Piperlongumine

Name: Piperlongumine
Brand: Selleck Chemicals
SKU: S7551
Rating: 5 (13 reviews)

For research use only.

Catalog No.S7551 Synonyms: PPLGM, Piplartine

13 publications

Molecular Weight(MW): 317.34

Piperlongumine, a natural alkaloid from Piper longum L., increases the level of reactive oxygen species (ROS) and selectively kills cancer cells. It is a direct TrxR1 inhibitor with suppressive activity against gastric cancer and a novel inhibitor of CRM1; also an inhibitor of PI3K/Akt/mTOR in human breast cancer cells.

Selleck's Piperlongumine has been cited by 13 publications

Cancer Cell, 2019, 36(2):179-193

PubMed: 31378681 ( click the link to review the publication )

Cell, 2019, 36(2):179-193

PubMed: 28162770 ( click the link to review the publication )

Cancer Cell, 2018, 33(5):890-904.e5

PubMed: 29657129 ( click the link to review the publication )

Toxicol In Vitro, 2020, 65:104775

PubMed: 31987842 ( click the link to review the publication )

Onco Targets Ther, 2020, 13:5591-5603

PubMed: 32606774 ( click the link to review the publication )

Protein Sci, 2020, 29(6):1366-1372

PubMed: 31495993 ( click the link to review the publication )

Cell Rep, 2019, 28(2):512-525.e6

PubMed: 31291585 ( click the link to review the publication )

Biochem Pharmacol, 2019, 163:101-110

PubMed: 30753811 ( click the link to review the publication )

Int J Biol Sci, 2019, 15(4):826-837

PubMed: 30906213 ( click the link to review the publication )

Front Pharmacol, 2019, 10:1180

PubMed: 31680962 ( click the link to review the publication )

Cell Oncol (Dordr), 2019, 10.1007/s13402-019-00471-x

PubMed: 31493144 ( click the link to review the publication )

Oncotarget, 2016, 7(26):40531-40545

PubMed: 27244895 ( click the link to review the publication )

Oncotarget, 2016, 10.18632/oncotarget.10921

PubMed: 27486766 ( click the link to review the publication )

2 Customer Reviews

a. Cell growth of ARID1A-wildtype RMG1 cells transfected with ARID1A and non-target siRNA for 24 h and treated with piperlongumine for 72 h. b. Apoptosis of RMG1 cells after transfection and treatment as described in a as measured using annexin-V and PI staining. c. Cell growth of RMG1 cells transfected and treated with 5 μM of piperlongumine as described in a, but in the presence or absence of the antioxidant NAC. Cell growth was measured using the WST-1 assay and quantified relative to DMSO treated non-target control. *P < 0.05; **P < 0.01; ***P < 0.001.

Oncotarget, 2016, 7(35):56933-56943. Piperlongumine purchased from Selleck.
MPC cells were treated with the indicated concentrations of PL at 21% and 1% O2 for 24 hours. Total cell lysates were subjected to Western blot with antibodies against cleaved PARP, cleaved caspase 3, and caspase 3. β-tubulin was used as a loading control. A representative image (n=3) is shown.

Oncotarget, 2016, 7(26):40531-40545. Piperlongumine purchased from Selleck.

Purity & Quality Control

Choose Selective ROS Inhibitors

Biological Activity

Description

Piperlongumine, a natural alkaloid from Piper longum L., increases the level of reactive oxygen species (ROS) and selectively kills cancer cells. It is a direct TrxR1 inhibitor with suppressive activity against gastric cancer and a novel inhibitor of CRM1; also an inhibitor of PI3K/Akt/mTOR in human breast cancer cells.

Targets

reactive oxygen species (ROS) ^[1]

TrxR1 ^[5]

CRM1 ^[6]

PI3K/Akt/mTOR ^[7]

In vitro

Piperlongumine is a known ROS inducer which could induce pancreatic cancer cell death in cell culture^[1] As a thromboxane A(2) receptor antagonist, Piperlongumine inhibits platelet aggregation. ^[2] Piperlongumine also promotes autophagy via inhibition of Akt/mTOR signalling and mediates cancer cell death. ^[3]

Cell Data

Cell Lines	Assay Type	Incubation Time	Activity Description	PMID
MA9.3 cells	NFv1fYpEgXSxdH;4bYNqfHliYYPzZZk>	NFryPWo1QCCq	NXO2[4NtS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hVUF7LkOgZ4VtdHNiYX\0[ZIhPDhiaILzJIJ6KE2WVDDhd5NigSxiSVO1NF0zKM7:TR?=	NXrsSo5NOjV2NkS4PFc>
mouse RAW264.7 cells	NVzicmNxTnWwY4Tpc44h[XO\|YYm=		Mo[1RY51cWmwZnzhcY1ifG:{eTDhZ5Rqfmm2eTDpckBud3W\|ZTDSRXczPjRwNzDj[YxteyCjc4Pld5Nm\CCjczDpcohq[mm2aX;uJI9nKEySUz3pcoR2[2WmIF7PJJBzd2S3Y4Tpc44tKEmFNUC9N{DPxE1?	MYmyOVQ2OzhyOR?=
PANC1 cells	NUHqSlBVS3m2b4TvfIlkcXS7IHHzd4F6	MXOyOEBp	NXfWVmRIS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hWEGQQ{GgZ4VtdHNiYYPz[ZN{\WRiYYOgdoVlfWO2aX;uJIlvKGOnbHygeoli[mmuaYT5JIFnfGW{IEK0JIhzeyCkeTDNWHQhemWmdXP0bY9vKGG\|c3H5MEBKSzVyPUOuNkDPxE1?	MmfhNlU{ODV5MUi=
SK-MEL-2 cells	Ml\YVJJwdGmoZYLheIlwdiCjc4PhfS=>	MUm3NkBp	NV7yT21[SW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDTT{1OTUxvMjDj[YxteyCjZoTldkA4OiCqcoOgZpkhVVSWIHHzd4F6NCCHQ{WwQVQvOzlizszN	NUTp[mNROjV6Mk[zPVg>
HaCaT cells	NUe3S5hvWHKxbHnm[ZJifGmxbjDhd5NigQ>?	M3PSfFczKGh?	M4m3T2FvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4SgbJVu[W5iSHHDZXQh[2WubIOgZYZ1\XJiN{KgbJJ{KGK7IF3UWEBie3OjeTygSWM2OD12LkS2JO69VQ>?	NH31SIwzPTh{NkO5PC=>
ZR75-30 cells	NX\4XFJ1S3m2b4TvfIlkcXS7IHHzd4F6	MW[3NkBp	MofRR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gXnI4PS1\|MDDj[YxteyCjZoTldkA4OiCqcoOgZpkhVVSWIHHzd4F6NCCLQ{WwQVUvQDZizszN	NGTKSFYzPDl\|N{G4Oi=>
HCT116 cells	M4fBNWN6fG:2b4jpZ4l1gSCjc4PhfS=>	MXi3NkBp	NVfiN4JXS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hUEOWMUG2JINmdGy\|IHHmeIVzKDd{IHjyd{BjgSCPVGSgZZN{[XluIFnDOVA:Pi5yNDFOwG0>	NFiwcWQzPDl\|N{G4Oi=>
A375 cells	Mn[2VJJwdGmoZYLheIlwdiCjc4PhfS=>	MVi3NkBp	NXPJd5FUSW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDBN\|c2KGOnbHzzJIFnfGW{IEeyJIhzeyCkeTDNWHQh[XO\|YYmsJGVEPTB;Nj6xO{DPxE1?	MnzQNlU5OjZ\|OUi=
MDA-MB-231 cells	NVPBcJNQS3m2b4TvfIlkcXS7IHHzd4F6	NYXQZZV6PzJiaB?=	NIPTXVNEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBOTEFvTVKtNlMyKGOnbHzzJIFnfGW{IEeyJIhzeyCkeTDNWHQh[XO\|YYmsJGlEPTB;OD60OkDPxE1?	M37EfFI1QTN5MUi2
A549 cells	NYPZVVZ{WHKxbHnm[ZJifGmxbjDhd5NigQ>?	NVjK[5BYPzJiaB?=	NUXwNmNxSW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDBOVQ6KGOnbHzzJIFnfGW{IEeyJIhzeyCkeTDNWHQh[XO\|YYmsJGVEPTB;MUKuNkDPxE1?	NIPwWI8zPTh{NkO5PC=>
HFF1 cells	NInIOmpRem:uaX\ldoF1cW:wIHHzd4F6	MnfWO\|IhcA>?	M4raWWFvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4SgTGZHOSClZXzsd{Bi\nSncjC3NkBpenNiYomgUXRVKGG\|c3H5MEBGSzVyPUGzMlEh\|ryP	NFrjWYEzPTh{NkO5PC=>
MCF10A cells	NGnRN2pRem:uaX\ldoF1cW:wIHHzd4F6	NUnJW\|d7PzJiaB?=	MoTjRY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6\|dDDoeY1idiCPQ1[xNGEh[2WubIOgZYZ1\XJiN{KgbJJ{KGK7IF3UWEBie3OjeTygSWM2OD1zOD6xJO69VQ>?	MoLhNlU5OjZ\|OUi=
WI38 cells	M3rYZ2N6fG:2b4jpZ4l1gSCjc4PhfS=>	MonBO\|IhcA>?	MkHhR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gW2k{QCClZXzsd{Bi\nSncjC3NkBpenNiYomgUXRVKGG\|c3H5MEBKSzVyPUK2Mlc5KM7:TR?=	NUXreoQ4OjR7M{exPFY>
MRC5 cells	Mk\OR5l1d3SxeHnjbZR6KGG\|c3H5	M2XBWlczKGh?	NIXrXY1EgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBOWkN3IHPlcIx{KGGodHXyJFczKGi{czDifUBOXFRiYYPzZZktKEmFNUC9N\|UvODRizszN	NGrRdIMzPDl\|N{G4Oi=>

... Click to View More Cell Line Experimental Data

Assay

Methods	Test Index	PMID
Western blot	CDK2 / Cyclin E / Cyclin A ; PubMed: 27634873 Oncotarget NCI-H929 cells were treated with 4 μM piperlongumine for 12, 24, or 48 h; cyclins and CDK2 levels were then measured Bax / Bcl-2 ; PubMed: 27634873 Oncotarget NCI-H929 cells were treated with 4 μM piperlongumine for 12 or 24 h and Bcl-2 and Bax levels were measured. Quantitative analysis was performed using Image J software, with normalization to GAPDH expression. Survivin / p21 / p27 ; PubMed: 27634873 Oncotarget NCI-H929 cells were treated with 4 μM piperlongumine for different amounts of time. Survivin, p21, and p27 levels were then measured. p-STAT3 / STAT3 / p-JAK2 / JAK2 / c-myc ; PubMed: 27634873 Oncotarget NCI-H929 cells were treated with 4 μM piperlongumine for different amounts of time, and STAT3, p-STAT3, p-JAK2, JAK2 and c-myc levels were then measured. Hexokinase 1 / Hexokinase 2 ; PubMed: 30906213 Int J Biol Sci Piperlongumine regulates glycolysis in NSCLC cells. NSCLC cells, including H23 (A), HCC827 (B) and H1975 (C) were treated with different concentrations of piperlongumine for 24 h. Western blotting was performed to detect HK2 expression (left). The levels of glucose consumption (middle) and lactate production (right) were examined in these cells. Columns, mean of the number of colonies as determined from three independent experiments; bars, standard deviation; asterisk, significant (p<0.05, p<0.01, **p<0.001) suppression of HK2 expression or glycolysis by piperlongumine compared with DMSO treated group. PL, Piperlongumine. p-AKT / AKT / p-S6 / S6 ; PubMed: 30906213 Int J Biol Sci HCC827 (left), H1975 (middle) and H23 cells were treated with piperlongumine for 24 h, western blot was conducted to detect the target proteins as indicated.	27634873 30906213
Growth inhibition assay	Cell viability; PubMed: 25193861 Oncotarget Piperlongumine induces death in HNC cells but not normal cells. Cytotoxicity was assessed by MTT assay	25193861

In vivo

Piperlongumine (50 mg/kg i.p.) causes in vivo growth inhibition of tumor cells without leading to major changes in the biochemical, hematological and histopathological parameters. ^[4]

Protocol

Cell Research: ^[3]	- Collapse Cell lines: MCF-7 and 786-O cells Concentrations: ~10 μM Incubation Time: 48 hours Method: MCF-7 and 786-O cells are incubated with various PL concentrations for 48h. Cell proliferation is analysed by CellTiter Blue assay. Effective doses (ED) are calculated using XLift, Microsoft Excel add-in. (Only for Reference)
Animal Research: ^[4]	- Collapse Animal Models: Mice transplanted with sarcoma 180 tumors Dosages: ~50 mg/kg Administration: i.p. (Only for Reference)

References

- Collapse

Solubility (25°C)

In vitro	DMSO	16 mg/mL warmed (50.41 mM)
	Ethanol	6 mg/mL warmed (18.9 mM)
	Water	Insoluble
In vivo	Add solvents to the product individually and in order(Data is from Selleck tests instead of citations): 2% DMSO+40% PEG 300+2% Tween 80+ddH2O For best results, use promptly after mixing.	5mg/mL

* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.

Chemical Information Download Piperlongumine SDF

Molecular Weight	317.34
Formula	C₁₇H₁₉NO₅
CAS No.	20069-09-4
Storage	3 years-20°C powder 2 years-80°C in solvent
Synonyms	PPLGM, Piplartine
Smiles	COC1=CC(=CC(=C1OC)OC)/C=C/C(=O)N2CCC=CC2=O

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Method for preparing DMSO master liquid: ： mg drug pre-dissolved in μL DMSO (Master liquid concentration mg/mL， Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )

Method for preparing in vivo formulation：Take DMSO master liquid, next addμL PEG300， mix and clarify, next addμL Tween 80，mix and clarify, next add μL ddH₂O，mix and clarify.

Note：1.Please make sure the liquid is clear before adding the next solvent.
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Piperlongumine