P7262

Plumbagin from Plumbago indica

• Synonyme(s) : 5-Hydroxy-2-methyl-1,4-naphthoquinone
• Formule empirique (notation de Hill): C₁₁H₈O₃
• Numéro CAS: 481-42-5
• Poids moléculaire : 188.18
• Numéro CE : 207-569-6
• Numéro MDL: MFCD00001682
• Code UNSPSC : 12352205
• ID de substance PubChem : 24898833
• Nomenclature NACRES : NA.79

Propriétés

• Source biologique: Plumbago indica
• Niveau de qualité: 200
• Forme: powder
• Couleur: faint orange to dark orange
• Pf: 76-78 °C (lit.)
• Température de stockage: −20°C
• Chaîne SMILES: 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
• Clé InChI: VCMMXZQDRFWYSE-UHFFFAOYSA-N

Description

Description générale

Plumbagin is a bioactive naphthoquinone present majorly in Plumbago indica L.[1] It is a quinoid and is also derived from the roots of Plumbago zeylanica roots.[2]

Application

Plumbagin from Plumbago indica has been used:

• as a reactive oxygen species agent (ROS) to induce cytotoxicity in mouse embryonic fibroblasts[3]
• as an oxidative stress inducer to generate superoxide anion in Saccharomyces cerevisiae[4]
• as a reference standard in thin layer chromatography and in spectrophotometric analysis for quantification of plumbagin in Plumbago auriculate samples[5]

Actions biochimiques/physiologiques

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

Plumbagin exhibits various pharmacological activities including antimicrobial, anticancer,[1] anti-atherosclerotic, antidiabetic, anti-inflammatory, hypolipidemic, and neuroprotective activities.[6] It inhibits the signal transducer and activator of transcription 3 (STAT3) signaling and halts the proliferation of esophageal squamous cell carcinoma (ESCC).[2] Plumbagin elicits protective antioxidative functionality in 4-nitroquinoline-N-oxide (NQNO) induced stress in lymphoma.[7] Plumbagin in a nanoemulsion formulation has antiproliferative effect towards prostate cancer.[6]

Informations sur la sécurité

• Pictogrammes: GHS06
• Mention d'avertissement: Danger
• Mentions de danger: H301,H315,H319,H335
• Conseils de prudence: P261 - P264 - P271 - P301 + P310 - P302 + P352 - P305 + P351 + P338
• Classification des risques: Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Organes cibles: Respiratory system
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 1
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges