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Merck

L9283

Sigma-Aldrich

Luteolin

≥98% (TLC), powder, antioxidant

Sinónimos:

3′,4′,5,7-Tetrahydroxyflavone

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About This Item

Fórmula empírica (notación de Hill):
C15H10O6
Número de CAS:
Peso molecular:
286.24
Beilstein/REAXYS Number:
292084
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

product name

Luteolin, ≥98% (TLC), powder

Quality Level

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

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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. Luteolin is one of the major flavonoids present in the flower extract of Hieracium pannosum Boiss, aerial part of Dracocephalum kotschyi, and contributes to the antioxidant potential of the plant. Luteolin possesses antioxidant, anti-inflammatory properties, and exerts anti-tumor potential primarily through apoptosis. 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. Luteolin regulates the inflammatory genes and reduces nitric oxide and inflammatory cytokine production. The anti-inflammatory property of luteolin implicates it as a potential therapeutic agent for the neurodegenerative disease like Alzheimer′s disease. In plants, luteolin induces nodulation protein F (nodF) gene.

Application

Luteolin has been used:
  • to induce and elucidate the apoptotic pathway in renal cell carcinoma 786-O cells
  • as an additive in M9 minimal medium to induce nodF gene expression
  • as a reference standard to qualitatively and quantitatively analyse luteolin using reverse phase-high performance liquid chromatography with diode array detector (RP-HPLC-DAD)
  • as a reaction supplement for β-galactosidase assay
  • 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

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.

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


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Tian CF, et al.
Proceedings of the National Academy of Sciences of the USA, 201120260-201120260 (2012)
Crosstalk between jasmonic acid, ethylene and Nod factor signaling allows integration of diverse inputs for regulation of nodulation
Sun J, et al.
The Plant Journal, 46(6), 961-970 (2006)
Luteolin as a potential preventive and therapeutic candidate for Alzheimer's disease
Kwon Y.
Experimental Gerontology, 95, 39-43 (2017)
Induction of apoptosis by luteolin involving akt inactivation in human 786-O renal cell carcinoma cells
Ou YC, et al.
Evidence-Based Complementary and Alternative Medicine : ECAM, 2013 (2013)
Luteolin inhibits viral-induced inflammatory response in RAW264. 7 cells via suppression of STAT1/3 dependent NF-kappaB and activation of HO-1
Liu CW, et al.
Free Radical Biology & Medicine, 95, 180-189 (2016)

Artículos

Information on fatty acid synthesis and metabolism in cancer cells. Learn how proliferatively active cells require fatty acids for functions such as membrane generation, protein modification, and bioenergetic requirements. These fatty acids are derived either from dietary sources or are synthesized by the cell.

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.

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