Passa al contenuto
Merck
Tutte le immagini(1)

Key Documents

SML0221

Sigma-Aldrich

Piperlongumine

≥97% (HPLC)

Sinonimo/i:

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

Autenticatiper visualizzare i prezzi riservati alla tua organizzazione & contrattuali


About This Item

Formula empirica (notazione di Hill):
C17H19NO5
Numero CAS:
Peso molecolare:
317.34
Numero MDL:
Codice UNSPSC:
51111800
ID PubChem:
NACRES:
NA.77

Livello qualitativo

Saggio

≥97% (HPLC)

Forma fisica

powder

Colore

white to beige

Solubilità

DMSO: ≥5 mg/mL at warmed to 60 °C

Temperatura di conservazione

2-8°C

Stringa SMILE

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+
VABYUUZNAVQNPG-BQYQJAHWSA-N

Cerchi prodotti simili? Visita Guida al confronto tra prodotti

Descrizione generale

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.

Applicazioni

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

Azioni biochim/fisiol

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.

Pittogrammi

Exclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 4 Oral

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

Possiedi già questo prodotto?

I documenti relativi ai prodotti acquistati recentemente sono disponibili nell’Archivio dei documenti.

Visita l’Archivio dei documenti

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
ZNF32 protects against oxidative stress-induced apoptosis by modulating C1QBP transcription
Li K, et al.
Testing, 6(35), 38107-38107 (2015)
Piperlongumine Induces Apoptosis in Human Melanoma Cells Via Reactive Oxygen Species Mediated Mitochondria Disruption
Song X, et al.
Nutrition and Cancer, 70(3), 502-511 (2018)
Piperlongumine inhibits neuroinflammation via regulating NF-kappaB signaling pathways in lipopolysaccharide-stimulated BV2 microglia cells
Kim N, et al.
Journal of Pharmacological Sciences, 137(2), 195-201 (2018)
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)

Il team dei nostri ricercatori vanta grande esperienza in tutte le aree della ricerca quali Life Science, scienza dei materiali, sintesi chimica, cromatografia, discipline analitiche, ecc..

Contatta l'Assistenza Tecnica.