: | 24 hours |
Result: | Induced autophagy. Resulted in marked increases in EGFP-LC3 puncta formation and a dose-dependent accumulation of LC3-II. |
Western Blot Analysis
Cell Line: | MDA-MB-231 cells |
Concentration: | 50, 100, 150 μM |
Incubation Time: | 24 hours |
Result: | Resulted in decrease in levels of Bcl-2 and Bcl-xL and increase in levels of p53. Led to decreases in levels of PI3Kγ-p110, p-AKT, p-mTOR, p-p70S6K, and p-ULK in a dose-dependent manner. Had little or no effect on expression of PI3Kα, PI3Kβ, PI3Kδ, p-ERK, p-p38, and p-JNK. |
体内研究
Acacetin (5,7-Dihydroxy-4'-methoxyflavone; 5, 20 mg/kg/day; orally; for 3 days) significantly suppresses microglial activation in an LPS-induced neuroinflammation mouse model.
Acacetin (25 mg/kg/day; orally; for 3 days) reduces neuronal cell death in an animal model of ischemia.
Acacetin (1.8-56.2 mg/kg/day; ip; single dose) decreases visceral and inflammatory nociception and prevented the formalin-induced oedema.
Animal Model: | Male C57BL/6 mice, 7 weeks of age |
Dosage: | 5, 20 mg/kg |
Administration: | Orally; once a day for 3 days |
Result: | Significantly suppressed microglial activation in an LPS-induced (ip; 5mg/kg) neuroinflammation mouse model. |
化学性质
黄色针状结晶,可溶于甲醇、乙醇、DMSO等有机溶剂,来源于飞机草,大蓟,金合欢。
用途
金合欢素具有镇静,抗癌的作用。
用途
用于含量测定/鉴定/药理实验等。
药理药效:舒郁,理气,安神,活络之功效。
安全信息
危险品标志 | Xi |
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危险类别码 | 36/37/38 |
安全说明 | 26-36 |
WGK Germany | 3 |
RTECS号 | DJ3002000 |
F | 3-8-10 |
海关编码 | 29329990 |
MSDS信息
提供商 | 语言 |
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SigmaAldrich | 英文 |
金合欢素 价格(试剂级)
更新日期 | 产品编号 | 产品名称 | CAS号 | 包装 | 价格 |
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2024/08/19 | 46523 | 金合欢素; 刺槐素 Acacetin | 480-44-4 | 250mg | 1075元 |
2024/08/19 | 46523 | 金合欢素; 刺槐素 Acacetin | 480-44-4 | 1g | 2813元 |
金合欢素 上下游产品信息
上游原料
野漆树苷芹菜素Ethanone, 2-chloro-1-(2,4,6-trihydroxyphenyl)- (9CI)3-(4-甲氧苯基)-3-氧代丙酸乙酯金柑苷2,4,6-三羟基苯乙酮对甲氧基苯甲酰氯对甲氧基苯甲醛间苯三酚硫酸二甲酯碘甲烷
下游产品
D-无水葡萄糖