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L9283

Sigma-Aldrich

Luteolin

≥98% (TLC), powder

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Synonym(s):
3′,4′,5,7-Tetrahydroxyflavone
Empirical Formula (Hill Notation):
C15H10O6
CAS Number:
Molecular Weight:
286.24
Beilstein/REAXYS Number:
292084
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

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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This Item
44002572511PHL89245
Luteolin ≥98% (TLC), powder

L9283

Luteolin

Luteolin An antioxidant flavonoid and a free radical scavenger.

440025

Luteolin

Luteolin analytical standard

72511

Luteolin

Luteolin phyproof® Reference Substance

PHL89245

Luteolin

form

powder

form

solid

form

-

form

powder

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

color

yellow

color

yellow

color

-

color

-

shelf life

3 yr

shelf life

-

shelf life

-

shelf life

-

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


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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)
Optimization of phenolic and flavonoid content and antioxidants capacity of pressurized liquid extraction from Dracocephalum kotschyi via circumscribed central composite
Kamali H, et al.
Journal of Supercritical Fluids, 107, 307-314 (2016)
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)
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)

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