L9283

Luteolin

≥98% (TLC), powder, antioxidant

• Sinónimos: 3′,4′,5,7-Tetrahydroxyflavone
• Fórmula empírica (notación de Hill): C₁₅H₁₀O₆
• Número de CAS: 491-70-3
• Peso molecular: 286.24
• Beilstein/REAXYS Number: 292084
• EC Number: 207-741-0
• MDL number: MFCD00017309
• UNSPSC Code: 12352200
• PubChem Substance ID: 24896520
• NACRES: NA.77

Propiedades

• Nombre del producto: Luteolin, ≥98% (TLC), powder
• Quality Level: 200
• assay: ≥98% (TLC)
• form: powder
• shelf life: 3 yr
• color: yellow
• mp: ~330 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: Oc1cc(O)c2C(=O)C=C(Oc2c1)c3ccc(O)c(O)c3
• InChI: 1S/C15H10O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-6,16-19H
• InChI key: IQPNAANSBPBGFQ-UHFFFAOYSA-N
• Gene Information: human ... CDC2(983) , CDK5(1020) , CDK6(1021) , CYP1A2(1544) , GSK3A(2931) ; mouse ... Hexa(15211) ; rat ... Il4(287287) , Tnf(24835)

Descripción

General description

Luteolin (3′,4′,5′,7′-tetrahydroxyflavone), a polyphenolic compound belongs to flavones subclass of flavonoids. Luteolin is commonly found in plants like celery, green peppers and chamomile tea.[1] Luteolin is one of the major flavonoids present in the flower extract of Hieracium pannosum Boiss,[2] aerial part of Dracocephalum kotschyi,[3] and contributes to the antioxidant potential of the plant.[2][3] Luteolin possesses antioxidant, anti-inflammatory properties,[3][4] and exerts anti-tumor potential primarily through apoptosis.[1][3] Luteolin exerts its apoptotic activity through downregulation of protein kinase B (Akt) pathway leading to caspase mediated apoptosis. Luteolin also resensitizes cancer cells to therapeutics.[1] Luteolin regulates the inflammatory genes and reduces nitric oxide and inflammatory cytokine production.[4] The anti-inflammatory property of luteolin implicates it as a potential therapeutic agent for the neurodegenerative disease like Alzheimer′s disease.[5] In plants, luteolin induces nodulation protein F (nodF) gene.[6][7]

Application

Luteolin has been used:

• to induce and elucidate the apoptotic pathway in renal cell carcinoma 786-O cells[1]
• as an additive in M9 minimal medium to induce nodF gene expression[6]
• as a reference standard to qualitatively and quantitatively analyse luteolin using reverse phase-high performance liquid chromatography with diode array detector (RP-HPLC-DAD)[2]
• as a reaction supplement for β-galactosidase assay[7]
• to elucidate the anti-inflammatory efficacy of luteolin in pseudorabies virus infected RAW264.7 cell line by measuring the anti-inflammatory mediators production and also cell viability and cytotoxicity assay[4]

Biochem/physiol Actions

Hydroxylated flavone derivative, a strong antioxidant and radical scavenger. Suggested to play a role in prevention of cancer, possibly via the inhibition of fatty acid synthase activity.

Información de seguridad

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves