中文名称:

3,8-二羟基-6H-二苯并[B,D]吡喃-6-酮

中文同义词:

3,8-二羟基-6H-二苯并[B,D]吡喃-6-酮;尿石素A;3,8-二羟基-6H-苯并[C]苯并吡喃-6-酮;T24和CACO-2细胞抑制剂(UROLITHIN A);3,8-二羟基-6H-苯并[C]色烯-6-酮;3,8-二羟基-6H-二苯并(二,四)吡喃-6-酮

英文名称:

3,8-dihydroxy-6H-dibenzo(b,d)pyran-6-one

英文同义词:

3,8-dihydroxy-6H-dibenzo(b,d)pyran-6-one;3,8-DIHYDROXYDIBENZO-(B,D)PYRAN-6-ONE;3, 8-Dihydroxy-6H-benzo[c]chromen-6-one;Castoreum pigment I;Urolithin A;6H-Dibenzo(B,D)pyran-6-one, 3,8-dihydroxy-;3,8-dihydroxy-6H-dibenzopyran-6-one);urolithin-A(UA

CAS号:

1143-70-0

分子式:

C13H8O4

分子量:

228.2

EINECS号:

1592732-453-0

相关类别:

细胞生物学试剂;对照品;新品;黄金产品;产品2;化工原料;novel chemicals

Mol文件:

1143-70-0.mol

熔点 

340-345 °C

沸点 

527.9±43.0 °C(Predicted)

密度 

1.516±0.06 g/cm3(Predicted)

储存条件 

2-8°C

酸度系数(pKa)

9.07±0.20(Predicted)

形态

powder

颜色

white to beige

简介

3,8-二羟基-6H-二苯并[B,D]吡喃-6-酮又叫尿石素A。有研究报道发现，石榴和其它水果中名为尿石素A(Urolithin A)的物质或能通过改善细胞线粒体的功能来帮助减缓特定的衰老过程；此外，摄入这种化合物对人类机体健康并无风险。研究表明，尿石素A能以一种与定期锻炼一样的方式来刺激线粒体的生物发生，是唯一一种能重建细胞对缺陷线粒体再循环的化合物。

生物活性

Urolithin A，鞣花酸的肠道微生物代谢产物，具有抗炎、抗增殖和抗氧化的特性。Urolithin A 诱导自噬和凋亡，抑制细胞周期进程，抑制 DNA 合成。

靶点

Human Endogenous Metabolite

Human Endogenous Metabolite

体外研究

Micromolar urolithin A concentrations induces both autophagy and apoptosis. Urolithin A suppresses cell cycle progression and inhibited DNA synthesis in human sw620 colorectal cancer cells. Urolithin A shows antiproliferative effects and inhibits T24 and Caco-2 cell growth with IC 50 s of 43.9 and 49 μM, respectively. Urolithin A exerts a dose- and time-dependent significant arrest at G2/M and S phases after treatments with 50 and 100 μM at 24 and 48 h compared to control cells. It induces cell apoptosis with 50 and 100 μM . Urolithin A shows potent antiproliferative activity on HepG2 cells. When cell death is induced by Urolithin A, the expression of β-catenin, c-Myc and Cyclin D1 are decreased and TCF/LEF transcriptional activation is notably down-regulated. Urolithin A also increases protein expression of p53, p38-MAPK and caspase-3, but suppresses expression of NF-κB p65 and other inflammatory mediators.

体内研究

The volume of paw edema is reduced at 1 h after oral administration of urolithin A. In addition, plasma in treated mice exhibited significant oxygen radical antioxidant capacity (ORAC) scores with high plasma levels of the unconjugated form at 1 h after oral administration of urolithin A.