Methyl hesperidin is a kind of flavonoid compound formed by hesperidin with formazan, which can increase the coronary flow of isolated rabbit heart, enhance the heart result of canines, minimize myocardial oxygen usage, and loosen up separated bunny aortic strips. Decrease the vascular resistance of the dog’s lower limbs, significantly decrease high blood pressure and coronary, kidney, and also cerebrovascular resistance, and boost coronary and kidney blood flow. The combination of methyl hesperidin and VitC can stop and also treat high blood pressure and also brain blood. In recent times, orange vitamin C granules have actually been developed; as early as the 1960s, it has actually become the primary basic material of “Maidong”, as well as it is compatible with other medications to enhance blood vessels. Extensively made use of in clinical. Today, methyl hesperidin is stemmed from the methylation of hesperidin (hesperidin R), and the conventional process is to dissolve hesperidin in salt hydroxide solution by fluid alkali method (sodium hydroxide approach), and afterwards Include methylation reagent – dimethyl sulfate for methylation response to acquire methyl hesperidin, the return of this technique is only 70.0%.
Methyl Hesperidin Property
583.81°C (rough estimate)
1.3090 (rough estimate)
DMSO (Slightly), Pyridine (Slightly), Water (Slightly)
Application of Methyl Hesperidin
Methyl hesperidin is a mix of numerous comparable substances created by the methylation reaction of hesperidin, but the major part is 3-methyl hesperidin, which is conveniently soluble in water as well as belongs to the vitamin P class of drugs, with antiviral and antiviral residential properties. Anti-bacterial impact, can additionally improve the duty of vitamin C; can prevent the duty of tyrosinase, made use of for the treatment of dark places, freckles and also various other skin diseases, has the result of lightening the skin; can enhance capillary resistance, keep regular permeability of blood vessels, Make capillaries elastic and also challenging, stop as well as deal with capillary blood loss, gingival blood loss, and so on; on top of that, methyl hesperidin can be made use of for nosebleeds, retinal hemorrhages, intestinal bleeding, as well as avoidance and therapy of blood loss before or after surgery: for” The raw products of “Maitong”, “Xinmaining” and “Orange Vitamin C” prep work are also utilized in whitening as well as spot-removing products and artificial additive.
Qualitative Reaction of Methyl Hesperidin
① Take about 10mg of methyl hesperidin, add 10ml of 60% ethanol, warm to dissolve, and divide the solution into two parts. Add 1ml of hydrochloric acid and a little magnesium powder to one part, and it will gradually appear purple; add a drop of FeCl3 test solution to the other part, and it will appear brown.
②Take an appropriate amount of methyl hesperidin and make an aqueous solution containing 10mg in 1ml. Take 2ul spots on a 5×30cm slow chromatography filter paper, shake vigorously with ethyl acetate-benzene-absolute ethanol-water (86:14:2:50), and take the supernatant as the developer after standing still (pre-set in the chromatographic tank, sealed overnight at 20~30°C), and perform chromatography. Spread the solvent to about 20cm away from the spotting baseline, take it out, and after drying, spray with 2% magnesium acetate methanol solution, dry it, and inspect it under ultraviolet light (λ=254nm). Except for blue-green spots, no Has yellow or tan spots.
Synthesis of Methyl Hesperidin
Weigh 10g of refined hesperidin and put it in a beaker, dissolve it completely with 5% sodium hydroxide solution, add 10ml of saturated lime water, adjust the pH value of the solution to make the pH of the solution = 9-10, stir to make It is mixed evenly, and at 30°C, 3.2ml of dimethyl sulfate is added dropwise, and the dropwise addition is completed within 20 minutes, stirred for 3 hours, left standing for 18 hours, extracted, neutralized, concentrated and refined.
Mechanism of Methylation Reaction
In the phenol molecule, due to the p-π conjugation between the lone pair of electrons of the oxygen atom and the large π bond of the benzene ring, the electrons on the oxygen atom are transferred to the benzene ring to increase the polarity of the O-H bond, so H is easier to dissociate It shows certain acidity, so it is easy to undergo neutralization reaction with condensing agent to form calcium phenate. Calcium phenate is a strong alkaline substance with strong nucleophilicity and is prone to nucleophilic substitution reaction.
The reaction process is:
C29H35O14-O- is a nucleophile, the methyl carbon is the central carbon atom, and -OSO3CH3 is the leaving group. The substitution reaction process can be described as: the nucleophile first attacks the central carbon atom from the back of the leaving group, and at the same time, the leaving group gradually leaves with electrons. The three hydrogens on the central carbon atom are deflected to the side of the leaving group due to the attack of the nucleophile. When they reach the transition state, the C-O bond is partially formed, and the C-Br bond is partially broken, and then the nucleophile and the center The combination of carbon atoms is gradually strengthened, while the leaving group gradually moves away with electrons, and finally the substitution product is obtained.
The phenolic hydroxyl group in the hesperidin structure undergoes a neutralization reaction under the action of a condensing agent to obtain an oxygen anion. Due to the electron-withdrawing effect of the -C=О group, the electron cloud on the A ring shifts to the -C=О group, which reduces the electron cloud density around the 5-oxygen atom; while -OCH3 is an electron-donating group, its The electron push effect increases the electron cloud density around the 3′-oxygen atom, so the electron-donating ability of the 3′-oxygen ion is stronger than that of the 5-oxygen ion, that is, the nucleophilic ability of the 3′-oxygen ion is stronger .
About Products: If you need Methyl Hesperidin as a cosmetic raw material, please contact our service staff directly, we will provide you with high-quality products at the best price. As an experienced manufacturer and supplier of Methyl Hesperidin, ZSpharmac will provide Methyl Hesperidin raw materials to customers all over the world for a long time. Over the years, the company has been adhering to the spirit of “integrity management, strict quality control, customer first”, and has won unanimous praise from domestic and foreign customers.
Company Profile and Corporate Culture
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.
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
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.
Business Type: Manufacturer
Product Range: Cosmetic raw materials
Products/Service:Cosmetic raw materials (flavors and fragrances,antioxidant products, moisturizing and hydrating, whitening agents, cosmetic additives)
Factory Location : Diao Town Industry Park, Zhangqiu City, Jinan City, Shandong Province, China.
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