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USNIC ACID CAS 125-46-2

Molecular Formula: C18H16O7

Formula Weight: 344.32

ZSpharmac: USNIC ACID Supplement

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Product Name: USNIC ACID
CAS No: 125-46-2
Purity: 99%

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Basic Info

Product Name:USNIC ACID
Other Names:(+)-Usnic Acid
CAS:125-46-2
Place of Origin:Shandong, China
Brand Name:ZSpharmac
Type:Cosmetic Raw Materials
Appearance:Pale Yellow Silk Needle Crystal
EINECS No.:204-740-7
Storage:Under Inert Gas (Nitrogen or Argon) at 2-8°C
Provide:USNIC ACID MSDS;
USNIC ACID COA

What is USNIC ACID?

Lichen (lichen) is a kind of biological organism with high genetic stability, also known as lichen type fungi, which is formed by symbiotic bacteria (ascomycetes or spore fungi) and symbiotic algae (cyanobacteria or green algae) after a long biological evolution. . Lichens are an important class of organisms in natural ecosystems and are widely found in nature, including plateaus, grasslands, forests, arid deserts, rock surfaces, and even equatorial and polar regions. Taxonomically, lichens are regarded as an independent phylum, and there are currently 522 known genera and more than 13,500 species. my country is very rich in lichen resources, involving 232 genera and 1766 species, of which more than 300 kinds of lichens are unique to my country. The secondary metabolites produced by lichens have strong biological activity. Lichen has been widely used for antibacterial treatment in the folk for a long time. Because many secondary metabolites produced by lichen have strong antibacterial effects, after penicillin, lichen was officially used as a screening method for antibiotics between 1940 and 1950. an important research object. In fact, a large number of studies carried out in modern times have further confirmed the antibacterial effect of lichens.

USNIC ACID is presently among the most essential as well as extensively distributed lichenic acids, likewise known as lichenic acid. Among numerous varieties of the genus Evernia, Cetraria, Cladonia, Parmelia, Lecanora, Haematomma, etc, in the Usneaceae, The content of lichens in the lichen family members as well as litmus household usually represents 0.1 to 4% of the completely dry weight of the lichen, as well as the material in the golden tree hair (Alectoriaochroleuca) is 8%. USNIC ACID is a powerful furan antibiotic with optical activity. It is found in lichens in two kinds (+) and also (-). According to reports, USNIC ACID was made right into different dose kinds in the previous Soviet Union in the 1960s, as well as was commonly made use of in the therapy of wounds, burns, chapped and other conditions. Because of its strong anti-bacterial, anti-radiation, disinfectant and various other results, usnic acid has been used in medication, fragrance, cosmetics as well as other industries, and also included as a pure compound to toothpaste, mouthwash, deodorant, sun block oil as well as fat burning products and so on. Recently, research study on USNIC ACID has concentrated on anti-bacterial, antiviral, insecticidal, antitumor, and anti-inflammatory elements.

USNIC ACID Property

Melting point 200°C
alpha D16 +509.4° (c = 0.697 in chloroform)
Boiling point 399.43°C (rough estimate)
density 1.2869 (rough estimate)
refractive index 495 ° (C=0.7, CHCl3)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C

 

USNIC ACID Uses

1. Clinical application: Daily oral administration of 0.1-1.0g USNIC ACID sodium salt can improve some symptoms of human pulmonary tuberculosis and intestinal tuberculosis such as cough, loss of appetite, fever or intestinal tuberculosis diarrhea, and even make tuberculosis Microscopic examination of bacteria turned negative. It can also be used for purulent wounds, burns and skin infections.

2. Application in environmental monitoring: Paraquat (an extremely toxic herbicide) can transfer electrons to O2 from different transport systems, producing superoxide radicals. Two kinds of lichens, the small wrinkled plum and the smooth plum, were treated with paraquat, and then the content of USNIC ACID in the two lichens was measured by HPLC. As a result, the content of usnic acid in smooth plums increased by 36.3%, and in small wrinkled plums by 13.7%. They believe that the action of usnic acid depends on different lichen species. This study provides directions for the application of usnic acid in pharmaceutical, cosmetic and environmental biomonitoring.

3. Applications in other areas: In recent years, USNIC ACID has been found to have the functions of analgesics and antipyretics. compared with cortisone hemisuccinate. At the same time, it has been found to have similar effects as antiviral, antiprotozoal, antiproliferative and anti-inflammatory drugs. Intravenous injection of 10mg/kg of usnic acid sodium can rapidly and significantly enhance the respiration of anesthetized cats, increase ventilation, increase oxygen consumption, and increase body temperature for a long time, all of which indicate that its metabolism is improved, similar to dinitrophenol , and the toxicity is greater than that of dinitrophenol. Because of its antibacterial effect, USNIC ACID can be used as a preservative.

USNIC ACID Pharmacology

1. Antibacterial effect: USNIC ACID can effectively inhibit the growth of Gram-positive bacteria such as Staphylococcus aureus, MRSA, Bacillus acnes, Corynebacterium, and can inhibit the growth of Pyrosporidium, directly killing Staphylococcus aureus. cells, and hinder the signal transduction pathway of Pseudomonas aeruginosa, suggesting that Usnea chinensis extract and usnic acid can be used to treat acne, rosacea, seborrheic dermatitis and other related skin diseases; in addition, USNIC ACID has the effect of eliminating sa drug-resistant plasmids. The elimination rate was 52% within 24 hours, and the duration of action was extended to 48 hours, and the elimination rate was up to 14.6%. It may be used for clinical treatment of drug-resistant sa infection.

2. Antiviral effect: Studies have shown that USNIC ACID has the potential to inhibit the proliferation of mouse polyoma virus, mainly by inhibiting the formation of messenger RNA, thereby indirectly inhibiting DNA replication. Usnic acid in Usnea longiflora has inhibitory activity against Epstein-barrvirus (EBV), of which (+)-usnic acid showed the highest inhibitory activity (ED501.0 μg/mL), while ( The inhibitory activity of -)-usnic acid was weak (ED505.0μg/mL).

3. Insecticidal effect: (+)-USNIC ACID has the activity of killing the promastigote of Leishmania donovani (Kala-azar), and the in vitro activity concentration of (+)-usnic acid is 25μg/mL. The minimum effective concentration of S-(-) usnic acid to kill Trichomonas in vitro was 0.4 mg/mL, and there was no significant difference in the in vitro killing effects of usnic acid at or above 0.4 mg/mL and the same concentration of metronidazole. Usnic acid has a growth inhibitory effect on trypanosome larvae within 5-30 μg/mL, and usnic acid can also significantly reduce the amount of trypanosomes in the blood, with 40 or 80 μg/mL USNIC ACID acting on infected macrophages cells, which can lead to the disintegration of trypanosome mitochondria and Golgi apparatus, and the cytoplasm becomes vacuolated, but it has no effect on host cells.

4. Anti-tumor effect: USNIC ACID has anti-wild-type P53 breast cancer cell line MCF7, non-functional P53 breast cancer cell line MDA-MB-231, lung cancer cell line H1299 and various cancer cell lines L1210, 3LL, DU145, MCF7 , K-562 and U251 activity, but does not cause damage to the DNA of normal cells, so it is expected to be developed into a new generation of anticancer drugs. The inhibitory effect of usnic acid extracted from the fungus Usnea on the proliferation of prostate cancer PC-3M cells in vitro was studied. The cell growth inhibition experiment showed that the maximum inhibition rate could reach more than 80%, and the biological effect was inhibited in a dose-dependent manner. relationship, indicating that usnic acid has an inhibitory effect on PC-3M cells cultured in vitro, slows down the proliferation of tumor cells, and has an obvious anti-tumor effect. But usnic acid had no inhibitory effect on 12(S)-LOX cultured with human platelets in vitro. The water solubility of usnic acid is poor. We used 10% HP-β-CD as a solubilizer to investigate the effect on three human malignant cell lines under the condition of pH 7.4. -70-fold increased solubility in CD with EC50s of 2.9 μg/mL, 4.3 μg/mL and 8.2 μg/mL for T-47D, Panc-1 and PC-3 cells, respectively.

5. Anti-inflammatory activity: The anti-inflammatory activity of usnic acid was studied using the rat foot swelling test (acute inflammation) and the rat cotton ball granuloma test (chronic inflammation), and ibuprofen was used as the positive control drug. For acute inflammation, the anti-inflammatory effect of ibuprofen is better than that of usnic acid at the same dose as ibuprofen (oral 100 mg/kg); for chronic inflammation, the anti-inflammatory effects of the two are equivalent, and there is a significant difference compared with the control group , it is speculated that the anti-inflammatory mechanism of pine acid is related to the inhibition of prostaglandin synthesis.

6. Other activities: To study the effect of sodium usneate on promoting skin wound healing, the overall experiment shows that external application of usnic acid sodium can accelerate the repair of experimental large skin damage, but at 0.5 ~ 8μg/mL, it can promote the proliferation of L929 fibroblasts. No promotion. In addition, the effect of sodium usnate on fibroblasts and its mechanism of promoting wound healing were also investigated. The results showed that sodium usnate could promote fibroblasts to secrete TGF-1 and EGF, and with the increase of drug concentration The enhancement can produce chemotactic effects on repair cells and inflammatory cells, promote repair cell migration and extracellular matrix deposition, and promote wound healing. In addition, experimental studies have shown that usnic acid has a good gastroprotective effect on indomethacin-induced gastric ulcer model in rats. Compared with the model group, it can significantly increase the levels of SOD, GSH and GPx, reduce the level of LPO, and increase the level of SOD, GSH and GPx in rats. cNOS, reduce iNOS. In terms of anti-radiation, the absorption of lichen secondary metabolites in the UV region was studied. The results showed that usnic acid mainly had absorption in the UV-B region and was relatively stable to light. And the photolysis product of usnic acid still has UV absorption, suggesting that USNIC ACID is a very potential natural sunscreen that can be used in cosmetics such as sunscreen.

Preparation Process of USNIC ACID

1. Alkaline water extraction
Weigh 50g of pulverized Usnea raw material, and carry out a single factor experiment according to the following table,

制备工艺图

The ratio of material to liquid was 1:10 and 1:8, and the 90 ℃ hot water bath was extracted twice for 2 hours each time. The filtrate was combined and acidified, and the content of USNIC ACID was determined from the usnic acid product. The results are shown in the figure:

制备工艺图

With the increase of NaOH concentration, the yield of usnic acid products increased. When NaOH reached 1.0%, the yield was the largest, which was 7.2%; the content of usnic acid also increased with the increase of NaOH concentration, when the NaOH concentration was At 1.5%, the content is the highest, which is 27.8, and its conversion rate [(ie product yield × usnic acid content)/the mass of usnic acid in the material] is also the highest, which is 72.9%, so when extracting with alkaline water , 1.5% NaOH should be selected as the extraction solvent. 2. Alkali-alcohol extraction Weigh 50g of crushed usnea raw material, the ratio of material to liquid is 1:10 and 1:8, extract twice in a 90°C hot water bath for 2 hours each time, the filtrate is combined and acidified, and the usnea acid product is obtained to determine the pine The content of dioxylic acid, the results are shown in the figure:

制备工艺图

According to the effect of different concentrations of Na2CO3 on the extraction of usnic acid under the same ethanol concentration (75%), it can be seen that with the increase of Na2CO3 concentration, the yield of USNIC ACID products increases; the product with the highest usnic acid content is No. 1 treatment, and the content decreased with the increase of Na2CO3; No. 4 and No. 3 had higher conversion rates, which were 86.2% and 82.9%, respectively. Comprehensive consideration, should choose No. 3 treatment, namely 75% ethanol + 4% Na2CO3.

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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