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20784-50-3

中文名称 补骨脂乙素
英文名称 ISOBAVACHALCONE
CAS 20784-50-3
分子式 C20H20O4
分子量 324.37
MOL 文件 20784-50-3.mol
更新日期 2024/06/03 09:48:04
20784-50-3 结构式 20784-50-3 结构式

基本信息

中文别名
补骨酯乙素
异补骨脂乙素
异补骨脂查耳酮
异补骨脂查尔酮
补骨脂乙素标准品
补骨脂乙素对照品
补骨脂乙素(异补骨脂酮
异补骨脂查尔酮(标准品)
异补骨脂查尔酮/补骨脂乙素
补骨脂乙素(异补骨脂查尔酮)
英文别名
CS-446
ISOBAVACHALCONE
Isobacachalcone
Isobavachalcone/Corylifolinin
Corylifolinin(Isobavachalcone)
(E)-4,2',4'-Trihydroxy-3'-prenylchalcone
2',4,4'-Trihydroxy-3'-prenyl-trans-chalcone
(E)-1-[2,4-Dihydroxy-3-(3-methyl-2-butenyl)phenyl]-3-(4-hydroxyphenyl)-2-propen-1-one
(E)-1-(2,4-Dihydroxy-3-(3-methylbut-2-en-1-yl)phenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one
(2E)-1-[2,4-Dihydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one

物理化学性质

外观性状黄色结晶粉末,可溶于甲醇、乙醇、DMSO等有机溶剂,来源于补骨脂PsoraleacorylifoliaLinn.。
熔点156.8-157.8 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
沸点549.0±50.0 °C(Predicted)
密度1.243±0.06 g/cm3(Predicted)
储存条件Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
酸度系数(pKa)7.99±0.40(Predicted)
形态黄色油状

安全数据

危险性符号(GHS)
GHS06
警示词危险
危险性描述H301

应用领域

用途1
具有抑制脂多糖诱导的icam-1表达和白细胞与脑内皮细胞粘附的作用
用途2
补骨脂乙素具有抗菌,抗癌的药理活性作用。

常见问题列表

生物活性
Isobavachalcone (Corylifolinin) 来源于补骨脂,是一种 Akt 信号通路的有效抑制剂,可诱导人类癌细胞凋亡 (以 IC50 值为 7.92 μM 抑制 OVCAR-8 癌细胞生长),具有抗癌和抗增殖活性。Isobavachalcone 还能诱导 OVCAR-8 细胞中活性氧的产生。
靶点

IC50: 7.92 μM (OVCAR-8 cell)

体外研究

Isobavachalcone (6.0-48.0 μM; 72 hours; OVCAR-8, PC3, A549, MCF-7, L-02 and HUVEC cells) treatment inhibits the proliferation of human cancer cells. Isobavachalcone inhibits PC3, A549, MCF-7, L-02 and HUVEC cells growth with IC50 values of 15.06 μM, 32.2 μM, 28.29 μM, 31.61 μM and 31.3 μM, respectively.
Isobavachalcone (0-18 μM; 6 hours; OVCAR-8 and PC3 cells) treatment results in a concentration-and time-dependent down-regulation of the Ser-473 phosphorylation of Akt and GSK3b phosphorylation.
Isobavachalcone (0-18 μM; 72 hours; OVCAR-8 and PC3 cells) treatment causes apoptosis via caspase- and ROS-involved mitochondrial pathway.

Cell Proliferation Assay

Cell Line: OVCAR-8, PC3, A549, MCF-7, L-02 and HUVEC cells
Concentration: 6.0-48.0 μM
Incubation Time: 72 hours
Result: Inhibited the proliferation of human cancer cells.

Western Blot Analysis

Cell Line: OVCAR-8 or PC3 cells
Concentration: 0 μM, 6 μM, 12 μM, and 18 μM
Incubation Time: 6 hours
Result: A concentration-and time-dependent down-regulation of the Ser-473 phosphorylation of Akt. GSK3b phosphorylation was also inhibited in a concentration- and time-dependent manner.

Apoptosis Analysis

Cell Line: OVCAR-8 cells and PC3 cells
Concentration: 0 μM, 6 μM, 12 μM, and 18 μM
Incubation Time: 72 hours
Result: Led to dose dependent increase of apoptosis.
体内研究

Isobavachalcone (20 mg/kg; intraperitoneal injection; for 0.5-24 hours; female Kunming mice) treatment results in an increase in blood glucose levels, reaching a maximum within 1 hour and maintaining until 4 hours post-dosing.

Animal Model: Seven-week-old specific pathogen-free female Kunming mice (18-22 g)
Dosage: 20 mg/kg
Administration: Intraperitoneal injection; for 0.5, 1, 2, 4, 6, 8, 12, 24 hours
Result: Increased in blood glucose levels.
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