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The Introduction of Naringin

September 30,2023

The content of crystal water and its melting point in pure Naringin, Naringin varies depending on the crystallization and drying method, and the Naringin molecule obtained by crystallization with water as solvent contains 6~8 crystal water, melting point of 83 °C; The Naringin molecule obtained after drying to constant weight at 110 °C contains 2 crystalline water, and its melting point rises to 171 °C. Soluble in methanol, ethanol, acetone, acetic acid, dilute alkali solution and hot water, at room temperature, the solubility in water is 0.1%, and it can reach 10% at 75 °C. Insoluble in petroleum ether, ether, benzene and chloroform and other non-polar solvents.

【Aliases】: Naringin, Narin, citrus, Isohesperidin

【Plant source】: mainly found in the fruit of the Rutaceae plant Citrus grandis, grapefruit (Citrus paradisi), orange, orange peel and pulp

【CAS NO]:10236-47-2

【Molecular Formula】:C27H32O14

【Molecular weight】:580.53

【Properties】: light yellow powder or off-white powder. Flavonoids

【Specification content】: 98%

【Detection method】: HPLC

【melting point and solubility】: six to octahydrate, melting point about 83 °C, dried at 110 °C to constant weight dihydrate, 1 gram melted in 1000ml of water, melted in acetone, ethanol, hot acetic acid and hot water, not soluble in ether, ethane and chloroform. Naringin belongs to dihydroflavonoids, under alkaline conditions, pyranone ring cracking, hydrogenation treatment, dihydrochalcone sweetener can be prepared.

Uses and application

Pharmacological effects

Naringin has anti-inflammatory, antiviral, anticancer, anti-mutamic, anti-allergic, anti-ulcer, analgesic, and hypotensive activities, can lower blood cholesterol, reduce the formation of blood clots, improve local microcirculation and nutrient supply, can be used for the production of prevention and treatment of cardiovascular and cerebrovascular diseases.

Application

(1) Antibacterial: the effect on Staphylococcus aureus, Escherichia coli, dysentery bacillus and typhoid bacillus is weaker than its glycogen.

(2) Anti-inflammatory: intraperitoneal injection of 100mg/kg in mice can reduce psychogenic ankle edema. Subcutaneous injection of 100mg/kg in rats also has significant anti-inflammatory effects, which are related to reducing capillary permeability.

(3) Antiviral: 200μg/ml concentration has a strong inhibitory effect on vesicular stomatitis virus. It had a protective effect on virus infection in mice, and the survival time of the drug group was significantly longer than that of the control group.

(4) Inhibition of ocular aldose reductase: In rats, the inhibition of melt at a concentration of 10-4mol/L is 80%. This effect may be useful in the treatment of diabetic cataracts.

(5) As a bitter agent: its bitterness is equivalent to 1/5 of the bitterness of quinine (cinchona alkali). However, grapefruit (glycoside) ligand 7-rue gum has no bitter taste. The bitter taste of grapefruit and lime is caused by the inclusion of this product. In addition, there is an anti-peroxidation effect. It is also one of the flavonoids in the genus Citrus that stimulate the spawning of the blue phoenix butterfly (Pupilio protenor).

(6) It can be used as a raw material for the synthesis of neohesperidin and neohesperidin dihydrochalcone. Under alkaline conditions, the pyranone ring cracks, and after hydrogenation, dihydrochalcone sweeteners can be prepared.

(7) When applied in a small amount, it can make the perineum swell, stimulate the erectile center of the spinal cord and cause sexual function hyperfunction.

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