174 results about "Tyrosol" patented technology

The invention relates to a method for biosynthesis of tyrosol in Escherichia coli and application of tyrosol, which belongs to the field of bioengineering technology. According to the method for biosynthesis of tyrosol in Escherichia coli, tyrosine or glucose is used as a substrate, (4-hydroxyphenyl)pyruvic acid is produced under the catalysis of ammonialyase coded by Escherichia coli; (4-hydroxyphenyl)acetaldehyde is produced under the action of the microzyme 4-hydroxyphenylpyruvate decarboxylase; (4-hydroxyphenyl)acetaldehyde is catalyzed by alcohol dehydrogenase so as to produce tyrosol; and a phenylacetaldehyde dehydrogenase gene of Escherichia coli is knocked out at the same time so as to block the transformation channel for (4-hydroxyphenyl)acetaldehyde into (4-hydroxyphenyl)acetic acid and promote accumulation of (4-hydroxyphenyl)acetaldehyde and transformation of (4-hydroxyphenyl)acetaldehyde into tyrosol. The invention provides a novel production approach for tyrosol; and the method lays a foundation for large-scale industrial production of tyrosol and has important economic values and social benefits.

The present invention provides new classes of phenol compounds, including those derived from tyrosol and analogues, useful as monomers for preparation of biocompatible polymers, and biocompatible polymers prepared from these monomeric phenol compounds, including novel biodegradable and / or bioresorbable polymers. These biocompatible polymers or polymer compositions with enhanced bioresorbabilty and processibility are useful in a variety of medical applications, such as in medical devices and controlled-release therapeutic formulations. The invention also provides methods for preparing these monomeric phenol compounds and biocompatible polymers.

The invention relates to an escherichia coli expression strain for high production of tyrosol and / or salidroside and icarisid D2 and an application of the escherichia coli expression strain, wherein the escherichia coli expression strain does not express feaB, tyrR, pykA, pykF and pheA genes, and contains and can express a tyrA* gene shown by SEQ ID No:1, an aroG* gene shown by SEQ ID No:2, and ppsA, tktA, aroB, aroD, aroE and ARO10 genes. The invention also provides a method for biologically synthesizing tyrosol and / or salidroside and icarisid D2 in the escherichia coli expression strain, wherein the yield of tyrosol can reach 600mg / L, the yield of salidroside can reach 50mg / L, and the yield of icarisid D2 can reach 40mg / L, so that the method is a new biological synthesis path for high production of tyrosol and / or salidroside and icarisid D2, lays a foundation for large-scale industrial production of tyrosol and / or salidroside and icarisid D2, and has important economic values and social benefits.

The invention discloses a method for chemically synthesizing natural product salidroside. In the method, lewis acid serving as a catalyst, tyrosol of acyl protected phenolic hydroxyl serving as a glycosylation receptor, and beta-D-5 acetyl glucose serving as glycosylation donor perform a glycosylation reaction to obtain 1-[2-(4-acyloxy phenyl) ethyl]-2,3,4,6-O-tetraacetyl-beta-D-glucopyranoside; and acyl protecting group is removed in an alkaline condition to obtain salidroside. Compared with the traditional method, the method has easily available raw materials, the glycosylation receptor, the glycosylation product and the final product can be prepared through recrystallization, column chromatography and other purification processes are eliminated, the reaction step is short, the preparation process is simple, the glycosylation reaction catalyst has low cost and is easily available, so that the preparation cost is remarkably reduced; and a heavy metal salt catalyst is not used in the reaction, so that the synthesis product is more suitable to be used as a raw material of medicaments and health-care products. The method is suitable for industrial production of salidroside.

The present invention relates to a method for obtaining purified hydroxytyrosol from products and by-products derived from the olive tree by means of two-step chromatographic treatment. The invention uses a non-activated ion exchange resin chromatographic method, followed by a second treatment on an XAD-type absorbent non-ionic resin which concentrates and completely purifies the hydroxytyrosol by means of elution with a methanol or ethanol:water dissolution (from 30 to 33%). The method of the invention can also be applied to two-phase pomaces, three-phase pomaces and stones if they are subjected to a steam explosion process.

The invention provides olive-derived vegetation water substantially free of monophenolic compounds (e.g., tyrosol and its derivatives) from olive pits. According to one aspect of the invention, the pits or seeds are removed from the olives prior to pressing. The pitless pulp or meat is then pressed to obtain a liquid-phase mixture including olive oil, vegetation water, and solid by-products. The vegetation water is separated from the rest of the liquid-phase mixture and collected. The vegetation water is useful as a source of oleuropein.

The invention discloses a method for efficiently enriching high-quality hydroxyl tyrosol from olive leaves. The method comprises the following steps of: sifting a raw production material with high content of hydroxyl tyrosol from 10 breeds of olive leaves; extracting by using ultrasonic wave or microwave; and carrying out macroporous resin adsorption and medium pressure column chromatogram separation to prepare an extract containing more than 90% of hydroxyl tyrosol. Compared with the traditional purifying method, the method has the characteristics of simplicity, convenience, quickness, economy, high yield, and the like and is suitable for industrial production.

The invention discloses a recombinant strain capable of producing tyrosol and a construction method thereof, and belongs to the field of microorganisms. The method comprises the following steps: constructing a recombinant carrier pRSFDuet-ARO10-ARO8 by a gene engineering technology; transforming the recombinant carrier into escherichia coli BL21(DE3) from which a gene pheA and a gene feaB are removed by gene engineering to obtain a strain BE0; carrying out a whole-cell catalysis reaction; fermenting for 20 hours by taking 10mN of tyrosine as a substrate to produce 6.76mM of tyrosol, wherein the tyrosine transformation ratio can be up to 67.3 percent; performing chemical mutagenesis on the basis of the recombinant strain to obtain a recombinant strain BE2 capable of producing tyrosol at high yield with optimized performance; carrying out a whole-cell catalysis reaction; fermenting for 20 hours by taking 10mN of tyrosine as a substrate to produce 8.71mM of tyrosol, wherein the tyrosine transformation ratio can be up to 87.1 percent.

The invention relates to a method for synthesizing salidroside by utilizing enzyme catalyzed direct glucosylation, comprising the following steps: carrying out a reaction on glucose, tyrosol and enzyme in a solvent containing a buffer solution; and collecting the salidroside by adopting the conventional method, wherein, the solvent comprises an icon-containing liquid and an organic solvent. Compared with the existing method, in the method, a reaction medium composed of the ionic liquid is adopted as a reaction system for synthesizing the salidroside by utilizing the enzyme catalyzed direct glucosylation; the enzyme activity and the enzyme stability are ensured; the dissolubility of the substrate in the reaction system is improved; the water activity in the reaction system is reduced; the expensive glucoside donor needs not to be used, and the salidroside can be further synthesized; the separation and purification processes of the product are simple, the unreacted tyrosol can be recovered and recycled, thus lowering the production cost, and satisfying the requirements of rapidly developing the medical industries.

The present invention provides new classes of phenolic compounds derived from hydroxyacids and tyrosol or tyrosol analogues, useful as monomers for preparation of biocompatible polymers, and the biocompatible polymers prepared from these monomeric hydroxyacid-phenolic compounds, including novel biodegradable and / or bioresorbable polymers. These biocompatible polymers or polymer compositions with enhanced bioresorbabilty and processibility are useful in a variety of medical applications, such as in medical devices and controlled-release therapeutic formulations. The invention also provides methods for preparing these monomeric hydroxyacid-phenolic compounds and biocompatible polymers.

The invention discloses recombinant escherichia coli for producing tyrosol and a construction method and application thereof and belongs to the technical field of bioengineering. The escherichia coliheterologously expresses a saccharomyces cerevisiae pyruvate decarboxylase gene ARO10* after codon optimization. According to the recombinant escherichia coli, the ARO10* gene is integrated while a lacI locus, a trpE locus, a pabB locus, a pabA locus and a pykF locus of an escherichia coli genome are deleted, and a strain containing multiple copies of the ARO10* gene is obtained. On the basis of the recombinant strain, the ARO10* gene is randomly integrated at the multiple loci, and the ARO10* gene is inserted at a yccX locus so that the strain with high tyrosol yield can be obtained. No inducer nor antibiotic is required for fermentation by using this strain. After 48 hours of fermentation, the yield of tyrosol can reach 28 mM.

The invention discloses a method for synthesizing phenetyl, which uses p-chlorophehol or p-bromophenol as starting reaction raw material. It first uses methyl, benzyl or tert-butyl to protect the phenolic hydroxyl, the parivis which is protected by the phenolic hydroxyl reacts with the magnesium in the ether, tetrahydrofuran, tert-butyl methyl ether, isopropyl ether and its mixing solution to obtain the Grignard reagent, the Grignard reagent directly reacted with the etox to obtain the tyrosol which is protected by the phenolic hydroxyl, the tyrosol reacts with the dimethyl sulfate, dimethyl carbonate, trimethyl orthoformate to obtain the tyrosol ether which is protected by phenolic hydroxyl, which obtains the product in acid or hydrogenation protection.

The invention discloses a Rhodida plant callus and suspension cell granule production method, comprising: (1) constructing a Rhodida plant aseptic culture system to culture and obtain aseptic Rhodida plants with roots, stems and leaves; (2) inoculating the roots, stems or leaves of the Rhodida plants into a callus induction culture medium to carry out callus induction culture and successive transfer culture to obtain good suspension cell granules originated from different organs of the Rhodida plants. The good suspension cell line originated from different organs of the Rhodida plants has the characteristics of fast growing speed, good dispersibility, high content of secondary metabolites (wherein the content scope of Salisorosides Rosavin and tyrosol are respectively 1-3% and 0.5-0.7% of the dry weight of the suspension cells) and the like, is very stable in successive transfer culture and degradation phenomenon does not exist.

The invention discloses a novel method for rapidly preparing hydroxytyrosol and belongs to the technical field of extraction and separation of active ingredients of natural products. According to the novel method, the olive leaf extract containing oleuropein serves as a raw material, and hydroxytyrosol is prepared by rapid hydrolysis under alkaline conditions. The method comprises the following steps: weighing a certain amount of olive leaf extract, mixing with an alkaline solution, reacting under a certain temperature and time, cooling to room temperature, adding a little amount of acid to neutralize until the pH is equal to 7, centrifuging, collecting the supernatant fluid, adding a proper amount of ethyl acetate for extracting, performing rotary evaporation to remove ethyl acetate, sequentially allowing the obtained concentrated solution to pass through macroporous resin and sephadex resin, and finally carrying out spray freeze-drying or vacuum freeze-drying to obtain high-purity hydroxytyrosol. The purity can be up to over 90 percent. The novel method is easy to operate, short in time, high in efficiency, high in quality and suitable for industrialization.

The invention discloses an extract of a tyrosol plant, which is extracted from a root or a rhizome of a rhodiola rosea or from a mature fruit or a flower of a glossy privet fruit or from fermented soy sauce or vinegar residue. The invention also discloses an extract preparation of the tyrosol plant and the purpose of the extract preparation. The invention also discloses an extract of a salidroside plant of the tyrosol side product and the preparation and purpose of the extract. The extraction technology of the extracts of the invention is advanced, and the content of the effective components of the extracts is high, and the extracts can be fit for the requirements of the industrialized production technology and the pharmacy.

The invention discloses a preparation method of long-circulation lipidosome of an olive polyphenol extract rich in hydroxytyrosol and verbascoside. Olive leaf is taken as a raw material, and is prepared into an olive polyphenol extract by extracting with 30 to 50 percent of ethanol, separating with a ceramic membrane and an ultrafiltration membrane and concentrating with a nanofiltration membrane; 90 percent of the hydroxytyrosol, 10 to 40 percent of an oleuropein extract and 90 percent of the verbascoside are compounded to prepare the olive polyphenol extract rich in the hydroxytyrosol and the verbascoside; the hydroxytyrosol and verbascoside polyphenol as model materials, lecithin, cholesterol, a Tween-80 surfactant and the like are prepared into the corresponding lipidosome. The lipidosome has the advantages that the bioavailability of the olive polyphenol extract is remarkably increased, and high encapsulation efficiency, uniform particle size distribution, good stability, slow release property, oxidation resistance and an antibacterial effect are achieved. The preparation method is simple and feasible, equipment is simple, and the application of the lipidosome in the medicine field can be widened.

The invention provides a recombinant saccharomyces cerevisiae strain for producing tyrosol and / or salidroside and application thereof and belongs to the technical field of genetic engineering. According to the recombinant saccharomyces cerevisiae strain for producing the tyrosol and / or salidroside, applied exogenous genes comprises AROL gene, PcAAS gene, AtUgt85A1 gene, ARO4* gene and ARO7* gene,which serve as five key enzyme encoding genes during biosynthesis of the tyrosol and / or salidroside and are introduced and overexpressed in saccharomyces cerevisiae, so that metabolic flux from glucose to tyrosine can be reduced to enhance the biosynthesis of the tyrosol and / or salidroside and further to achieve construction of a route of de novo synthesis from glucose to the tyrosol and / or salidroside for the saccharomyces cerevisiae.

The invention discloses glycosyl transferase for catalyzing synthesis of gastrodin or salidroside, a gene coding the glycosyl transferase and application of glycosyl transferase. The glycosyl transferase for catalyzing synthesis of gastrodin or salidroside is as shown in SEQ ID No.1. Experiments prove that the glycosyl transferase for catalyzing synthesis of gastrodin or salidroside can be used for respectively catalytically converting hydroxy-benzyl alcohol into gastrodin and converting tyrosol into salidroside, and the yield of gastrodin and salidroside can be remarkably improved.

The invention provides a cultivation method and plant application of a plant including salidroside. Tyrosol is added to plant growth solid mediums such as soil, ground substance and fertilizer, 0.1-100g tyrosol is added for one kilogram of the solid mediums or 0.1-1000g tyrosol is added for every plant, and the tyrosol is supplemented at certain time interval or not. The tyrosol taken by the plant is converted into salidroside under the action of related enzymes in cells, so that the plant can obtain physiological and pharmacological activity of the salidroside. The plant can be used directly and can be made into health food, drug, food additives and the like or can be used as a raw material for extracting the salidroside.

The reaction occurs in a medium buffered with phosphate in an aqueous medium, at neutral pH and at room temperature. Hence, the reaction medium consists of: tyrosol, as precursor; (commercial) mushroom tyrosinase to catalyze the process and vitamin C in excess. Reaction starts after initial shaking. The reaction stops when the concentration of the initial tyrosol is exhausted. In order for the reaction to continue, it will suffice to add more tyrosol (always ensuring that the vitamin C / tyrosol ratio is more than 1). Once the desired concentration of hydroxytyrosol is obtained, it is filtered. The enzyme with molecular weight over twice the size of the pore is retained in the filter and can be used once again. This first extract, which is very enriched in antioxidant hydroxytyrosol with a high antioxidant capacity (in the present case, in combination with vitamin C), can already be used as a food additive.

The invention relates to a method of preparing a wide range of hydroxytyrosol esters. According to the invention, the compounds are synthesised by reacting synthetic hydroxytyrosol or natural hydroxytyrosol compounds, oleuropein or oleuropein aglycones (which are found in olive oil, vegetable water, olive marc or olive leaves) with an acylating agent which is a compound containing at least one acylic group R, wherein R is H, an alkyl radical with between 1 and 31 linear, branched or cyclic carbon atoms, an alkenyl radical with up to 31 linear, branched or cyclic carbon atoms or an aryl group. The invention also relates to the esters prepared with the inventive method, which can be used as an additive in food and cosmetic products as well as in pharmaceutical preparations.

The invention relates to a separation and purification method of salidroside in natural rhodiola sachalinensis. The separation and purification method is characterized by comprising the steps of: slicing the natural rhodiola sachalinensis serving as a raw material; carrying out ultrasonic water leaching, low-temperature alcohol participation and vacuum concentration to obtain a water extract; carrying out solvent stripping and impurity removal, solvent extracting and back-extracting to obtain a high-purity salidroside water solution; and finally, carrying out vacuum concentration, absolute ethyl alcohol crystallization, separation and drying to obtain the salidroside. The purity of the salidroside extracted by adopting the separation and purification method can reach above 97 percent; the yield in a purification stage of a novel process is greatly increased, the yield in an extraction and purification stage of salidroside can reach above 70 percent, and the raw material utilization rate is increased; an addition product tyrosol enriching solution can be obtained; and the separation and purification method is simple in process, convenient for operation and suitable for industrialized massive production.

The invention provides a method for simultaneously preparing gram-grade high-purity tyrosol, renulatin and salidroside from rhodiola crenulata. With rhodiola crenulata as a raw material, the gram-grade high-purity tyrosol, renulatin and salidroside from rhodiola crenulata are prepared from such steps as ethanol extraction, alcohol precipitation, filtration, macroporous adsorption resin separation and silica gel column purification. The method is simple, convenient and quick, and provides a new way of thinking for the mass preparation of the three compounds.

The present invention relates to a process of obtaining a natural, bioactive concentrate, rich on hydroxytyrosol, from olive tree residues and subproducts using clean technologies. These technologies comprise supercritical fluid extraction, nanofiltration and reverse osmosis which are used individually or in an integrated mode. The natural extract comprises a minimum concentration of 15% (mass fraction) in hydroxytirosol and a maximum concentration of 98% (mass fraction) in this compound. The hydroxytyrosol-rich concentrate exhibits anti-oxidant, anti-microbial, anti-inflammatory and anti-carcinogenic activities, which are superior to the activities observed for isolated hydroxytyrosol in equivalent concentration. The hydroxytyrosol-rich concentrate can be prepared in the form of solid particles, as an aqueous solution, in an emulsion or as lipidic based nanoparticles. Industrial application comprises the food, pharmaceutical and cosmetics industries.

The invention discloses a hydroxytyrosol containing nanoemulsion preparation and a lyophilized agent thereof. The hydroxytyrosol containing nanoemulsion preparation is prepared from hydroxytyrosol, asurface active agent, an oil phase and a water phase. A preparation method of the hydroxytyrosol containing nanoemulsion preparation comprises the steps that 1, the surface active agent and hydroxytyrosol are weighed and added into oil to serve as the oil phase, and the materials are stirred and mixed in a water bath; 2, purified water is weighed and added into a beaker, the materials are placed in the water bath, the oil phase is slowly and dropwise added into the water bath under the water bath condition, and the materials are fully stirred to be completely emulsified until and a clear transparent solution with bluish opalescence and with the viscosity similar to an aqueous solution is formed; 3, the nanoemulsion preparation is frozen and dried, water is removed, and the hydroxytyrosol nanoemulsion freeze-dried preparation is prepared. The hydroxytyrosol nanoemulsion prepared through the method has the advantages of being good in stability, low in viscosity, small in grain size and capable of being diffused and permeating into the skin more easily, the lyophilized preparation is conveneitn to store and transport, and can be added into cosmetics, medicine and healthcare food moreflexibly and conveniently.

The present invention provides new classes of phenol compounds, including those derived from tyrosol and analogs, useful as monomers for preparation of biocompatible polymers, and biocompatible polymers prepared from these monomeric phenol compounds, including novel biodegradable and / or bioresorbable polymers. These biocompatible polymers or polymer compositions with enhanced bioresorbabilty and processibility are useful in a variety of medical applications, such as in medical devices and controlled-release therapeutic formulations. The invention also provides methods for preparing these monomeric phenol compounds and biocompatible polymers.

The invention discloses a method for synthesizing left-handed hydrochloric betaxolol. It employs tyrosol as raw material, and comprises benzyl protection, alkanisation, pulling off protection, alkanisation, aminating and getting high- enantiotropy product. The invention is characterized by simple operation, easy get raw material, low toxicity, safe and convenient operation, low pollution, high productivity and short period.

Hydroxytyrosol extracted from olives and / or from the solid residues of olives after the extraction of olive oil, by acid hydrolysis and purification on resin columns eluted with water contains hydroxytyrosol and tyrosol, is free from sugars, has a residual content of Benzo[a]pyrene that is less than 2 microg / Kg (weight BaP / weight of extract as dry matter), containing a weight ratio of hydroxytyrosol to hydroxymethylfurfural of between 45:1 and 10000:1, and the content of hydroxytyrosol in the extract is at least 0.5% (w / w) with purity of at least 40% (by HPLC 280 nm).

The invention relates to an application of hydroxytyrosol in a medicine used for preventing and curing obesity. The hydroxytyrosol is capable of effectively reducing the increment of weight, as well as accumulation of epididymis fat and perirenal fat during the generating process of obesity. Moreover, the hydroxy tyrosol can reduce the contents of triglyceride, free fatty acid and hunger insulinum in blood; and in addition, the hydroxy tyrosol is capable of obviously restraining the generation of fatty liver, reducing the weight of the liver, and restraining the accumulation of the triglyceride and cholesterol in the liver. Therefore, the hydroxy tyrosol has the function of promoting fat metabolism and cholesterol metabolism, can effectively protect the liver function, and cure and prevent the occurrence of obesity, and belongs to a drug with high curative effect, safety and simplicity.