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LICOCHALCONE-A CAS 58749-22-7

Molecular Formula: C3H4O2

Formula Weight: 72.06

ZSpharmac: LICOCHALCONE-A Supplement

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Product Name: LICOCHALCONE-A
CAS No: 58749-22-7
Purity: 99%

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Basic Info

Product Name:LICOCHALCONE-A
Other Names:Methylglyoxal
CAS:58749-22-7
Place of Origin:Shandong, China
Brand Name:ZSpharmac
Type:Cosmetic Raw Materials
Appearance:Yellow Solid
EINECS No.:635-678-2
Storage:-20°C
Provide:LICOCHALCONE-A MSDS;
LICOCHALCONE-A COA

What is LICOCHALCONE-A?

Licorice Chalcone, also known as Licorice Chalcone A, is yellow needle-like crystal, insoluble in water, soluble in ether, chloroform, etc., inhibits monoamine oxidase, inhibits aldose reductase, eliminates free radicals, and has anti-oxidation. Inhibit the formation of melanin, the whitening effect is better than arbutin, especially for acne (acne). The general usage amount is 0.1-1%. It mainly exists in legume licorice, licorice, and licorice. Modern research shows that licorice chalcone A has anti-inflammatory, anti-tumor, anti-microbial, anti-HIV, anti-allergic and other effects, and it is also used as a raw material for the synthesis of other active derivatives.

LICOCHALCONE-A Properties:

Melting point 100°
Boiling point 532.6±50.0 °C(Predicted)
density 1.171±0.06 g/cm3(Predicted)
storage temp. -20°C
pka7.82±0.15(Predicted)
form Yellow solid

 

LICOCHALCONE-A Uses

  1. Licochalcone A has antitumor, anti-inflammatory, and antioxidant impacts.
  2. Licorice A is an estrogenic flavanoid initially stemmed from licorice. In vivo, demonstrated the ability to lower bcl-2 protein expression and also cause apoptosis. It can additionally generate cell differentiation and also has antibacterial, anti-inflammatory as well as anti-tumor results.

Pharmacological Effects of Licochalone A

1.1 Induction of tumor cell apoptosis

Apoptosis, also known as programmed cell death, is an active cell suicide behavior. Under normal circumstances, cell proliferation and apoptosis maintain a balance relationship. Once this balance relationship is disrupted, it may lead to tumorigenesis. Tumor cells can be induced to mutate and apoptosis by chemical drugs. Licochalcone A acts on human ovarian cancer OVCAR-3 and SK-OV-3 cells, can down-regulate Bid, Bcl-2, Bcl-xL and survivin protein levels, and up-regulate Bax protein levels; it can cause a decrease in mitochondrial membrane potential and promote Cytochrome C releases, activates Caspases (-8, -9, -3); promotes the cleavage of PARP-1; up-regulates the expression level of the tumor suppressor gene p53, thereby promoting apoptosis. Similar studies found that licochalcone A can induce the human breast cancer cell line MCF-7 cells and human promyelosomes by down-regulating the expression of the anti-apoptotic protein Bcl-2, reducing the Bcl-2/Bax ratio, and promoting the cleavage of PARP protein. The leukemia cell line HL-60 cells apoptosis; recent studies also show that licochalone A can induce the apoptosis of gastric cancer cells, the mechanism may be related to the cleavage of PARP protein, down-regulation of Caspase-3, Bcl-2 protein expression, and up-regulation of Bax protein expression related. In vivo experiments showed that licochalcone A could significantly inhibit tumorigenesis in BALB/c mice subcutaneously inoculated with colorectal cancer CT-26 cells. Immunohistochemical TUNEL staining found that with the increase of licochalcone A dose, the proportion of apoptotic cells increased. gradually increase.

1.2 Prevention of chemical carcinogenesis, inhibition of tumor invasion and metastasis

Metastasis of malignant tumor cells is one of the characteristics that distinguish them from normal cells, and is its own biological feature. Tumor metastasis is the main reason for endangering the life of the host and affecting the therapeutic effect. Licochalcone A has obvious preventive effect on the tumor induced by chemical drugs. C57BL/6 colon cancer mice induced by azomethane chemical method were orally administered 5, 15, 30 mg·kg-1 licochalone A, The incidence of tumor was significantly reduced and was dose-dependent. In addition, a study on the prevention of metastasis by licochalone A found that licochalone A could significantly improve the survival rate of nude mice injected with CT-26 cells in the spleen, and at the same time inhibit liver metastasis.

1.3 Induction of tumor cell differentiation

Malignant tumor cells are similar to undifferentiated embryonic cells in morphology and function, and have the characteristics of high division. Induction of differentiation refers to the reversal of the re-differentiation of malignant tumors towards normal maturation in the presence of a differentiation-inducing agent. At present, tumor induction and differentiation therapy is a new idea and new method for tumor treatment. In vitro studies of licorice chalcone A have shown that it has inhibitory effects on a variety of tumor cells. Glycochalcone A acts on human promyelocytic leukemia HL-60 cells, which can induce an increase in the expression of non-specific esterase (NSE). Blue tetrazolium (NBT) reducing ability has no effect, NSE is a marker of macrophage (monocyte) formation, and NBT reducing ability is a marker of granulocyte formation, it is speculated that licochalone induces HL-60 cells to monocytes Cells differentiate instead of granulocytes.

1.5 Inhibition of angiogenesis

Tumor growth and metastasis depend on angiogenesis. Studies have found that licochalone A can inhibit angiogenesis both in vitro and in vivo. In vitro studies have found that licochalone A can significantly inhibit the proliferation (20μmol·L-1), migration (5-20μmol·L-1) and lumen formation (10-20μmol·L-1) of human umbilical cord vascular endothelial cells (HUVECs). 1), and the growth of rat aortic ring microvessels (10~20μmol·L-1) in a dose-dependent manner. In vivo studies showed that licochalcone A significantly inhibited the growth of colorectal cancer CT-26 cells inoculated in BALB/c mice. With the increase of concentration, CD31 and Ki-67 positive cells in tumor tissue decreased, but the apoptosis rate increased significantly. Its anti-angiogenic mechanism may be related to down-regulating vascular endothelial growth factor receptor (VEGFR)-2 activation and blocking VEGF/VEGFR-2 signaling pathway.

2.1 Inhibition of NO synthesis

Both acute and chronic inflammation are related to NO. Inducible NO synthase (iNOS) is an important enzyme that mediates inflammatory responses. In pathological conditions, iNOS catalyzes the production of excessive NO. The arachidonic acid metabolite prostaglandin (PG), as an inflammatory mediator, also plays an important role in the inflammatory response of tissues, and cyclooxygenase (COX) plays a key role in the PG synthesis pathway. COX-2 catalyzes the synthesis of large amounts of PG. Licochalcone A reduces LPS-induced expression of inducible nitric oxide synthase (iNOS) and cyclooxygenase (COX)-2 in RAW264. 7 cells, thereby inhibiting cellular NO and prostaglandin (PG) E (2 ) production, while also inhibiting the production of inflammatory cytokines IL-1β and IL-6. The results of in vivo experiments showed that licochalcone A played a protective effect on LPS-induced endotoxic shock in nude mice by inhibiting the production of various inflammatory cytokines and NO.

2.2 Inhibition of NF-κB activation

NF-κB can efficiently induce inflammatory cytokines (TNF-α, IL-1, IL-6, etc.), chemokines, adhesion factors (ICM-1, VCM-1), inflammatory enzymes (iNOS, COX-2) Isogenic expression, amplifies the inflammatory response cascade, and is highly activated at sites of inflammation in a variety of inflammatory diseases. Glycochalcone A can exert anti-inflammatory effect by inhibiting the activation of NF-κB. Glycochalcone A can inhibit TNF-α-induced nuclear localization, DNA binding activity and NF-κB transcriptional activity. Its mechanism It may be related to the inhibition of IκK activation and IκB degradation by licochalone A. Glycochalcone A significantly inhibited NO production, TNF-α expression and MCP-1 expression levels in lipopolysaccharide (LPS)-induced RAW267.4 cells and macrophages. Plasma TNF-α and MCP-1 levels were also significantly reduced in C57BL/6 mice administered licochalcone A before LPS injection. Licochalcone A significantly inhibited LPS-induced TNF-α transcriptional activation, but had no effect on IκBα degradation and phosphorylation, nuclear transport and DNA binding activity of NF-κBP65, suggesting that the anti-inflammatory effect of licochalone A may be due to By inhibiting the activation of NF-κB. In addition, licochalone A can reduce the level of urinary protein in nephritis mice, significantly inhibit xylene-induced mouse ear swelling and carrageenan-induced rat foot swelling, and fight against various skin inflammations, including child-specific Dermatitis and skin inflammation caused by ultraviolet radiation.

Glycochalcone A has inhibitory effect on a variety of pathogenic bacteria. Enterotoxins produced by Staphylococcus aureus may cause a variety of diseases in the human body, including Staphylococcus aureus gastroenteritis, food poisoning, etc. The sub-inhibitory concentration of licorice chalcone A can significantly reduce methicillin-sensitive golden yellow glucose Enterotoxin A (SEA) and Enterotoxin B (SEB) secretion by cocci and methicillin-resistant Staphylococcus aureus. Licorice chalcone A can significantly down-regulate the expression of hla and agr genes in Staphylococcus aureus in vitro, inhibit the secretion of α-toxin, and inhibit its hemolytic activity, inhibit the formation of Candida albicans biofilm, and prevent it from becoming more pathogenic bacteria. Changes in silk growth status. Another study pointed out that licochalone A can inhibit the growth of Bacillus in food, and also has a good bacteriostatic effect on human pathogenic Mycobacterium species and Legionella species.

Preparation of Licochalone A

A preparation method of licochalcone A with high product purity, which is beneficial to large-scale production operations, and technical scheme:

Take licorice, pulverize, add it to CO2 supercritical extractor, use ethanol as an entrainer, the volume percentage of the entrainer in the total extraction solvent is 2-4%, the extraction pressure is 10-30MPa, the temperature is 50-70°C, and the CO2 flow rate is 1- 3ml/g crude drug min, extraction time 80-120min, get the extract, add it to the polyamide chromatography column, use the ethanol-water mixed solvent with a ratio of 2:1 as the eluent, and use the same type of polyamide at the same time. The film is developed with the above-mentioned eluent as a matching detection, and the fraction corresponding to Rf=5-5.5 on the polyamide film is collected, the solvent is recovered, acetone is added to crystallize, washed and dried.

Company Profile and Corporate Culture

Company Profile:

ZhiShang Chemical is owned by ZhiShang Group is a professional new-type chemicals enterprise combined into research and development, production and sales .

The company’s competitive product is pharmaceutical raw materials and intermediates (especially carbohydrate derivatives Series), In recent years, the company has made a major breakthrough in food and feed additives, plant extraction, industrial chemicals industry .

The company insists on the spirit of “sincere management, strict quality control, customer as god” , get consistent high praise from customers at home and abroad.

Corporate Culture:

OUR MISSION
Help China Chemicals to benefit the happiness of human life
OUR VISSION
Become the most trusted chemical supplier in the world
OUR BUSINESS PHILOSOPHY
Striver – oriented, enrich employees, customer first, deep service, seek development
OUR VALUES
Be prepared for danger in times of peace, forge ahead actively, unity and cooperation, and be brave to fight

About Us

The production base is located in Zhangqiu chemical industry park and Tai’an high-tech chemical industry park. laboratory and workshop in strict accordance with the GMP standard and the product fit national ISO9001 and ISO2000 standards.

“Zhishang” products are exported to Europe, North and South America, the Middle East, Asia Pacific and Africa area, so as to establish a long-term and stable cooperation relationship with customer in the world.

Company Info
  • Business Type: Manufacturer
  • Product Range: Additive , Chemical Auxiliary & Catalyst , Organic Chemicals
  • Products/Service: Organic Intermediate,Inorganic Chemistry, APIs, Dyestuffs And Pigments, Fragrance And Spices, Food Additives
  • Total Employees: 51~100
  • Capital (Million US $): 10000000RMB
  • Year Established: 2016
Production Capacity
  • No. of Production Lines : 8
  • No. of QC Staff : 5 -10 People
  • OEM Services Provided : yes
  • Factory Size (Sq.meters) : 3,000-5,000 square meters
  • Certificate: ISO9001 , CE , GMP , API , MSDS
  • Factory Location : Diao Town Industry Park, Zhangqiu City, Jinan City, Shandong Province, China.

Service

Pre-Sales Service

* Prompt reply and 24 hours online, professional team to provide best price and high quality product.

* Sample testing support.

* Every batch of products will be tested to ensureits quality.

*The packing also can be according the customers` requirment.

*Any inquiries will be replied within 24 hours.

*we provide Commerical Invoice, Packing List, Bill of loading, COA , Health certificate and Origin certificate. If your markets have any special requirements, let us know.

 

After-Sales Service

*The fact of logistics information monitoring.

* Any questions about the product can be consulted at any time.

*Product has any problem can return.

FAQ

Do you accept sample order?

We will make samples before mass production, and after sample approved, we’ll begin mass production. Doing 100% inspection during production, then do random inspection before packing.

 

HOW TO CONFIRM THE PRODUCT QUALITY BEFORE PLACING ORDERS?

You can get free samples for some products,you only need to pay the shipping cost or arrange a courier to us and take the samples. You can send us your product specifications and requests,we will manufacture the products according to your requests.

What’s your MOQ?

Our MOQ is 1kg. But usually we accept less quantity such as 100g on the condition that sample charge is 100% paid.

Do you supply product report?

Yes. We’ll give you product analysis report before shipping.

  Is there a discount?

Different quantity has different discount.

Shipping

1. ≤50kg, Express delivery recommended, usually called as DDU service;

2. ≤500kg, Air shipping recommended, usually called as FOB, CFR, or CIF service;

3. >500kg, sea shipping recommended, usually called as FOB, CFR, or CIF service;

4. For high value products, please select air shipping and express delivery for safe.

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