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Merck
모든 사진(1)

주요 문서

SML0221

Sigma-Aldrich

Piperlongumine

≥97% (HPLC)

동의어(들):

5,6-Dihydro-1-(1-oxo-3-[3,4,5-trimethoxyphenyl]-trans-2-propenyl)-2[1H]-pyridinone, 5,6-Dihydro-1-[(2E)-1-oxo-3-(3,4,5-trimethoxyphenyl)-2-propen-1-yl]-2(1H)-Pyridinone, Piplartin, Piplartine

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About This Item

실험식(Hill 표기법):
C17H19NO5
CAS Number:
Molecular Weight:
317.34
MDL number:
UNSPSC 코드:
51111800
PubChem Substance ID:
NACRES:
NA.77

Quality Level

분석

≥97% (HPLC)

형태

powder

색상

white to beige

solubility

DMSO: ≥5 mg/mL at warmed to 60 °C

저장 온도

2-8°C

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

유사한 제품을 찾으십니까? 방문 제품 비교 안내

일반 설명

Piperlongumine is an alkaloid, which is extracted from Piper longum Linn. It exhibits anti-atherosclerotic, anxiolytic, antidiabetic, antidepressant, antibacterial, anti-platelet, aggregation, anxiolytic and anti-inflammatory properties. Piperlongumine prevents the production of tumor necrosis factor-α and interleukin-6. It blocks the activation of nuclear factor-κB (NF-κB) against proinflammatory responses. Piperlongumine inhibits plaque formation and inhibits vascular smooth muscle cell migration. It is used to treat cough, respiratory infections and stomach-ache.

애플리케이션

Piperlongumine has been used to study the regulation of protein regulator of cytokinesis 1 (PRC1) expression. It has also been used to investigate its anti-tumor effects on human melanoma cells in vitro.
Piperlongumine has been used:
  • as a pro-oxidant drug to treat HepG2 cells expressing zinc finger protein (ZNF)32
  • to test its anti-neuroinflammatory effects in BV2 microglial cells
  • to test its inhibitory effect on human gastric cancer cell lines

생화학적/생리학적 작용

Piperlongumine selectively kills cancer cells regardless of p53 status without harming normal cells. It binds to and inihbits proteins known to regulate oxidative stress, in particular, Glutathione S-transferase pi 1 (GSTP1). It increases the level of reactive oxygen species (ROS) and apoptotic cell death in cancer cells with little effect on either rapidly or slowly dividing primary normal cells. Piperlongumine showed significant antitumour effects in a variety of mouse tumour models and inhibited growth of spontaneously formed malignant breast tumours and their associated metastases.

픽토그램

Exclamation mark

신호어

Warning

유해 및 위험 성명서

예방조치 성명서

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


시험 성적서(COA)

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문서 라이브러리 방문

Alhassan Aodah et al.
PloS one, 11(3), e0151707-e0151707 (2016-03-18)
Piperlongumine is a natural alkaloid extracted from piper plants which has been used traditionally for the treatment of certain diseases. This compound shows interesting in vitro pharmacological activity such as selective anticancer activity and higher cytotoxicity than methotrexate, cyclophosphamide and
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)
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)
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

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