Pipernonaline

Names

[ Name ]:
Pipernonaline

[Synonym ]:
Piperidine,1-[(2E,8E)-9-(1,3-benzodioxol-5-yl)-1-oxo-2,8-nonadienyl]

Biological Activity

[Description]:

Pipernonaline is a piperine derivative with antiprostate cancer activity. Pipernonaline inhibits the proliferation of androgen-dependent/independent LNCaP/PC-3 prostate cells. Pipernonaline activates caspase-3 and promotes procaspase-3/PARP cleavage. Pipernonaline also mediates reactive oxygen species (ROS) production, increased intracellular Ca(2+), and mitochondrial membrane depolarization[1].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

Signaling Pathways >> Apoptosis >> Caspase

[References]

[1]. Lee W, et al. Pipernonaline from Piper longum Linn. induces ROS-mediated apoptosis in human prostate cancer PC-3 cells. Biochem Biophys Res Commun. 2013 Jan 4;430(1):406-12..

Chemical & Physical Properties

[ Molecular Formula ]:
C₂₁H₂₇NO₃

[ Molecular Weight ]:
341.44400

[ Exact Mass ]:
341.19900

[ PSA ]:
38.77000

[ LogP ]:
4.49550

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H413

[ RIDADR ]:
NONH for all modes of transport

Articles

Antihyperlipidemic compounds from the fruit of Piper longum L.

Phytother Res. 23(8) , 1194-6, (2009)

A bioassay-guided isolation of an ethanol extract of the fruit of Piper longum L. yielded piperlonguminine, piperine and pipernonaline, as the main antihyperlipidemic constituents. They exhibit apprec...

Alkamides from the fruits ofPiper longumandPiper nigrumdisplaying potent cell adhesion inhibition

Bioorg. Med. Chem. Lett. 18 , 4544-6, (2008)

Eight alkamides 1– 8 were isolated from EtOH extracts of the fruits of Piper longum and nigrum. Among the tested alkamide derivatives 1– 8, dehydropipernonaline (8) showed the most inhibition of the d...