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Key Documents

L9283

Sigma-Aldrich

Luteolin

≥98% (TLC), powder, antioxidant

Sinônimo(s):

3′,4′,5,7-Tetrahydroxyflavone

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About This Item

Fórmula empírica (Notação de Hill):
C15H10O6
Número CAS:
Peso molecular:
286.24
Beilstein:
292084
Número CE:
Número MDL:
Código UNSPSC:
12352200
ID de substância PubChem:
NACRES:
NA.77

product name

Luteolin, ≥98% (TLC), powder

Nível de qualidade

Ensaio

≥98% (TLC)

forma

powder

prazo de validade

3 yr

cor

yellow

pf

~330 °C (lit.)

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

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

chave InChI

IQPNAANSBPBGFQ-UHFFFAOYSA-N

Informações sobre genes

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Descrição geral

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.

Aplicação

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

Ações bioquímicas/fisiológicas

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.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves


Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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Sigma-Aldrich

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Quercetina ≥95% (HPLC), solid

Sigma-Aldrich

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Apigenin 7-glucoside analytical standard

Supelco

44692

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Kaempferol ≥97.0% (HPLC)

Sigma-Aldrich

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Kaempferol

Plant-activated bacterial receptor adenylate cyclases modulate epidermal infection in the Sinorhizobium meliloti-Medicago symbiosis
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)

Artigos

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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