Piperlongumine

For research use only.

Catalog No.S7551 Synonyms: PPLGM, Piplartine

17 publications

Piperlongumine Chemical Structure

CAS No. 20069-09-4

Piperlongumine (PPLGM, Piplartine), 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.

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Selleck's Piperlongumine has been cited by 17 publications

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  • 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 (PPLGM, Piplartine), 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 Concentration Incubation Time Formulation Activity Description PMID
ZR75-30 M2DFbGN6fG:2b4jpZ4l1gSCjc4PhfS=> NYHuPJVuPzJiaILz M3uycGN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJHpTPzVvM{CgZ4VtdHNiYX\0[ZIhPzJiaILzJIJ6KE2WVDDhd5NigSxiSVO1NF02Njh4zszN M3LJclxiKHSjcnfleF0oZ2KuYX7rK{BpemWoPTfoeJRxezpxL4D1Zo1m\C6wY3LpMo5tdS6waXiu[493NzJ2OUO3NVg3Lz5{NEmzO|E5PjxxYU6=
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MDA-MB-231 NGm0c2REgXSxdH;4bYNqfHliYYPzZZk> NU\5cZNTPzJiaILz NILQUohEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBOTEFvTVKtNlMyKGOnbHzzJIFnfGW{IEeyJIhzeyCkeTDNWHQh[XO|YYmsJGlEPTB;OD60Ou69VQ>? MUi8ZUB1[XKpZYS9K39jdGGwazegbJJm\j1paIT0dJM7Ny:ydXLt[YQvdmOkaT7ucI0vdmmqLnfvek8zPDl|N{G4Okc,OjR7M{exPFY9N2F-
A549 MUHDfZRwfG:6aXPpeJkh[XO|YYm= NWjtfpo2PzJiaILz NUfrXY9CS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hSTV2OTDj[YxteyCjZoTldkA4OiCqcoOgZpkhVVSWIHHzd4F6NCCLQ{WwQVIzNjh3zszN MUC8ZUB1[XKpZYS9K39jdGGwazegbJJm\j1paIT0dJM7Ny:ydXLt[YQvdmOkaT7ucI0vdmmqLnfvek8zPDl|N{G4Okc,OjR7M{exPFY9N2F-
WI38 M3zrU2N6fG:2b4jpZ4l1gSCjc4PhfS=> M4\WZ|czKGi{cx?= MnO5R5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gW2k{QCClZXzsd{Bi\nSncjC3NkBpenNiYomgUXRVKGG|c3H5MEBKSzVyPUK2Mlc5|ryP M{T5WVxiKHSjcnfleF0oZ2KuYX7rK{BpemWoPTfoeJRxezpxL4D1Zo1m\C6wY3LpMo5tdS6waXiu[493NzJ2OUO3NVg3Lz5{NEmzO|E5PjxxYU6=
MRC5 NXnaTZd6S3m2b4TvfIlkcXS7IHHzd4F6 NIG1UWY4OiCqcoO= Mo\0R5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gUXJEPSClZXzsd{Bi\nSncjC3NkBpenNiYomgUXRVKGG|c3H5MEBKSzVyPUO1MlA1|ryP MofHQIEhfGG{Z3X0QUdg[myjbnunJIhz\WZ;J3j0eJB{Qi9xcIXicYVlNm6lYnmucoxuNm6raD7nc5YwOjR7M{exPFYoRjJ2OUO3NVg3RC:jPh?=
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HCT116 MkLMRY51cXC{b3zp[oVz[XSrdnWgZZN{[Xl? M3\IU|czKGi{cx?= NXXVN3hGSW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDIR3QyOTZiY3XscJMh[W[2ZYKgO|IhcHK|IHL5JG1VXCCjc4PhfUwhTUN3ME2xNU42|ryP NXTWOYZTRGFidHHy[4V1RSehYnzhcosoKGi{ZX[9K4h1fHC|Oj:vdJVjdWWmLn7jZokvdmyvLn7pbE5od3ZxMkW4NlY{QThpPkK1PFI3Ozl6PD;hQi=>
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MCF10A NH;kOGdCdnSrcILvcIln\XKjdHn2[UBie3OjeR?= MV:3NkBpenN? NGWyTIZCdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIh2dWGwIF3DSlExSSClZXzsd{Bi\nSncjC3NkBpenNiYomgUXRVKGG|c3H5MEBGSzVyPUG4MlHPxE1? NX\MTIJVRGFidHHy[4V1RSehYnzhcosoKGi{ZX[9K4h1fHC|Oj:vdJVjdWWmLn7jZokvdmyvLn7pbE5od3ZxMkW4NlY{QThpPkK1PFI3Ozl6PD;hQi=>
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RAW264.7 NFywdFZHfW6ldHnvckBie3OjeR?= MkOxNVAhfU1? MXewMlUhcHK| NUXROoJWUW6qaXLpeIlwdiCxZjDNRXBMN06Ia3HwdIFDKGmwIFnDVkBud3W|ZTDSRXczPjRwNzDj[YxteyCjc4Pld5Nm\CCjczDy[YR2[3Srb36gbY4hVFCVLXnu[JVk\WRiSVy2JJBzd2S3Y4Tpc44h[XRiMUCgeW0heHKndILlZZRm\CCob4KgNE42KGi{czDmc4xtd3enZDDifUBNWFNiY3jhcIxmdmenIHHu[EBu\WG|dYLl[EBi\nSncjCyOEBpenNiYomgSWxKW0FicnXsZZRqfmVidH:gZ49vfHKxbB?= MUS8ZUB1[XKpZYS9K39jdGGwazegbJJm\j1paIT0dJM7Ny:ydXLt[YQvdmOkaT7ucI0vdmmqLnfvek8{ODd6MEC4PEc,OzB5OECwPFg9N2F-
BHK21 MYrDfZRwfG:6aXPpeJkh[XO|YYm= NYrxcFhuPDhiaILz M2G2O2N6fG:2b4jpZ4l1gSCjZ3HpcpN1KEKKS{KxJINmdGy|IHHzd4V{e2WmIHHzJJJm\HWldHnvckBqdiClZXzsJJZq[WKrbHn0fUBi\nSncjC0PEBpenNiYomgUXRVKGG|c3H5MEBESzVyPUSwMlE1|ryP NXLmfJZZRGFidHHy[4V1RSehYnzhcosoKGi{ZX[9K4h1fHC|Oj:vdJVjdWWmLn7jZokvdmyvLn7pbE5od3ZxM{GwNFk6ODhpPkOxNFA6QTB6PD;hQi=>
SH-SY5Y MlHLR5l1d3SxeHnjbZR6KGG|c3H5 NH3GZ4Y4OiCqcoO= NHe2WphEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBUUC2VWUXZJINmdGy|IHHzd4V{e2WmIHHzJJJm\HWldHnvckBqdiClZXzsJJZq[WKrbHn0fUBqdmO3YnH0[YQh\m:{IEeyJIhzeyCkeTDNWHQh[XO|YYmsJGlEPTB;NT65OO69VQ>? M3TWVFxiKHSjcnfleF0oZ2KuYX7rK{BpemWoPTfoeJRxezpxL4D1Zo1m\C6wY3LpMo5tdS6waXiu[493NzNzNECwO|A5Lz5|MUSwNFcxQDxxYU6=
U87 MVfDfZRwfG:6aXPpeJkh[XO|YYm= M{jCSFczKGi{cx?= NWXRbmQxS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hXTh5IHPlcIx{KGG|c3Xzd4VlKGG|IILl[JVkfGmxbjDpckBk\WyuII\pZYJqdGm2eTDpcoN2[mG2ZXSg[o9zKDd{IHjyd{BjgSCPVGSgZZN{[XluIFnDOVA:Py5zON88US=> M2HZVlxiKHSjcnfleF0oZ2KuYX7rK{BpemWoPTfoeJRxezpxL4D1Zo1m\C6wY3LpMo5tdS6waXiu[493NzNzNECwO|A5Lz5|MUSwNFcxQDxxYU6=
SH-SY5Y MWrGeY5kfGmxbjDhd5NigQ>? NEeyU5gyPSCvaX7z M2n5R2lvcGmkaYTpc44hd2ZiVIL4VkBqdiCqdX3hckBUUC2VWUXZJINmdGy|IIXzbY5oKESWTlKgZZMhe3Wkc4TyZZRmKHC{ZXnuZ5Vj[XSnZDDmc5IhOTVibXnud{Bnd2yub4fl[EBjgSC|dXLzeJJifGViYXTkbZRqd25iYX7kJI1m[XO3cnXkJIZweiB{MDDtbY5{KGK7IFXscI1idie|IH3leIhw\CxiSVO1NF01PS56ON88US=> M1fYU|xiKHSjcnfleF0oZ2KuYX7rK{BpemWoPTfoeJRxezpxL4D1Zo1m\C6wY3LpMo5tdS6waXiu[493NzNzNECwO|A5Lz5|MUSwNFcxQDxxYU6=

... Click to View More Cell Line Experimental Data

Assay
Methods Test Index PMID
Western blot
CDK2 / Cyclin E / Cyclin A ; 

PubMed: 27634873     


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     


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     


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     


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     


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     


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     


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)

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

Molecular Weight 317.34
Formula

C17H19NO5

CAS No. 20069-09-4
Storage powder
in solvent
Synonyms PPLGM, Piplartine
Smiles COC1=CC(=CC(=C1OC)OC)C=CC(=O)N2CCC=CC2=O

In vivo Formulation Calculator (Clear solution)

Step 1: Enter information below (Recommended: An additional animal making an allowance for loss during the experiment)
Dosage mg/kg Average weight of animals g Dosing volume per animal ul Number of animals
Step 2: Enter the in vivo formulation ()
% DMSO % % Tween 80 % ddH2O
CalculateReset

Bio Calculators

Molarity Calculator

Molarity Calculator

Calculate the mass, volume or concentration required for a solution. The Selleck molarity calculator is based on the following equation:

Mass (mg) = Concentration (mM) × Volume (mL) × Molecular Weight (g/mol)

  • Mass
    Concentration
    Volume
    Molecular Weight

*When preparing stock solutions, please always use the batch-specific molecular weight of the product found on the via label and MSDS / COA (available on product pages).

Dilution Calculator

Dilution Calculator

Calculate the dilution required to prepare a stock solution. The Selleck dilution calculator is based on the following equation:

Concentration (start) x Volume (start) = Concentration (final) x Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2 ( Input Output )

  • C1
    V1
    C2
    V2

* When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and MSDS / COA (available online).

The Serial Dilution Calculator Equation

  • Serial Dilutions

  • Computed Result

  • C1=C0/X C1: LOG(C1):
    C2=C1/X C2: LOG(C2):
    C3=C2/X C3: LOG(C3):
    C4=C3/X C4: LOG(C4):
    C5=C4/X C5: LOG(C5):
    C6=C5/X C6: LOG(C6):
    C7=C6/X C7: LOG(C7):
    C8=C7/X C8: LOG(C8):
Molecular Weight Calculator

Molecular Weight Calculator

Enter the chemical formula of a compound to calculate its molar mass and elemental composition:

Total Molecular Weight: g/mol

Tip: Chemical formula is case sensitive. C10H16N2O2 c10h16n2o2

Instructions to calculate molar mass (molecular weight) of a chemical compound:

To calculate molar mass of a chemical compound, please enter its chemical formula and click 'Calculate'.

Definitions of molecular mass, molecular weight, molar mass and molar weight:

Molecular mass (molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.

Molarity Calculator

Mass Concentration Volume Molecular Weight

Tech Support

Answers to questions you may have can be found in the inhibitor handling instructions. Topics include how to prepare stock solutions, how to store inhibitors, and issues that need special attention for cell-based assays and animal experiments.

Handling Instructions

Tel: +1-832-582-8158 Ext:3

If you have any other enquiries, please leave a message.

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID