[CAS NO. 481-42-5]  Plumbagin

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PRODUCTS SPECIFICATIONS [481-42-5]

Catelog
SLK-S4777
Brand
Selleck
CAS
481-42-5

DESCRIPTION [481-42-5]

Overview

MDLMFCD00001682
Molecular Weight188.18
Molecular FormulaC11H8O3
SMILESO=C1C=2C(C(=O)C=C1C)=C(O)C=CC2

For research use only.

Storage

3 years,-20°C,powder
1 years,-80°C,in solvent

Shipping

Room temperature shipping(Stability testing shows this product can be shipped without any cooling measures.)

Preparing Stock Solutions

1 mg5 mg10 mg
1 mM5.3141 mL26.5703 mL53.1406 mL
5 mM1.0628 mL5.3141 mL10.6281 mL
10 mM0.5314 mL2.6570 mL5.3141 mL
50 mM0.1063 mL0.5314 mL1.0628 mL

Description

Plumbagin (Plumbagine, Plumbaein, Plumbagone), a quinoid constituent isolated from the root of the medicinal plant Plumbago zeylanica L, exerts anticancer and antiproliferative activities in animal models and in cell culture.

In vitro

Plumbagin exhibits cell proliferation inhibition by inducing cells to undergo G2-M arrest and autophagic cell death. Blockade of the cell cycle is associated with increased p21/WAF1 expression and Chk2 activation, and reduced amounts of cyclin B1, cyclin A, Cdc2, and Cdc25C. Plumbagin also reduces Cdc2 function by increasing the association of p21/WAF1/Cdc2 complex and the levels of inactivated phospho-Cdc2 and phospho-Cdc25C by Chk2 activation. Plumbagin triggers autophagic cell death but not pre-dominantly apoptosis. It inhibits survival signaling through the phosphatidylinositol 3-kinase/AKT signaling pathway by blocking the activation of AK Tand downstream targets, including the mammalian target of rapamycin, forkhead transcription factors, and glycogen synthase kinase 3B. Phosphorylation of both of mammalian target of rapamycin downstream targets, p70 ribosomal protein S6 kinase and 4E-BP1, are also diminished.

In vivo

Plumbagin inhibits tumor growth in nude mice. Mice treated with liposomal formulation of plumbagin are shown to achieve higher plasma and tissue level and area under the concentration-time curve (AUC) compared with those treated with the water-soluble plumbagin. Moreover, high concentration is found in liver and spleen of mice. In vivo pharmacokinetics study also demonstrates that orally administered plumbagin produces only 39% systemic bioavailability due to its limited biopharmaceutical properties such as high lipophilicity (log P 3.04) and insolubility in water.


Synonyms

1,4-Naphthalenedione, 5-hydroxy-2-methyl-
Plumbagin
1,4-Naphthoquinone, 5-hydroxy-2-methyl-
5-Hydroxy-2-methyl-1,4-naphthalenedione
5-Hydroxy-2-methyl-1,4-naphthoquinone
2-Methyl-5-hydroxy-1,4-naphthoquinone
Plumbagine
Plumbagone
2-Methyljuglone
NSC 236613
NSC 688284
2-Methyl-5-hydroxy-1,4-naphthalenedione