Eriodictyol (3 ', 5,4', 7-tetrahydroxyflavone, eriodictyol) is a polyphenolic flavonoid widely distributed in fruits and vegetables, mainly in lemon and peanut. Light yellow crystalline powder, soluble in methanol, slightly soluble in boiling water, hot ethanol and glacial acetic acid, soluble in dilute alkali. It has the functions of anti-oxidation, anti-inflammatory, analgesia, and improving diabetes and diabetes complications. North American sage herb, also known as sage phenol, comes from the fruit of lemon, a Rutaceae plant. It is light yellow crystalline powder, which has strong antioxidant effect.
North American holy herb (7-o glucoside) and naringin-7-o glucoside exist in Dracocephalum plants of Labiatae. These plants of Dracocephalum are mainly distributed in temperate Asia, mostly in high mountains and semi-arid areas, and a few extend to central and Northern Europe. One species is distributed in North America. There are about 32 species and 7 varieties in China, distributed in the northeast, North China, northwest and southwest. This genus is widely used among the people, especially in Xinjiang Uygur Autonomous Region. Many kinds of this genus are used as drugs for tracheitis and cardiovascular diseases.
Density: 1.586 g/cm3 melting point: 270 ° C boiling point: 625.2 ° C at 760 mmHg flash point: 241.9 ° C water solubility: 0.366 mg/ml Figure 1 shows the chemical structural formula of San Cao phenol. The flavone with o-diphenol hydroxyl on the B ring has the strongest antioxidant activity. San Cao phenol is a flavone with o-diphenol hydroxyl on the B ring. It can be known that San Cao phenol is a natural antioxidant with strong potential antioxidant activity.
metabolic pathway：
Taking the aromatic amino acid L-tyrosine as the carbon source, the metabolic pathway in E. coli is shown in Figure 2: L-tyrosine generates 4-coumaricacid / p-coumaricacid under the action of tyrosine ammonia lyase; P-coumaric acid is then mediated by 4-coumaric acid coenzyme A ligase to form its corresponding coenzyme A ester coumaroyl coenzyme A (coumaroyl COA); Then coumarin coenzyme A and three molecules of malonyl coenzyme a synthesize one molecule of naringin chalcone under the action of type III polyketide synthase chalcone synthase; Then chalcone isomerase isomerized naringenin, chalcone was converted into naringenin; Finally, flavone 3'hydroxylase and P450 reductase jointly catalyze the hydroxylation of naringin, adding a hydroxyl group at the 3' position of naringin to convert it into hydroxyphenol.
About a semi synthetic method of pyrol in the field of chemical synthesis: to solve the problems of rare raw materials, complex process, high cost and low yield in the current synthesis process of pyrol. The technical scheme adopted by the invention is: a semi synthetic method of sage phenol, which comprises the following steps:
Step 1) mix neohesperidin with hydrobromic acid with a mass ratio of 1: (5-8), heat it after mixing, monitor the liquid phase until the purity of saonol is above 89~91%, stop the reaction, and obtain the reaction solution;
Step 2) add water to the reaction solution to reduce the temperature, and then extract and filter to obtain the wet crude of pyrol;
Step 3) add ethanol to the wet crude of sage phenol and add activated carbon to decolorize;
Step 4) after the decolorization is completed, remove the activated carbon, concentrate the ethanol solution dissolved with phenol, place it for crystallization, filter and dry it to obtain the refined product of phenol.
[pharmacological action]
San Cao phenol has antioxidant, anti-inflammatory, analgesic It can improve diabetes and diabetes complications. Some studies have found that sage phenol can effectively protect the death of keratinocytes induced by ultraviolet rays by inhibiting the cleavage of pro-caspase-3 or pro-caspase-9 and the release of cytochrome c. sage phenol can resist bacteria and inflammation, plays a crucial role in the pathogenesis of diabetes, and can inhibit the induction of type I allergic reaction by immunoglobin e (Ig E) /antigen (Ag), At the same time, it has analgesic and warming effects.
Main inspection methods:
A HPLC method was established to determine the contents of naringin-7-o glucoside and North American sage-7-o glucoside in yanqinglan, and to investigate the contents of two dihydroflavonoids in the whole grass and different parts of yanqinglan Using phenomenex C18 column, methanol acetonitrile water (32:8:60) as the mobile phase, the flow rate was 1ml/min, and the UV detector with 284 nm wavelength was used for detection. The content of the two dihydroflavones in the leaves was the highest, the content in the stems was very low, and the content in the roots was not detected. The established method was simple, sensitive and accurate.