4,6,7-三羟异黄酮

中文名称:

4,6,7-三羟异黄酮

中文同义词:

4,6,7-三羟异黄酮;4,6,7-三羟基异黄酮;6,7-二羟基-3-(4-羟基苯基)-4H-苯并吡喃-4-酮;4-三羟基异黄酮;6,7,4-三羟基异黄酮;6-羟基大豆苷元

英文名称:

6,7,4-Trihydroxyisoflavone

英文同义词:

TRIHYDROXYISOFLAVONE, 4,6,7-;6,7,4-TRIHYDROXYISOFLAVONE;4,6,7-TRIHYDROXYISOFLAVONE;DEMETHYLTEXASIN;6,7-Dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one;TRIHYDROXYISOFLAVONE, 4,6,7-(RG);DESMETHYLGLYCITEIN (4,6,7-TRIHYDROXYISOFLAVONE);6,7-Dihydroxy-3-(4-hydroxyphenyl)

CAS号:

17817-31-1

分子式:

C15H10O5

分子量:

270.24

EINECS号:

相关类别:

植物提取物;天然产物;对照品;Iso-Flavones

Mol文件:

17817-31-1.mol

熔点 

>280℃

沸点 

587.1±50.0 °C(Predicted)

密度 

1.548±0.06 g/cm3(Predicted)

储存条件 

Sealed in dry,2-8°C

酸度系数(pKa)

6.85±0.20(Predicted)

CAS 数据库

17817-31-1(CAS DataBase Reference)

生物活性

Desmethylglycitein (4,6,7-Trihydroxyisoflavone)，大豆苷元的代谢产物，来源于大豆 Glycine max，具有抗氧化性和抗癌活性。Desmethylglycitein 在体内直接结合 CDK1 和 CDK2，抑制 CDK1 和 CDK2 活性。Desmethylglycitein 是蛋白激酶 C (PKC)α 的直接抑制剂，抑制正常人皮肤成纤维细胞中的太阳紫外线 (sUV) 诱导的基质金属蛋白酶1 (MMP1)。Desmethylglycitein 以 ATP 竞争方式与细胞质中的 PI3K 结合，抑制 PI3K 和下游信号级联的活性，从而抑制 3T3-L1 前脂肪细胞中的脂肪形成。

靶点

CDK1 CDK2 PKC

CDK1

CDK2

体外研究

Desmethylglycitein (4,6,7-Trihydroxyisoflavone)(0-100 μM; 24-72 hours) suppesses anchorage-dependent growth of HCT-116 and DLD1 cells in a dose- and time-dependent manner without cytotoxicity . Desmethylglycitein (4,6,7-Trihydroxyisoflavone)(0-100 μM; 24-72 hours) suppresses CDK1 activity in a dose-dependent manner and inhibits CDK2 activity in HCT-116 cells. Desmethylglycitein (4,6,7-Trihydroxyisoflavone)(0-100 μM; 24-72 hours) induces cell cycle arrest at the S and G2/M phases, the percentage of cells in S phase is higher in the 100 μM 6,7,4′-THIF-treated group, and the same pattern is observed in G2/M phase (29.5% versus 19.1% ) . Cell Viability Assay Cell Line: HCT-116 cells Concentration: 0, 12.5, 25, 50 or 100 μM Incubation Time: 24, 48 or 72 hours Result: Inhibited anchorage-dependent and -independent growth of HCT-116 cells. Western Blot Analysis Cell Line: HCT-116 and DLD1 cells Concentration: 0, 25, 50 or 100 μM Incubation Time: 48 hours Result: Inhibited CDK1,CDK2 expression. Cell Cycle Analysis Cell Line: HCT-116 cells Concentration: 0, 25, 50 or 100 μM Incubation Time: 24, 48 or 72 hours Result: Induces cell cycle arrest of HCT-116 cells at S and G2/M phases.

Cell Line:

HCT-116 cells

Concentration:

0, 12.5, 25, 50 or 100 μM

Incubation Time:

24, 48 or 72 hours

Result:

Inhibited anchorage-dependent and -independent growth of HCT-116 cells.

Cell Line:

HCT-116 and DLD1 cells

Concentration:

0, 25, 50 or 100 μM

Incubation Time:

48 hours

Result:

Inhibited CDK1,CDK2 expression.

Cell Line:

HCT-116 cells

Concentration:

0, 25, 50 or 100 μM

Incubation Time:

24, 48 or 72 hours

Result:

Induces cell cycle arrest of HCT-116 cells at S and G2/M phases.

体内研究

Desmethylglycitein (4,6,7-Trihydroxyisoflavone) (intraperitoneally injection; 5 or 25 mg/kg; once daily; 20 days) suppresses tumor development in mice and serves as an effective anticancer treatment with the potential to inhibit or delay the tumorigenicity of HCT-116 cells in an in vivo system. Animal Model: Female athymic nude mice subcutaneously injected with HCT-116 cells Dosage: 5 or 25 mg/kg Administration: Intraperitoneally injection; 5 or 25 mg/kg; once daily; 20 days Result: Decreased tumor growth, volume and weight of HCT-116 xenografts.

Animal Model:

Female athymic nude mice subcutaneously injected with HCT-116 cells

Dosage:

5 or 25 mg/kg

Administration:

Intraperitoneally injection; 5 or 25 mg/kg; once daily; 20 days

Result:

Decreased tumor growth, volume and weight of HCT-116 xenografts.

安全说明 

22-24/25

WGK Germany 

3

F 

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