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104691-86-3

中文名称 黄羽扇豆魏特酮
英文名称 8-PRENYLGENISTEIN
CAS 104691-86-3
分子式 C20H18O5
分子量 338.35
MOL 文件 104691-86-3.mol
更新日期 2024/05/28 16:04:26
104691-86-3 结构式 104691-86-3 结构式

基本信息

中文别名
黄羽扇豆魏特酮
英文别名
Lupiwighteone
8-PRENYLGENISTEIN
8-Isopentenylgenistein
4',5,7-Trihydroxy-8-prenylisoflavone
4',5,7-Trihydroxy-8-isopentenylisoflavone
3-(4-Hydroxyphenyl)-5,7-dihydroxy-8-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one
5,7-Dihydroxy-3-(4-hydroxyphenyl)-8-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one
4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-
所属类别
天然产物:黄酮类化合物

物理化学性质

熔点133-135℃
沸点583.5±50.0 °C(Predicted)
密度1.351±0.06 g/cm3(Predicted)
储存条件4°C, protect from light
溶解度DMSO : 100 mg/mL (295.55 mM; Need ultrasonic)
酸度系数(pKa)6.62±0.20(Predicted)
形态粉末
颜色Off-white to light yellow

常见问题列表

生物活性
Lupiwighteone 是一种广泛存在于野生植物中的异黄酮,具有抗氧化、抗菌和抗癌作用。Lupiwighteone 通过抑制 PI3K/Akt/mTOR 通路,诱导人乳腺癌细胞 caspase 依赖性和非依赖性凋亡 (apoptosis)。
靶点

apoptosis

体外研究

Lupiwighteone (2-100 μM; 72 hours) shows cytotoxicity towards various cell lines, especially on DU-145 cells and SGC-7901 cells with IC 50 s of 23.7 μM and 21 μM, respectively.
Lupiwighteone (20-60 μM; 48 hours) induces (cell cycle arrest in DU-145 cells.
Lupiwighteone (20-60 μM; 48 hours) induces cells apoptosis.
Lupiwighteone (20-60 μM; 48 hours) decreases the cell cycle-related protein expressions in a dose-dependent manner in DU-145 cells.
Lupiwighteone (20-60 μM; 48 hours) induces a dose-dependent increase in ROS production.
Lupiwighteone up-regulates of cytochrome c and caspase-3, and subsequent cleavage of PARP-1 and down-regulates of the p-Akt/Akt ratio and VEGF expression, suggests the activation of mitochondria-based intrinsic apoptosis in DU-145 cells.

Cell Viability Assay

Cell Line: DU-145 cells, C4-2 cells, SGC-7901 cells, Hela cells, HUVEC, MCF-7 cells, CNE cells, Vero
Concentration: 2 μM, 5 μM, 25 μM, 50 μM, 100 μM
Incubation Time: 72 hours
Result: Had inhibition on the survival of many cancer cell lines and HUVEC.

Cell Cycle Analysis

Cell Line: DU-145 cells
Concentration: 20 μM, 40 μM, 60 μM
Incubation Time: 48 hours
Result: Induced cell cycle arrest.

Apoptosis Analysis

Cell Line: DU-145 cells
Concentration: 20 μM, 40 μM, 60 μM
Incubation Time: 48 hours
Result: Induced apoptosis.

Western Blot Analysis

Cell Line: DU-145 cells
Concentration: 20 μM, 40 μM, 60 μM
Incubation Time: 48 hours
Result: Decreased CDK1, 2, 4, 6, cyclinD1, and cyclinB1 protein expression in a dose-dependent manner.
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