中文名称:

魚藤素

中文同义词:

魚藤素;藤素;AKT抑制剂(DEGUELIN);(-)-DEGUELIN

英文名称:

DEGUELIN

英文同义词:

(7as-cis)-oxy-;3h-bis(1)benzopyrano(3,4-b:6’,5’-e)pyran-7(7ah)-one,13,13a-dihydro-9,10-dimeth;(7AS,13AS)-13,13A-DIHYDRO-9,10-DIMETHOXY-3,3-DIMETHYL-3H-BIS[1]BENZOPYRANO[3,4-B:6,5-E]PYRAN-7(7AH)-ONE;(-)-DEGUELIN;DEGUELIN;(7aS,13aS)-13,13a-Dihydro-9,10-dimethoxy-3,3-dimethyl-(3H)-bis[1]benzopyrano[3.4-b.6.5-e]pyran-7(7aH)-one;(7aS)-3,3-Dimethyl-9,10-dimethoxy-7,7aα,13,13aα-tetrahydro-3H-bis[1]benzopyrano[3,4-b:6,5-e]pyran-7-one;3,3-Dimethyl-9,10-dimethoxy-7,7aα,13,13aα-tetrahydro-3H-bis[1]benzopyrano[3,4-b:6,5-e]pyran-7-one

CAS号:

522-17-8

分子式:

C23H22O6

分子量:

394.42

EINECS号:

200-258-5

相关类别:

标准品;植物提取物;合成;细胞生物学试剂;精细化工;黄酮;对照品;Miscellaneous Natural Products;Antitumour;标准品 -中药标准品;标准品，对照品

Mol文件:

522-17-8.mol

熔点 

85-87 °C(lit.)

比旋光度 

D27 -97.2° (c = 0.2 in benzene)

沸点 

560.1±50.0 °C(Predicted)

密度 

1?+-.0.06 g/cm3(Predicted)

储存条件 

-20°C

溶解度 

DMSO: >10 mg/mL

形态

solid

颜色

white to yellow

旋光性 (optical activity)

[α]/D -70 to -80°, c = 0.2 in methanol

生物活性

Deguelin 是一种天然存在的鱼藤酮类化合物，通过阻止多种途径 (如 PI3K-Akt，IKK-NF-κB 和 MAPK-mTOR-survivin 等) 充当化学预防剂。Deguelin 与 Hsp90 的结合导致许多致癌蛋白 (包括 MEK1/2，Akt，HIF1α，COX-2 和 NF-κB) 的表达降低。。

靶点

Akt

Akt

体外研究

Deguelin (0-500 nM) in a dose and time dependent manner inhibits the growth of MDA-MB-231, MDA-MB-468, BT-549 and BT-20 cells. Deguelin at all concentrations fails to reduce cell numbers in the presence of 1 ng EGF but in the presence of EGF 20 ng reinstated deguelin mediated growth inhibition. Deguelin treated cells show reduced expression of Survivin as determined by western blot and immunofluorescence examinations. Deguelin inhibits p-ERK and its downstream target p-STAT-3 and c-Myc expression in a dose dependent manner. Deguelin down-regulates Akt signaling probably by disrupting its association with Hsp 90 in cultured HNSCC cells. Deguelin deguelin disrupts the association between Hsp 90 with survivin and Cdk4. Deguelin deguelin treatment increases cellular ceramide level through de novo synthase pathway to mediate HNSCC cell death and apoptosis. Deguelin inhibits the proliferation of MPC-11 cells in a concentration- and time-dependent manner and causes the apoptotic death of MPC-11 cells. Following exposure to deguelin, the phosphorylation of Akt is decreased. Deguelin-induced apoptosis is characterized by the upregulation of Bax, downregulation of Bcl-2 and activation of caspase-3.

体内研究

Deguelin (2 or 4 mg/kg, i.p.) reduces the in vivo tumor growth of MDA-MB-231 cells transplanted subcutaneously in athymic mice. Deguelin (4 mg/kg, p.o.) treatment shows a great inhibition in tumor growth, which is demonstrated by reduced tumor size and improved mice survival and, indicating a significant anti-tumor ability by deguelin in vivo. In the colon cancer xenograft model, the volume of the tumor treated with deguelin is significantly lower than that of the control, and the apoptotic index for deguelin-treated mice is much higher.

安全说明 

22-24/25

WGK Germany 

3

RTECS号

DX1500000

海关编码 

29329990