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Piperlonguminine

(Synonyms: 荜茇宁) 目录号 : GC16166

An alkaloid amide with anti-inflammatory properties

Piperlonguminine Chemical Structure

Cas No.:5950-12-9

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5mg
¥666.00
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10mg
¥857.00
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25mg
¥1,634.00
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50mg
¥2,950.00
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Sample solution is provided at 25 µL, 10mM.

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产品描述

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
别名 荜茇宁
化学名 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
分子式 C16H19NO3 分子量 273.3
溶解度 ≤3mg/ml in ethanol;20mg/ml in DMSO;20mg/ml in dimethyl formamide 储存条件 Store at -20°C
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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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