Plumbagin

Plumbagin (CAS 481-42-5)

Plumbagin | CAS 481-42-5 is rated 5.0 out of 5 by 1.
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Synonym: 5-Hydroxy-2-methyl-1,4-naphthoquinone
Application: A potent anticancer agent
CAS Number: 481-42-5
Molecular Weight: 188.18
Molecular Formula: C11H8O3
Supplemental Information: This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
* Refer to Certificate of Analysis for lot specific data (including water content).
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Plumbagin exhibits cytotoxicity in rodent models of carcinogenesis and carcinoma and shows has antifungal, antiviral, and antibacterial action. Plumbagin also suppresses CXCR4 expression, a key component of cancer metastasis studies.


References

Hsu, Y.L., et al., , Plumbagin (5-hydroxy-2-methyl-1,4-naphthoquinone) induces apoptosis and cell cycle arrest in A549 cells through p53 accumulation via c-Jun NH2-terminal kinase-mediated phosphorylation at serine 15 in vitro and in vivo. J. Pharmacol. Exp. Ther. 318, 484-494, (2006) Sugie, S., et al., Inhibitory effects of plumbagin and juglone on azoxymethane-induced intestinal carcinogenesis in rats. Cancer Lett. 127, 177-183, (1998) Inbaraj, J.J., and Chignell, C.F., Cytotoxic action of juglone and plumbagin: a mechanistic study using HaCaT keratinocytes. Chem. Res. Toxicol. 17, 55-62, (2004) Jaiswal, A.S., et al., Long-patch base excision repair of apurinic/apyrimidinic site DNA is decreased in mouse embryonic fibroblast cell lines treated with plumbagin: involvement of cyclin-dependent kinase inhibitor p21Waf-1/Cip-1. Oncogene 21, 5912-5922, (2002)

Physical State :
Solid
Derived From :
Plumbago indica
Solubility :
Soluble in chloroform (50 mg/ml)
Storage :
Store at -20° C
Melting Point :
76-78° C (lit.)
Boiling Point :
~383.9° C at 760 mmHg (Predicted)
Density :
~1.4 g/cm3 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
QL8500000
Transport :
UN 2923, Class 8 (6.1), Packing group II
PubChem CID :
10205
SMILES :
CC1=CC(=O)C2=C(C1=O)C=CC=C2O

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Plumbagin  Product Citations

See how others have used Plumbagin. Click on the entry to view the PubMed entry .

Citations 1 to 2 of 2 total

PMID: # 28249720  Zhang, J. et al. 2017. Arch. Biochem. Biophys. 619: 16-26.

PMID: # 22669514  Patridge, EV. et al. 2012. Arch. Toxicol. 86: 1613-25.

Citations 1 to 2 of 2 total
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Rated 5 out of 5 by from McIntyre et al McIntyre et al. (PubMed ID 26370087) found that Plumbagin caused indirect oxidative damage through mitochondrial dysfunction and targeted human DNA Polymerase for degradation. -SCBT Publication Review
Date published: 2015-03-29
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