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Piperlonguminine (Synonyms: N-Isobutylpiperamide|NSC 125178)

Catalog No.GC16166

antifungal, anticancer, antihyperlipidemic, and anti-inflammatory properties.

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Piperlonguminine Chemical Structure

Cas No.: 5950/12/9

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5mg
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10mg
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25mg
$163.00
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50mg
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Sample solution is provided at 25 µL, 10mM.

Product Documents

Quality Control & SDS

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Background

Piperlonguminine is an agent with anticancer, antihyperlipidemic, as well as anti-inflammatory properties.

Piperlonguminine is a bio-active isolate of Piper longum.

In vitro: In a previous study, piperlonguminine was discovered to inhibit melanin production in melanoma B16 cells stimulated with α-MSH, 3-isobutyl-1-methylxanthine or protoporphyrin IX, where piperlonguminine showed stronger depigmenting efficacy. However, piperlonguminine could not alter1-oleoyl-2-acetyl-sn-glycerol-induced melanogenesis and could not affect protein kinase C-mediated melanin production. In additioin, piperlonguminine was not able to inhibit the catalytic activity of cell-free tyrosinase from melanoma B16 cells, and such effect was attributed to the inhibitory action of piperlonguminine on α-MSH-induced signaling via cAMP to the cAMP responsive element binding protein [1].

In vivo: In vivo, rats were subjected to middle cerebral artery occlusion for 1h, followed by reperfusion for 23 h. The results showed that the intraperitoneal injection of piperlonguminine PE at 2.4 mg/kg was able to produce a significant neuroprotective potential in rats with cerebral ischemia. In addition, piperlonguminine could attenuate the neurological deficit scores, brain infarct volume and brain water content, and could inhibit the activation of NF-κB and MAPK [2].

Clinical trial: Up to now, piperlonguminine is still in the preclinical development stage.

References:
[1] Kim KS, Kim JA, Eom SY, Lee SH, Min KR, Kim Y.  Inhibitory effect of piperlonguminine on melanin production in melanoma B16 cell line by downregulation of tyrosinase expression. Pigment Cell Res. 2006 Feb;19(1):90-8.
[2] Yang T, Sun S, Wang T, Tong X, Bi J, Wang Y, Sun Z.  Piperlonguminine is neuroprotective in experimental rat stroke. Int Immunopharmacol. 2014 Dec;23(2):447-51.

Chemical Properties

Cas No. 5950/12/9 SDF
Synonyms N-Isobutylpiperamide|NSC 125178
Chemical Name 5-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)-2E,4E-pentadienamide
Canonical SMILES O=C(/C=C/C=C/C1=CC=C(OCO2)C2=C1)NCC(C)C
Formula C16H19NO3 M.Wt 273.3
Solubility ≤3mg/ml in ethanol;20mg/ml in DMSO;20mg/ml in dimethyl formamide Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

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1 mg 5 mg 10 mg
1 mM 3.659 mL 18.2949 mL 36.5898 mL
5 mM 0.7318 mL 3.659 mL 7.318 mL
10 mM 0.3659 mL 1.8295 mL 3.659 mL
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Reviews

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Average Rating: 5 ★★★★★ (Based on Reviews and 18 reference(s) in Google Scholar.)

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