SML0221
荜茇酰胺
≥97% (HPLC), Glutathione S-transferase pi 1 inhibitor, powder
别名:
5,6-二氢-1-[(2E)-1-氧代-3-（3,4,5-三甲氧基苯基）-2-丙烯-1-基]-2 (1H)-吡啶酮, 5,6-二氢-1-（1-氧代-3-[3,4,5-三甲氧基苯基]- 反式 -2-丙烯基）-2[1 H ]-吡啶酮, 荜茇明碱, 荜茇酰胺
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关于此项目
经验公式（希尔记法）:
C17H19NO5
化学文摘社编号:
分子量:
317.34
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77
MDL number:
产品名称
荜茇酰胺, ≥97% (HPLC)
SMILES string
COc1cc(\C=C\C(=O)N2CCC=CC2=O)cc(OC)c1OC
InChI
1S/C17H19NO5/c1-21-13-10-12(11-14(22-2)17(13)23-3)7-8-16(20)18-9-5-4-6-15(18)19/h4,6-8,10-11H,5,9H2,1-3H3/b8-7+
InChI key
VABYUUZNAVQNPG-BQYQJAHWSA-N
assay
≥97% (HPLC)
form
powder
color
white to beige
solubility
DMSO: ≥5 mg/mL at warmed to 60 °C
storage temp.
2-8°C
Quality Level
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General description
荜茇酰胺(Piperlongumine)是从胡椒荜茇中提取的生物碱。具有抗动脉粥样硬化、抗焦虑、抗糖尿病、抗抑郁、抗菌、抗血小板、凝集和抗炎活性。荜茇酰胺可抑制肿瘤坏死因子-α和白介素-6的生成。还可抑制核因子-κB (NF-κB)激活，从而防止促炎性反应。荜茇酰胺可抑制斑块形成和血管平滑肌细胞迁移。可用于治疗咳嗽、呼吸道感染和胃痛。
Application
荜茇酰胺已用于研究其对胞质分裂调控蛋白1(PRC1)表达的调节。它还用于体外研究其对人黑色素瘤细胞的抗癌作用。
荜茇酰胺已用于：
- 作为促氧化药物，用于处理锌指蛋白(ZNF)32表达HepG2细胞
- 检测其在BV2小胶质细胞中的抗神经炎症作用
- 检测其对人胃癌细胞株的抑制作用
Biochem/physiol Actions
荜茇酰胺是一种抑制剂或谷胱甘肽 S-转移酶 pi 1；癌症中的凋亡诱导剂，而不是正常细胞
荜茇酰胺选择性地杀死癌细胞而不考虑 p53 状态，而不伤害正常细胞。结合并抑制已知调节氧化应激的蛋白质，特别是谷胱甘肽 S-转移酶 pi 1 (GSTP1)。增加癌细胞中活性氧 (ROS) 级别和凋亡细胞死亡，对快速或缓慢分裂的原代正常细胞几乎没有影响。在多种小鼠肿瘤模型中，荜茇酰胺显示出显著的抗肿瘤作用，并抑制自发形成的恶性乳腺肿瘤及其相关转移瘤的生长。
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
法规信息
涉药品监管产品
此项目有
Wenxiang Shi et al.
Frontiers in cardiovascular medicine, 7, 625215-625215 (2021-03-02)
Vascular calcification frequently occurs in the process of chronic kidney disease, atherosclerosis and aging, resulting in an increased prevalence of cardiovascular events. Piperlongumine (PLG) is a natural product isolated from Piper longum L. Here, we aimed to explore the effect
Monielle Sant'Ana et al.
Pulmonary pharmacology & therapeutics, 61, 101896-101896 (2020-01-29)
Chronic obstructive pulmonary disease (COPD) is related to smoking and anti-inflammatory therapy is indicated. Among the mediators with anti-inflammatory properties, we highlight piperlongumine (PL), an alkaloid/amide of Piper longum. Here we evaluated the PL administration on an experimental model of
Elevated PRC1 in gastric carcinoma exerts oncogenic function and is targeted by piperlongumine in a p53-dependent manner
Zhang B, et al.
Journal of Cellular and Molecular Medicine, 21(7), 1329-1341 (2017)
Ding-Fang Zhang et al.
BMC complementary medicine and therapies, 21(1), 195-195 (2021-07-08)
Metastatic castration-resistant prostate cancer (CRPC) is the leading cause of death among men diagnosed with prostate cancer. Piperlongumine (PL) is a novel potential anticancer agent that has been demonstrated to exhibit anticancer efficacy against prostate cancer cells. However, the effects
Piperlongumine induces gastric cancer cell apoptosis and G2/M cell cycle arrest both in vitro and in vivo
Duan C, et al.
Tumour Biology : the Journal of the International Society For Oncodevelopmental Biology and Medicine, 37(8), 10793-10804 (2016)
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