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P7262

Plumbagin from Plumbago indica

Name: Plumbagin from <I>Plumbago indica</I>
Brand: SIGMA

Synonyme(s) :

5-Hydroxy-2-methyl-1,4-naphthoquinone

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Conditionnement	Référence	Disponibilité	Prix

A propos de cet article

Formule empirique (notation de Hill) :

C₁₁H₈O₃

Numéro CAS:

481-42-5

Poids moléculaire :

188.18

NACRES:

NA.79

PubChem Substance ID:

24898833

UNSPSC Code:

12352205

EC Number:

207-569-6

MDL number:

MFCD00001682

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Propriétés

biological source

Plumbago indica

Quality Segment

200

form

powder

color

faint orange to dark orange

mp

76-78 °C (lit.)

storage temp.

−20°C

SMILES string

CC1=CC(C2=C(C1=O)C=CC=C2O)=O

InChI

1S/C11H8O3/c1-6-5-9(13)10-7(11(6)14)3-2-4-8(10)12/h2-5,12H,1H3

InChI key

VCMMXZQDRFWYSE-UHFFFAOYSA-N

Description

General description

Plumbagin is a bioactive naphthoquinone present majorly in Plumbago indica L. It is a quinoid and is also derived from the roots of Plumbago zeylanica roots.

Application

Plumbagin from Plumbago indica has been used:

as a reactive oxygen species agent (ROS) to induce cytotoxicity in mouse embryonic fibroblasts[1]
as an oxidative stress inducer to generate superoxide anion in Saccharomyces cerevisiae
as a reference standard in thin layer chromatography and in spectrophotometric analysis for quantification of plumbagin in Plumbago auriculate samples

Biochem/physiol Actions

Exhibits cytotoxicity in rodent models of carcinogenesis and carcinoma; has antifungal, antiviral, and antibacterial action.

Plumbagin exhibits various pharmacological activities including antimicrobial, anticancer, anti-atherosclerotic, antidiabetic, anti-inflammatory, hypolipidemic, and neuroprotective activities. It inhibits the signal transducer and activator of transcription 3 (STAT3) signaling and halts the proliferation of esophageal squamous cell carcinoma (ESCC). Plumbagin elicits protective antioxidative functionality in 4-nitroquinoline-N-oxide (NQNO) induced stress in lymphoma. Plumbagin in a nanoemulsion formulation has antiproliferative effect towards prostate cancer.

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Cet article	S7576	PHL80267	142905
Sigma-Aldrich P7262 Plumbagin from Plumbago indica	Sigma-Aldrich S7576 Shikonin	PHL80267 Plumbagin	Sigma-Aldrich 142905 Lapachol
biological source Plumbago indica	biological source -	biological source -	biological source -
form powder	form powder or solid	form -	form solid
storage temp. −20°C	storage temp. 2-8°C	storage temp. -	storage temp. -
mp 76-78 °C (lit.)	mp -	mp -	mp 141-143 °C (lit.)
color faint orange to dark orange	color red to brown	color -	color -
Quality Level 200	Quality Level 200	Quality Level -	Quality Level 100