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Description
Piperlongumine is isolated from several species of the Piper plant and displays many beneficial characteristics, including antithrombotic, anti-inflammatory, anti-atherosclerotic, and chemotherapeutic activities. Piperlongumine directly inhibits thromboxane A2 (TxA2) receptors, inhibiting platelet aggregation in vivo. Piperlongumine also decreases NF-κB activation and inhibits PDGFR signaling in vivo, inhibiting cell migration and decreasing atherosclerotic plaque formation. In a cellular model of prostate cancer, piperlongumine inhibits NF-κB activity and decreases expression of IL-6, IL-8, MMP9, and ICAM-1, decreasing cell invasion and growth; in a separate study using a similar model, this compound prevented transcription of androgen receptors, decreasing androgen receptor protein levels. In several other cellular models of cancer (including glioblastoma multiforme and colon cancer), piperlongumine inhibits the ubiquitin-proteasome system, likely at a pre-proteasomal stage, increasing reactive oxygen species (ROS) and stimulating activation of p38, resulting in autophagy and cell death.
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| Specifications |
| Cas No. |
20069-09-4 |
| Product ID |
P3561 |
| Product Name 产品名称 |
Piperlongumine 荜茇酰胺 标准品 |
| Chemical Name 化学名称 |
(E)-1-(3-(3,4,5-Trimethoxyphenyl)acryloyl)-5,6-dihydropyridin-2(1H)-one |
| Synonym 其他名称 |
1-[(2E)-3,4,5-trimethoxyphenyl)prop-2-enoyl]-5,6-dihydropyridin-2-(1H)-one; Piplartine |
| Formula 分子式 |
C17H19NO5 |
| Formula Wt. 分子量 |
317.34 |
| Purity纯度 |
≥98% |
| Solubility 溶解性 |
DMSO (~25 mg/ml) |
| References 参考文献 |
Ginzburg S, Golovine KV, Makhov PB, et al. Piperlongumine inhibits NF-κB activity and attenuates aggressive growth characteristics of prostate cancer cells. Prostate. 2013 Oct 22. [Epub ahead of print]. PMID: 24151226.
Wang Y, Wang JW, Xiao X, et al. Piperlongumine induces autophagy by targeting p38 signaling. Cell Death Dis. 2013 Oct 3;4:e824. PMID: 24091667.
Liu JM, Pan F, Li L, et al. Piperlongumine selectively kills glioblastoma multiforme cells via reactive oxygen species accumulation dependent JNK and p38 activation. Biochem Biophys Res Commun. 2013 Jul 19;437(1):87-93. PMID: 23796709.
Jarvius M, Fryknäs M, D'Arcy P, et al. Piperlongumine induces inhibition of the ubiquitin-proteasome system in cancer cells. Biochem Biophys Res Commun. 2013 Feb 8;431(2):117-23. PMID: 23318177.
Son DJ, Kim SY, Han SS, et al. Piperlongumine inhibits atherosclerotic plaque formation and vascular smooth muscle cell proliferation by suppressing PDGF receptor signaling. Biochem Biophys Res Commun. 2012 Oct 19;427(2):349-54. PMID: 22995306.
Golovine KV, Makhov PB, Teper E, et al. Piperlongumine induces rapid depletion of the androgen receptor in human prostate cancer cells. Prostate. 2013 Jan;73(1):23-30. PMID: 22592999.
Iwashita M, Oka N, Ohkubo S, et al. Piperlongumine, a constituent of Piper longum L., inhibits rabbit platelet aggregation as a thromboxane A(2) receptor antagonist. Eur J Pharmacol. 2007 Sep 10;570(1-3):38-42. PMID: 17618620. |
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