• luteolin powder
  • luteolin powder

luteolin powder

The chemical name of luteolin is 3',4',5,7-tetrahydroxyflavone. It is a natural flavonoid compound that exists in a variety of plants. Luteolin has a variety of pharmacological activities, such as anti-inflammatory, anti-allergic, uric acid-lowering, anti-tumor, antibacterial, antiviral, etc. Luteolin can even fight against SARS and HIV viruses.
Product Name
luteolin
Specification
98%
Appearance
light yellow powder
CAS No
491-70-3
Detection method
By HPLC
Packaging
25kg cardboard drum
  • luteolin powder

Desciption

Product information                                                                                                                                                  
What is luteolin powder?
The chemical name of luteolin is 3',4',5,7-tetrahydroxyflavone, which exists in the form of glycosides in a variety of plants. Among these plants, whole-leaf blue orchids, peppers, wild chrysanthemums, honeysuckle, and perilla have higher contents. It has antitussive and expectorant effects. According to the latest research, respiratory symptoms such as coughing, sputum production, and wheezing are all related to chronic inflammation of the airways. For example, cough, sputum, and wheezing caused by bronchial asthma, chronic obstructive pulmonary disease, chronic pharyngitis, allergic rhinitis, etc. are all considered to be related to local inflammatory infiltration. The presence of inflammation confuses the immune response of the airway, and patients often Increased airway responsiveness occurs. Treatment should first eliminate chronic inflammatory infiltration in the airway. Glucocorticoids are commonly used to eliminate airway inflammation. However, glucocorticoids have many side effects and are not suitable for long-term use. Studies have shown that luteolin inhibits the phosphorylation of macrophages, inhibits the activity of the transcription factor NF-kB, and can inhibit the production of cytokines IL-6 and TNF-a by macrophages induced by lipopolysaccharide (LPS). In addition, studies have also shown that luteolin can inhibit the production of uric acid and promote uric acid excretion. The latter two cytokines play a very important role in the inflammatory mechanism and are sensitive indicators reflecting the degree of inflammation. Luteolin can also increase IFN-γ, reduce specific Ig-E, and reduce eosinophil infiltration. In addition, in addition to its anti-inflammatory and anti-allergic effects, luteolin also has the properties of inhibiting PDE, anti-SARS, and HIV viruses. The reason is that it inhibits the activity of the pre-S protein of the SARS virus, thereby preventing it from entering host cells. It is used to treat chronic cough caused by COPD, bronchial asthma, chronic pharyngitis, allergic rhinitis, etc.
Joyous punicalagin powder specification
Terms Standard Terms Standard
Product Name luteolin

Appearance

 light yellow powder

Assay 98%

Loss on Drying

≤2%

Total Heavy Metals

≤10 ppm

Ash

≤2%

As

≤0.5ppm

Total Plate Count

≤750 cfu/g

Pb

≤0.5ppm

Yeast and Mold

≤100 cfu/g

Cd

≤0.5ppm

Coliforms

Negative

Hg

≤0.1ppm

E.Coli

Negative

Packing

Pack in 25kgs paper-drums, inner by double plastic bag

Shelf life

24 months under the above condition, and in its original package


Overview of luteolin Extract?
First let us know his name, luteolin has many names:
2-(3,4-DIHYDROXYPHENYL)-5,7-DIHYDROXY-4H-1-BENZOPYRAN-4-ONE; 2-(3,4-DIHYDROXY-PHENYL)-5,7-DIHYDROXY-CHROMEN-4-ONE; 3',4',5,7-TETRAHYDROXYFLAVONE,FLACITRAN,LUTEOLOL; 5,7,3',4'-TETRAHYDROXYFLAVONE; FLACITRAN; LUTEOLIN-3',7-O-DIGLUCURONIDE; LUTEOLOL; RARECHEM AB DU K001; 2- (3,4-dihydroxyphenyl)-5,7-dihydroxy-4h-1-benzopyran-4-on; 3',4',5,7-tetrahydroxy-flavon; c.i.75590; c.i.naturalyellow2; cyanidenon1470; digitoflavone; luteoline; weldlake; 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-benzopyrone; LUTEOLIN 98+% BY HPLC; Luteolin(PeanutShellPe)98%ByHplc
Luteolin is widely distributed in nature. It is named after it was originally isolated from the leaves, stems and branches of the herbaceous plant Resedaodorata L. in the family Resedaceae. It can be obtained from a variety of natural medicinal materials, Isolated from fruits and vegetables. It is mainly found in natural medicinal materials such as honeysuckle, chrysanthemum, schizonepeta, Prunella vulgaris, artichoke, perilla, skullcap, and Scutellaria baicalensis, as well as Brussels sprouts, cabbage, cauliflower, beets, broccoli, carrots, Luteolin is also contained in vegetables and fruits such as celery, bell peppers, capsicums, and groundnuts, as well as other plant products such as olive oil and red wine, as well as wild impatiens, thyme, Lamiaceae plants, whole-leaf bluegrass, and sinewgrass.
Luteolin is isolated from ethanol as golden needles containing a crystal water. Soluble in ethanol and ether; slightly soluble in hot water, hardly soluble in cold water. The aqueous solution is a pleasing light yellow color and is soluble in 10% sodium hydroxide aqueous solution and turns dark yellow. Dissolve in concentrated sulfuric acid to form zinc salt, which is dark red and yellow.
The melting point of luteolin is 328~330℃. It decomposes at the same time and fuses with potassium hydroxide to form phloroglucinol and protocateolnicacid, which sublimate under vacuum. Luteolin is commonly used in cosmetics and is derived from animal and plant minerals, chemically synthesized and artificially compounded fatty and lipoid components, such as: fatty oil, ester oil, fat, and super fat. fat), ester wax (Ester wax), fatty acids, fatty alcohols, sterols, polyol mono- and double-fatty acid esters, sugar esters, grease waxes with alkane chemical structures, etc. are infusible and are difficult to melt to form a homogeneous phase even when subjected to heat. .
The redox properties of luteolin were studied using cyclic voltammetry. The results showed that luteolin had more oxidation peaks in dimethylformamide (DMF) than in ethyl cyanide, and other peak potentials shifted significantly. It shows that the solvent has a great influence on the electrochemical properties of luteolin.
Due to the presence of phenolic hydroxyl groups on the luteolin molecule, its aqueous solution shows weak acidity. Luteolin can form colored complexes with metal ions such as iron, magnesium, calcium, copper, aluminum, zirconium, etc. For example, it can undergo the following complex reaction with iron ions.
Extraction process of luteolin
1. Medicinal material pretreatment: Medicinal materials rich in luteolin are washed and dried and then crushed into coarse powder for later use.
2. Extraction and purification: add methanol, ethanol, acetone and other organic solvents to the medicinal powder, reflux and extract. The extract is concentrated under reduced pressure and degreased with petroleum ether, cyclohexane and other solvents. The water phase is passed through weakly polar macroporous adsorption resin. After washing with water until the effluent is colorless, use 95% ethanol as the eluent to elute, concentrate under reduced pressure, vacuum dry and recrystallize to obtain pure luteolin.
In addition to extracting it from natural products, luteolin can also be obtained through artificial synthesis.
Semi-synthetic route
Using the biologically active hesperidin extracted from orange peel as raw material, luteolin is obtained through a three-step reaction. The total product yield is about 40 to 47%.
The first step is dehydrogenation reaction: hesperidin is dehydrogenated under the system of iodine/pyridine, iodine/dimethyl sulfoxide/sulfuric acid, etc. The reaction temperature is 50-120°C, the reaction time is 5-16 hours, and the precipitate is washed with water and alkali The solution is dissolved, then methanol is added and the pH is adjusted to acidic. The precipitate is filtered, washed and dried to obtain diomin.
The second step is the hydrolysis and deglycoside reaction: diomin is hydrolyzed and deglucosidated in a hydrolysis system such as methanol/hydrochloric acid, ethylene glycol/sulfuric acid, ethylene glycol/hydrochloric acid, ethanol/hydrochloric acid, methanol/sulfuric acid, etc. The reaction temperature is 50 to 120°C. The reaction time is 1 to 5 hours, the reaction product is precipitated by cooling, and is recrystallized with an organic solvent to obtain geranin.
The third step is demethylation reaction: geranium is demethylated in a demethylation reagent system such as hydrobromic acid, hydrobromic acid/acetic anhydride, hydroiodic acid/acetic anhydride, etc. The reaction temperature is 70-120°C and the reaction time After cooling for 5 to 12 hours, the precipitated yellow product is suction-filtered, washed until neutral, and dried at low temperature to obtain crude luteolin. After recrystallization with an organic solvent, pure light yellow luteolin is obtained.
Total synthetic route
Phloroglucinol is used as raw material to synthesize luteolin, and the total product yield is about 34%.
Step 1: Reflux phloroglucinol and ethyl 3,4-dimethoxybenzoyl acetate at 140~160℃ under vacuum (1330Pa) for 2 hours. After cooling slightly, add diphenyl ether, 140~160℃ , react under vacuum (1330Pa) for 4 to 5 hours, dealcoholize and dehydrate, cool and filter with suction, add 95% ethanol to obtain the intermediate 3',4'-dimethoxy-5,7-dihydroxyflavone.
Step 2: Add the catalyst anhydrous pyridine to 3',4'-dimethoxy-5,7-dihydroxyflavone, then add the catalyst aluminum trichloride at 100°C, and react for 3 to 5 hours at 160~180°C to remove it The two methyl groups at positions 3' and 4' are put into water for hydrolysis, and then cooled to obtain crude luteolin. The crude product is washed and recrystallized to obtain pure luteolin.
Biosynthesis
The 4-step pathway of recombinant flavanones in Saccharomyces cerevisiae consists of carnosilicate-4-hydroxylase, coenzyme A ligase, chalcone synthase, phenylpropenone isomerase, etc. Introducing flavonoid synthase into the flavanone recombinant yeast strain can convert a variety of phenolic acid precursors into flavonoid molecules, such as chrysin, apigenin, luteolin, etc.
What are the functions of luteolin?
1. Anti-inflammatory
It is believed that the anti-inflammatory activity of luteolin is related to inhibiting the production of nitric oxide (NO) and other inflammatory cytokines such as tumor necrosis factor-α (TNF-α) and interleukin-6 (IL-6), and inhibiting protein network It is related to the phosphorylation of amino acids and gene expression mediated by nuclear transcription factor KB (NF-KB).
2. Anti-tumor
Luteolin mainly inhibits tumor cell growth factors by changing cell signaling pathways or changing kinase activity to resist the invasion of cancer cells. It can also inhibit the growth of tumor cells by blocking the cell cycle. Studies have shown that: luteolin can selectively inhibit the fatty acid synthase activity of prostate cancer and breast cancer cells, which is related to its anti-tumor cell growth and apoptosis effects; luteolin can significantly reduce the incidence of colon cancer caused by dimethylhydrazine As well as the size of the tumor, it is related to its ability to regulate lipid peroxidation, antioxidant, and anti-proliferation; luteolin can dose-dependently inhibit the invasive motility of ovarian cancer cells HO8910PM in vitro, and its inhibition of matrix metalloproteinase-9 (MMP-9 ) secretion and down-regulation of the expression of extracellular signal-regulated kinase 2 (ERK2).
3. Anti-allergy
Luteolin can inhibit the immunoglobulin E (IgE)-mediated release of allergic response transmitters produced by human mast cells, including histamine, leukotrienes, prostaglandin D2, and monocyte-macrophage colony-stimulating factor. The effect may be related to the inhibition of Ca2+ influx and protein kinase C (PKC) translocation activation.
4. Anti-inflammatory demyelinating diseases
Luteolin can dose-dependently protect oligodendrocytes against oxidative damage induced by hydrogen peroxide in vitro, strongly inhibit the phagocytosis of myelin by macrophages, significantly reduce the production of cellular reactive oxygen species, and reduce the expression of iNOS protein. Significantly reduced NO levels produced by macrophages at low doses.
5. Anti-fibrosis
Luteolin can reduce the degree of liver fibrosis, reduce the contents of hydroxyproline (HYP), malondialdehyde (MDA) and the expression of type I procollagen mRNA in liver tissue, and can inhibit the expression of hepatic stellate cells (HSC) in vitro. Proliferation and collagen synthesis. It can improve the histopathological changes of pulmonary fibrosis caused by bleomycin, reduce the lung weight index, significantly reduce the increase of MDA and HYP, and inhibit the expression of transforming growth factor-β1 (TGF-β1) mRNA in lung tissue. , can inhibit the proliferation of human embryonic lung fibroblasts and promote their apoptosis in vitro.
6. Lower uric acid (resistant to high uric acid)
As a natural flavonoid, luteolin has the characteristic of inhibiting the activity of xanthine oxidase, thus inhibiting the production of uric acid. In addition, experiments have shown that luteolin has significant effects when the dose is 100mg.kg-1. Promote uric acid excretion.
7. Anti-fertility and hormonal effects
Luteolin has significant dose-dependent anti-implantation activity. After oral administration, it can significantly increase the weight and diameter of the uterus, the thickness of the endometrium and the height of its epithelial cells. It has an estrogen-like effect when used alone, but it has an estrogen-like effect when combined with ethinyl estradiol. It has been shown to have an anti-estrogenic effect when used in combination with alcohol.
8. Effect on blood vessels
Luteolin can inhibit vascular endothelial growth factor (VEGF)-induced angiogenesis in rabbit corneas in vivo; it can inhibit tumor growth and vascularization in mouse xenograft tumor models; it can inhibit VEGF-induced human umbilical vein endothelial cells (HUVECs) in vitro. survival and proliferation. It can significantly inhibit the proliferation and DNA synthesis of vascular smooth muscle cells induced by platelet-derived growth factor-BB (PDGF-BB), and can block the cell cycle in the G1 phase. It can concentration-dependently reduce the tension of phenylephrine precontracted blood vessels, antagonize vasoconstriction caused by high potassium, and has arterial relaxation effect, and its vasodilatory effect is endothelium-independent. Its mechanism of action is related to direct inhibition of voltage-dependent calcium channels, It is related to receptor-operated calcium channels, intracellular calcium release, and activation of potassium channels, but not to α and β receptors.
9. Others
Luteolin can inhibit a variety of bacteria and viruses, such as Staphylococcus aureus, Escherichia coli, herpes simplex virus, polio virus, Coxsackie B3 virus, etc. It can inhibit the activity of HIV-1 integrase and has potential anti-HIV effects. Luteolin can bind to the S2 protein of severe acute respiratory syndrome (SARS) coronavirus, thereby inhibiting the virus from entering host cells. Luteolin also has anti-Leishmania donovani effects, inhibiting the growth of Leishmania donovani by inhibiting its topoisomerase I and topoisomerase II. In addition, luteolin also has immunomodulatory and blood pressure lowering effects.
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Joyous Health provides luteolin powder OEM services. We can customize formulas for customers, private labels, capsules, tablets, soft capsules and sachets, low MOQ, which is suitable for direct sales by brands. Our OEM product shipping channels are stable and delivery times are fast and worthy of customers' trust, we have served more than 300 brands.


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