SML0221

Piperlongumine

≥97% (HPLC)

• Szinonimák: 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
• Tapasztalati képlet (Hill-képlet): C₁₇H₁₉NO₅
• CAS-szám: 20069-09-4
• Molekulatömeg: 317.34
• MDL-szám: MFCD00075706
• UNSPSC kód: 51111800
• PubChem Substance ID: 329825240
• NACRES: NA.77

Tulajdonságok

• Minőségi szint: 100
• Teszt: ≥97% (HPLC)
• form: powder
• szín: white to beige
• oldhatóság: DMSO: ≥5 mg/mL at warmed to 60 °C
• tárolási hőmérséklet: 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+
• Nemzetközi kémiai azonosító kulcs: VABYUUZNAVQNPG-BQYQJAHWSA-N

Leírás

Általános leírás

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.

Alkalmazás

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

Biokémiai/fiziológiai hatások

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.

Biztonsági adatok

• Piktogramok: GHS07
• Figyelmeztetés: Warning
• Figyelmeztető mondatok: H302
• Óvintézkedésre vonatkozó mondatok: P264 - P270 - P301 + P312 - P501
• Veszélyességi osztályok: Acute Tox. 4 Oral
• Tárolási osztály kódja: 11 - Combustible Solids
• WGK: WGK 3
• Lobbanási pont (F): Not applicable
• Lobbanási pont (C): Not applicable