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481-46-9

中文名称 银杏素
英文名称 GINKGETIN
CAS 481-46-9
分子式 C32H22O10
分子量 566.51
MOL 文件 481-46-9.mol
更新日期 2024/06/04 09:54:57
481-46-9 结构式 481-46-9 结构式

基本信息

中文别名
银杏素
银杏黄酮甙
银杏黄酮苷
银杏素标准品
银杏素对照品
银杏素, >98%
白果双黄酮(银杏双黄酮
银杏双黄酮/白果双黄酮
银杏双黄酮, 来源于银杏叶
银杏双黄酮,银杏黄素,银杏素
英文别名
GINKGETIN
Ginkgetin, >98%
GINKGETIN USP/EP/BP
GINKGETIN(RG)(PLEASE CALL)
Ginkgetin, 98%, from Ginkgo biloba L.
4',5,5'',7-Tetrahydroxy-4''',7''-dimethoxy-8,3'''-biflavone
5,7-Dihydroxy-8-[2-methoxy-5-(5-hydroxy-7-methoxy-4-oxo-4H-1-benzopyran-2-yl)phenyl]-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
5,7-Dihydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxo-4H-1-benzopyran-2-yl)-2-methoxyphenyl]-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
4H-1-Benzopyran-4-one,5,7-dihydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxo-4H-1-benzopyran-2-yl)-2-methoxyphenyl]-2-(4-hydroxyphenyl)-
所属类别
生物化工:中草药成分

物理化学性质

外观性状可溶于甲醇、乙醇、DMSO等有机溶剂,来源于银杏。
熔点297 °C(Solv: acetone (67-64-1))
沸点863.7±65.0 °C(Predicted)
密度1.506±0.06 g/cm3(Predicted)
储存条件-20°C储存
溶解度DMSO:64.0(Max Conc. mg/mL);112.97(Max Conc. mM)
DMSO:PBS (pH 7.2) (1:7):0.12(Max Conc. mg/mL);0.21(Max Conc. mM)
酸度系数(pKa)6.18±0.40(Predicted)
形态粉末
颜色淡黄色
LogP4.450 (est)

应用领域

用途1
用于含量测定/鉴定/药理实验等
用途2
银杏双黄酮具有调血脂,降胆固醇,治疗心绞痛的作用。

图谱信息

常见问题列表

生物活性
Ginkgetin 是一种从银杏叶中分离得到的双黄酮。Ginkgetin 具有抗肿瘤,抗炎,神经保护,抗真菌的作用。Ginkgetin 也是一种有效的 Wnt 信号抑制剂,IC50 值为 5.92 μM。
靶点

Wnt

5.92 μM (IC 50 )

体外研究

Ginkgetin (2.5-20 μM; 48 h) inhibits the growth of Daoy and D283 cell lines, and induces G 2 /M cell cycle arrest in Daoy cells.
Ginkgetin (20-40 μM; 24 h) significantly activates the apoptosis of osteosarcoma cells in a concentration-dependent manner.
Ginkgetin (10-20 μM; 3-24 h) down-regulated the expression of Wnt target genes without affecting the expression of β-catenin in medulloblastoma cells.
Ginkgetin (1-10 μM; 24 or 48 h) significantly inhibits the VEGF-induced endothelial cell proliferation, migration, and wound recovery in a concentration-dependent manner.
Ginkgetin (5-10 μM; 48 h) induces autophagy responsible for cell death in A549.

Cell Viability Assay

Cell Line: Daoy and D283 cell lines
Concentration: 2.5, 5, 10, 20 μM
Incubation Time: 48 hours
Result: Inhibited the cell growth, with IC 50 s of 14.65 and 15.81 μM for Daoy and D283 cells, respectively.

Apoptosis Analysis

Cell Line: Osteosarcoma cells
Concentration: 20, 30, 40 μM
Incubation Time: 24 hours
Result: Markedly induced the apoptosis of osteosarcoma cells in a concentration-dependent manner.

Cell Cycle Analysis

Cell Line: Daoy cells
Concentration: 2.5, 5, 10, 20 μM
Incubation Time: 24 hours
Result: Increased G 2 /M phase, compared with that of control, indicating a G 2 /M cell phase arrest.

Cell Cycle Analysis

Cell Line: Daoy and D283 cell lines
Concentration: 10, 20 μM
Incubation Time: 3, 6, 12, 24 hours
Result: Attenuated the expression of Wnt target genes, Axin2, cyclin D1 and survivin at 20 μM for 24 h in Daoy cells.
Unaffected the level of total β-catenin and diminished the level of β-catenin phosphorylation in a time- and concentration-dependent manner.
体内研究

Ginkgetin (25-100 mg/kg; i.p. 2 hours after the onset of ischemia) exerts anti-inflammatory effects on cerebral ischemia/reperfusion-induced injury in a rat model via the TLR4/NF-κB signaling pathway.
Ginkgetin (30 mg/kg; intragastrically once per day for 42 d) suppresses tumor growth in A549 cells bearing nude mice.

Animal Model: Male Sprague-Dawley rats (200-220 g)
Dosage: 25, 50, 100 mg/kg
Administration: I.p. 2 hours after the onset of ischemia
Result: Reduced the neurological deficit score.
Suppressed the expression of NF-κB, TLR4 and IκBαin ischemic penumbra cortex, and inhibited the degradation of IκBα.
Decreased the expressions of ICAM-1, COX-2, and iNOS.
Downregulated downstream inflammatory factor PGE2 and TNF-α expression.
Decreased IL-1β, IL-6, IL-8, and IL-10 protein expression.
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