金合欢素

金合欢素

中文名称金合欢素
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;ACACETIN(METHYL-4'-APIGENIN)(RG);ACACETIN WITH HPLC;4'-O-Methylapigenin
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
相关类别植物提取物;中药对照品;标准品;植提标准品;对照品;分析试剂标准品;标准品-对照品;Miscellaneous Reagents;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;inhibitor;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
Mol文件480-44-4.mol
结构式金合欢素 结构式

金合欢素 性质

熔点260-265 °C(lit.)
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.)
Merck14,13
BRN277879
InChIKeyDANYIYRPLHHOCZ-UHFFFAOYSA-N
LogP2.443 (est)
CAS 数据库480-44-4(CAS DataBase Reference)

金合欢素 用途与合成方法

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。

	金合欢素的植物来源

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。

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.

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
危险类别码36/37/38
安全说明26-36
WGK Germany3
RTECS号DJ3002000
F3-8-10
海关编码29329990

MSDS信息

提供商 语言
英文
更新日期产品编号产品名称CAS号包装价格
2024/01/25HY-N0451Acacetin1 mg272元
2024/01/25HY-N0451金合欢素
Acacetin
480-44-45mg600元
"金合欢素"相关产品信息
十六酸十六酯 羟基乙叉二膦酸 三氯生 溶剂红43 对氨基苯甲醚 白杨素 对甲氧基苯甲醛 苯甲醚 三氟甲氧基苯 金合欢醇 柽柳黄素 山奈素 棉子皮亭-3,3',4',7-四甲醚 3-苄氧基-4,5,6,7-四甲氧基黄酮 5,7-二羟基-3',4',5'-三甲氧基黄酮 栎精-3,7,3',4'-四甲醚 3',5,7-三羟基-3,4'-二甲氧基黄酮 莰非醇-3,7,4'-三甲醚
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