雷公藤内酯酮

中文名称:

雷公藤内酯酮

中文同义词:

雷公藤内酯酮(雷藤酮 ,雷公藤羰内酯);雷公藤内酯酮, 来源于前胡;雷公藤内酯酮(雷藤酮;雷公藤内酯酮(标准品);雷藤酮 ,雷公藤羰内酯;雷藤酮;雷公藤内酯酮;雷公藤羰内酯

英文名称:

Triptonide

英文同义词:

TRIPTONIDE;TRIPTONIDE(PRIMARY STANDARD);NSC 165677;PG 492;(3bS,4aS,5aS,6aS,7aS,7bS,8aS,8bS)-6a-Isopropyl-8b-methyl-3b,4,4a,7a,7b,8b,9,10-octahydrotrisoxireno[4b,5:6,7:8a,9]phenanthro[1,2-c]furan-1,6(3H,6aH)-dione;14-Deoxy-14-oxotriptolide;Triptolide,14-deoxy-14-oxo;Triptonide, 98%, from Peucedanum praeruptorum Dunn

CAS号:

38647-11-9

分子式:

C20H22O6

分子量:

358.39

EINECS号:

相关类别:

天然产物;植提标准品;中药对照品;标准品;植物提取物;对照品;中草药成分;标准品-中药标准品;新品;标准品 -中药标准品;标准品，对照品;Heterocycles;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract

Mol文件:

38647-11-9.mol

熔点 

251～252℃

沸点 

581.1±50.0 °C(Predicted)

密度 

1.48±0.1 g/cm3(Predicted)

概述

雷公藤内酯酮是从雷公藤中分离得到的一个二萜类化合物，是雷公藤的有效成份之一，它与雷公藤内酯醇结构相似，活性也相当，其结构式如下。雷公藤内酯酮具有抗雄性生育作用和对免疫功能具有一定的影响。

生物活性

Triptonide (NSC 165677;PG 492) 是从雷公藤中鉴定出的一种天然产物。Triptonide 是一种 Wnt 信号抑制剂，其 IC50 约为 0.3 nM。Triptonide 具有免疫抑制、抗炎、抗生育、神经保护和抗淋巴瘤作用。

靶点

Target Value Wnt/β-catenin ()

Target

Value

Wnt/β-catenin ()

体外研究

Triptonide blocks Wnt/β-catenin signaling via C-terminal transactivation domain of β-catenin, and promots apoptosis in Wnt-dependent cancer cells. Triptonide potently inhibits the proliferation of human B-lymphoma Raji and T-lymphoma Jurkat cells with IC 50 of 5.7 nM and 4.8 nM, respectively. Triptonide (2.5-10 nM; 6 days) significantly suppresses B-lymphoma cell colony-forming capability. Triptonide (20 nM; 3 days) promotes apoptosis through activation of PARP and caspase 3, but reduction of BCL2 protein levels in the lymphoma cells. Triptonide (5-10 nM; 72 hours) markedly reduces both total and phosphorylated Lyn proteins, and diminishes Lyn downstream ERK and ATK signal pathways. Cell Proliferation Assay Cell Line: B-lymphoma Raji cells, T-lymphoma Jurkat cells Concentration: 0-80 nM Incubation Time: 3 days, 6 days Result: Inhibited lymphoma cell tumorigenic capability in a dose-dependent manner. Apoptosis Analysis Cell Line: Raji cells Concentration: 5 nM, 10 nM, 20 nM Incubation Time: 3 days Result: Did not significantly induce apoptosis at the effective tumor growth-inhibitory (2.5-10 nM); moderately induced lymphoma cell apoptosis (20 nM). Western Blot Analysis Cell Line: Raji cells Concentration: 5 nM, 10 nM, 20 nM Incubation Time: 3 days Result: Did not vigorously activated pro-apoptotic proteins PARP and caspase 3 in lymphoma cells (5-10 nM); significantly activated PARP and caspase 3 (20 nM); significantly reduced anti-apoptotic BCL2 levels. RT-PCR Cell Line: Raji cells Concentration: 5 nM, 10 nM Incubation Time: 72 hours Result: Significantly diminished Lyn mRNA levels in the lymphoma cells.

Cell Line:

B-lymphoma Raji cells, T-lymphoma Jurkat cells

Concentration:

0-80 nM

Incubation Time:

3 days, 6 days

Result:

Inhibited lymphoma cell tumorigenic capability in a dose-dependent manner.

Cell Line:

Raji cells

Concentration:

5 nM, 10 nM, 20 nM

Incubation Time:

3 days

Result:

Did not significantly induce apoptosis at the effective tumor growth-inhibitory (2.5-10 nM); moderately induced lymphoma cell apoptosis (20 nM).

Cell Line:

Raji cells

Concentration:

5 nM, 10 nM, 20 nM

Incubation Time:

3 days

Result:

Did not vigorously activated pro-apoptotic proteins PARP and caspase 3 in lymphoma cells (5-10 nM); significantly activated PARP and caspase 3 (20 nM); significantly reduced anti-apoptotic BCL2 levels.

Cell Line:

Raji cells

Concentration:

5 nM, 10 nM

Incubation Time:

72 hours

Result:

Significantly diminished Lyn mRNA levels in the lymphoma cells.

体内研究

Triptonide (5 mg/kg; i.p.; daily; for 34 days) exerts a strong anti-lymphoma effect in mice. Animal Model: Eight-week-old female NOD/SCID mice (18-22 g), with 3 x 10 7 Raji cells xenograft Dosage: 5 mg/kg Administration: Intraperitoneal injection, daily, for 34 days Result: Potently inhibited lymphoma cell growth and tumorigenic capability.

Animal Model:

Eight-week-old female NOD/SCID mice (18-22 g), with 3 x 10 7 Raji cells xenograft

Dosage:

5 mg/kg

Administration:

Intraperitoneal injection, daily, for 34 days

Result:

Potently inhibited lymphoma cell growth and tumorigenic capability.

化学性质 

黄色结晶粉末，可溶于甲醇、乙醇、DMSO等有机溶剂，来源于雷公藤。

用途 

雷公藤内酯酮具有抗肿瘤 免疫调节 抗炎的作用。

用途 

用于含量测定/鉴定/药理实验等。 药理药效:治疗麻风反应,治疗类风湿性关节炎,治疗肺结核及其他慢性肺部疾病。