Piperlongumine
Chemical compound
From Wikipedia, the free encyclopedia
Piperlongumine (also called piplartine or piperlongumin) is an amide alkaloid constituent[2] of the fruit of the long pepper (Piper longum), a pepper plant found in southern India and southeast Asia.[3] When extracted, piperlongumine may cause skin, eye or respiratory tract irritation.[2]
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| Names | |
|---|---|
| Preferred IUPAC name
1-[(2E)-3-(3,4,5-Trimethoxyphenyl)prop-2-enoyl]-5,6-dihydropyridin-2(1H)-one | |
| Other names
Piplartine | |
| Identifiers | |
3D model (JSmol) |
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| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.243.690 |
PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C17H19NO5 | |
| Molar mass | 317.341 g·mol−1 |
| Solubility | DMSO, DMF, ethanol[1] |
| Hazards | |
| GHS labelling: | |
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| Warning | |
| H315, H319, H335 | |
| P261, P264, P280 | |
| Safety data sheet (SDS) | [1] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Traditional medicine and research
Long peppers have been used in Ayurveda and traditional Chinese medicine as a treatment.[3][4]
Targtex, a biotechnology spin-off of the Portuguese Institute for Molecular Biology, developed a piperlongumine hydrogel that is to be applied after the removal of Glioblastoma tumours, with the goal of neutralizing remaining cancer cells. The hydrogel was effective in laboratory and animal studies and is scheduled for Phase I human clinical trials sometime in 2023.[5][6]