Piperlongumine (Piplartine, 5,6-Dihydro-1-(1-oxo-3-trans-2-propenyl)-2-pyridinone)

Cytotoxic against tumor cell lines. Induces necrosis and apoptosis in cancer cells. Shows anti-platelet aggregation activity possibly by inhibition of cyclooxgenase activity and a decrease in thromboxane A2 formation. Shows significant anxiolytic and antidepressant activities. Promotes adipogenesis of 3T3-L1 cells. Induces in vivo and in vitro mutagenicity in eukaryotic models. Selectively kills cancer cells by targeting the stress response to ROS. Shows in vitro schistosomicidal activity.\n\nStorage and Stability:\nShort-term Storage: +4 degrees C\nLong-term Storage: -20 degrees C\nStable for at least 2 years after receipt when stored at -20 degrees C.

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SPECIFICATIONS

Catalog Number

045153

Size

10mg

Purity

>97%

References

Product Reference: \n?Alkaloids of Piper longum Linn. I. Structure and synthesis of piperlongumine and piperlonguminine: A. Chatterjee & C.P Dutta; Tetrahedron 23, 1769 (1967)\n?Cytotoxic pyridone alkaloids from the leaves of Piper aborescens: C.Y. Duh, et al.; J. Nat. Prod. 53, 1575 (1990)\n?Antiproliferative effects of two amides, piperine and piplartine, from Piper species: D.P. Bezerra, et al.; Z. Naturforsch. C 60, 539 (2005)\n?New cytotoxic cyclobutanoid amides, a new furanoid lignan and anti-platelet aggregation constituents from Piper arborescens: I.L. Tsai, et al.; Planta Med. 71, 535 (2005)\n?Piplartine induces inhibition of leukemia cell proliferation triggering both apoptosis and necrosis pathways: D.P. Bezerra, et al.; Toxicol. In Vitro 21, 1 (2007)\n?Piperlongumine, a constituent of Piper longum L., inhibits rabbit platelet aggregation as a thromboxane A(2) receptor antagonist: M. Iwashita, et al.; Eur. J. Pharmacol. 570, 38 (2007)\n?Piplartine, an amide alkaloid from Piper tuberculatum, presents anxiolytic and antidepressant effects in mice: F.F. Cícero Bezerra, et al.; Phytomedicine 14, 605 (2007)\n?Effects of amide constituents from pepper on adipogenesis in 3T3-L1 cells: H. Zhang, et al.; Bioorg. Med. Chem. Lett. 18, 3272 (2008)\n?Piplartine induces caspase-mediated apoptosis in PC-3 human prostate cancer cells: E.H. Kong, et al.; Oncol. Rep. 20, 785 (2008)\n?Antiplatelet effects of piplartine, an alkamide isolated from Piper tuberculatum: possible involvement of cyclooxygenase blockade and antioxidant activity: J.B. Fontenele, et al.; J. Pharm. Pharmacol. 61, 511 (2009)\n?Piplartine induces genotoxicity in eukaryotic but not in prokaryotic model systems: D.P. Bezerra, et al.; Mutat. Res. 677, 8 (2009)\n?Selective killing of cancer cells by a small molecule targeting the stress response to ROS: L. Raj, et al.; Nature 475, 231 (2011)\n?Schistosoma mansoni: In vitro schistosomicidal activity of piplartine: J. Moraes, et al.; Exp. Parasitol. 127, 357 (2011)\n?

Alternative Names

Piplartine, 5,6-Dihydro-1-(1-oxo-3--trans-2-propenyl)-2-pyridinone