60 results about "Piceatannol" patented technology

The invention discloses a method for synthesizing a stilbene compound by utilizing a Kornblum oxidation reaction. In the method, substituted benzyl chloride is taken as a raw material, DMSO, namely dimethyl sulfoxide is adopted to prepare a corresponding substituted benzene formaldehyde compound through Kornblum oxidation and a target product stilbene compound is prepared through Wittig-Horner condensation. The method is simple and practicable, has safe reactant in the synthesizing process, moderate reaction condition and high yield, is suitable for industrialization production of various stilbene compounds, such as benximode, rosewood stilbene, resveratrol, oxidized resveratrol and piceatannol and the like, and is further applied to the pharmaceutical field.

The invention discloses a preparation method of water-soluble toluylene compound prodrugs. PEG (Polyethylene Glycol) or mPEG (monomethoxy-Polyethylene Glycol)-carboxybutyryl or acetyl-amino acid is taken as a modifier for modifying toluylene compounds such as (E)-3,5-dihydroxy-4-isopropyltoluylene, resveratrol oxide, pterostilbene, piceatannol, resveratrol and the like to prepare prodrugs thereof. By adopting the modified prodrugs, the water solubility and stability of these compounds are improved, the bioactivity is increased, the aim of releasing under control is fulfilled, and the application ranges of these compounds in the industries of medicines, foods and the like are further expanded. The method is suitable for preparing prodrugs by modifying toluylene compounds with the PEG (Polyethylene Glycol) or mPEG (monomethoxy-Polyethylene Glycol)-carboxybutyryl or acetyl-amino acid. The prepared prodrugs are further used for preventing and treating diseases such as fungi, eczema, arteriosclerosis, coronary heart disease, virus hepatitis, AIDS, cancers and the like.

The invention discloses a sustained/controlled release microsphere of a chitosan coated stilbene compound using a biological extract Genipin as a cross-linking agent and a preparation method thereof. In the microsphere, a cross-linked condensation compound layer of the chitosan and the Genipin serves as a capsule shell and is used for coating a medicament 3,5-dihydroxyl-4-isopropyl stilbene, resveratrol, pterostilbene, oxidized resveratrol or piceatannol; the medicament stability of the product is improved; the sustained/controlled release of the medicament is realized; and the released Genipin after in vivo metabolism of the capsule shell has the characteristics of biocompatibility, no cytotoxicity and the like. The invention is applicable to the sustained/controlled release microspheresof Genipin cross-linked chitosan coated 3,5-dihydroxyl-4-isopropyl stilbene, resveratrol, pterostilbene, oxidized resveratrol, piceatannol and other stilbene compounds and a preparation method thereof. The preparation method is low in requirements on the control condition and easy to operate. In the microspheres, the quality is uniform; the grain size is 0.1 to 100 mu m; the surface of the microsphere has a multiporous structure; and the entrapment rate of the capsule shell to the medicament is 30 to 90 percent.

The invention relates to the field of medicines and discloses a pharmaceutical composition for treating cardiovascular diseases. The composition comprises piceatannol 3'-O-glucoside, polydatin and a piceatannol 3'-O-glucoside derivative. Research found that the composition significantly improves the area of cerebral infarction and the area of myocardial ischemia after ischemia-reperfusion, fundamentally improves various damages caused by ischemia for patients with ischemic cardiovascular diseases, and has a good clinical application prospect.

Novel preparations of phytochemical ingredients that are serviceable as health supplements for the body, particularly tissues susceptible to cancer, including, e.g. prostate tissue and breast tissue and, including, e.g., female breast tissue; for example, all possible combinations and permutations of member from each of the following 5 groups: 1) plant indoles, including sources of plant indoles (e.g. diindolemethane); 2) plant flavonoids, polyphenols, stilbenes and related substances, including sources of plant flavonoids, polyphenols, stilbenes, and related substances (e.g. resveratrol and piceatannol); 3) D-glucaric acid and derivatives thereof (e.g. calcium D-glucarate and 1,4-GL) and sources thereof; 4) medium chain triglycerides and sources thereof; and 5) phospholipids and sources thereof (e.g. lecithin).

The invention discloses application of stilbenoids in a quorum sensing system for inhibiting chromobacterium violaceum. The stilbenoids comprise three stilbenoids, namely, resveratrol, piceatannol and oxyresveratrol. In the chromobacterium violaceum, generation of purple pigment is controlled by quorum sensing. The three stilbenoids of resveratrol, piceatannol and oxyresveratrol can all significantly inhibit quorum sensing of the chromobacterium violaceum under the sublethal concentration condition, namely, the condition without influencing growth of the chromobacterium violaceum, wherein the activity of resveratrol is the highest. The three stilbenoids of resveratrol, piceatannol and oxyresveratrol can be prepared into a quorum sensing inhibitor to the chromobacterium violaceum, can effectively inhibit quorum sensing and prevent bacteria infection and has an important practical value in clinic bacteriostasis application.

According to the method for preparing piceatannol of the invention, a condensation reaction between 3,5-dimethoxy benzyl phosphoric acid diethyl ester and 3,5-dimethoxy benzaldehyde is carried out to generate 3,4,3',5'-tetramethoxy stilbene, with dimethyl formamide as a solvent and tert-butyl alcohol potassium as a catalyst; then 3,4,3',5'-tetramethoxy stilbene conducts a demethylating reaction to generate piceatannol, with dichloromethane as a solvent. The method for preparing piceatannol of the invention has a yield reaching 45-50%, which is raised substantially compared with a prior synthesis yield. In addition, the preparation method of the invention requires cheap and easily available raw materials, is simply operated and easily controlled; reactants related to a synthesis process are safe; and the prepared piceatannol has a high purity; therefore, the method can be widely applied to industrial production.

The invention relates to the field of medicines and discloses a pharmaceutical composition and uses thereof. The composition comprises piceatannol 3'-O-glucoside, polydatin and a piceatannol 3'-O-glucoside derivative. Research found that the composition significantly improves the area of cerebral infarction and neurological functions after ischemia-reperfusion, fundamentally improves various damages caused by ischemia for patients with cerebrovascular diseases, has excellent treating functions for cerebrovascular diseases, and has a good clinical application prospect.

The invention discloses a preparation method of piceatannol. The preparation method comprises the following steps: (1) crushing passion fruit seeds, adding 50-60 DEG C aqueous solution the amount of which is twice that of the passion fruit seeds, adding 0.1-0.5% of biological enzyme for enzymolysis, adding 50-90% ethanol solution for reflux extraction for 2-3 times, recovering the reagent from the extract and then adding the extract to a macroporous resin for adsorption, performing gradient elution by use of the ethanol solution, concentrating, standing and precipitating the eluate, and filtering to obtain the precipitate; (2) dissolving the precipitate by use of 95% ethanol, putting the solution through an aluminum oxide short column, collecting the column passing solution, adding 1-2 times of water by volume, stirring thoroughly and standing for crystallization, filtering out the crystals, performing reflux dissolution on the crystals by use of 95% ethanol for recrystallization, and drying the crystals to obtain the piceatannol. As the method is used for producing the piceatannol, the obtained piceatannol is high in purity, and the process is simple and easy to operate, high in extraction efficiency and easy for industrial production.

The invention belongs to the field of biotechnology, and specifically relates to an induction culture medium and an induction method for differentiating umbilical stalk mesenchymal stem cells into neuron-like cells. The invention provides the induction culture medium and induction method for differentiating umbilical stalk mesenchymal stem cells into neuron-like cells. The induction culture mediumcomprises piceatannol and a base culture medium, and the concentration of piceatannol in the induction culture medium is 62.5-250mu mol/L. According to the induction method, the umbilical stalk mesenchymal stem cells are cultivated in the induction culture medium and are differentiated directionally so as to obtain neuron-like cells. The induction method costs a short induction time, and can generate neuron-like cells with neurons and neuroglia through induction, thereby providing a new cell source for damage repairing of a central nervous system.

The invention provides a ultra-high performance liquid chromatography for measuring four kinds of phenolic substances including gallic acid, ellagic acid, piceatannol and resveratrol in a myrtle fruitsimultaneously. A pre-treated to-be-measured sample is detected by a ultra-high performance liquid chromatographic instrument according to the following conditions: gradient elution, the mobile phaseis acetonitrile-0.2% phosphoric acid; elution condition: 6% acetonitrile for 0-2 minutes, 6%-20% acetonitrile for 2-4 minutes, 20%-60% acetonitrile for 4-10 minutes, and 6% acetonitrile for 10-12 minutes; the detection wavelength is 215-380 nm; the flow speed is 0.1-0.6 ml/min; the column temperature is 25-50 DEG C; the sample injection volume is 0.5-15 mu L; a diode array detector; Waters CORTECS UPLC T3 chromatographic column (2.1 mm*100 mm, 1.6 microns). The method is simple, convenient and rapid, a reagent is consumed less, the stability is good, and the sensitiveness is high.

The invention provides a construction method of a rheum lhasaense fingerprint spectrum and a standard fingerprint spectrum of rheum lhasaense. High performance liquid chromatograph is conducted on a rheum lhasaense sample through a chromatographic column taking octadecylsilane chemically bonded silica as packing, the fingerprint spectrum is constructed by taking piceatannol 3'-O-glucoside as a reference peak, and the fingerprint spectrum is evaluated on this basis. The obtained rheum lhasaense fingerprint spectrum can comprehensively, systematically and characteristically reflect composition ingredients in rheum lhasaense, comprehensively and effectively evaluate the quality of rheum lhasaense and objectively reflect authenticity and merits of a product and is beneficial for product quality monitoring. The method is easy and convenient to operate, stable, high in precision and good in reproducibility.

The invention belongs to the field of synthesizing of compounds, and particularly relates to a synthesizing method of piceatannol 3'-O-belta-D-glucopyranoside. The synthesizing method is characterized in that a compound in a formula VIII is reacted, so as to obtain the piceatannol 3'-O-belta-D-glucopyranoside shown in a formula I, wherein in the formula VIII, R<4> is acetyl, benzyl, allyl or alloc. The synthesizing method has the advantages that the compound of piceatannol 3'-O-belta-D-glucopyranoside is synthesized; the cost of the used reagent is low, and the obtaining is easy; the operation is simple, and the total yield rate is 26%; a simple, efficient and environment-friendly piceatannol 3'-O-belta-D-glucopyranoside synthesizing route is provided, a first path is opened for the chemical synthesizing of the piceatannol 3'-O-belta-D-glucopyranoside, and the important meaning is realized in the field of medicines. The formula I and the formula VIII are shown in the description.

The present invention provides a synthesis method of piceatannol. The method comprises the following steps: reacting 3,5-dimethoxybenzyl alcohol with phosphorus oxychloride to obtain 3,5-dimethoxybenzyl chloride; adding the obtained 3,5-dimethoxybenzyl chloride and trimethyl phosphite into a solvent such as N,N-dimethyl formamide, after the reaction is completed, adding 3,4-dimethoxybenzaldehyde and a catalyst such as a sodium methoxide solution to obtain tetramethoxy piceatannol; and dissolving the obtained tetramethoxy piceatannol in chlorobenzene, then adding triethylamine and anhydrous aluminum chloride to obtain the piceatannol. According to the method provided by the present invention, a Wittig-Horner reaction is adopted, the raw materials are easily available, and the cost is low; and the overall process flow is easy in operation and high in product yield, and is suitable for industrial production.

The invention discloses an application of three stilbene compounds, namely resveratrol, piceatannol and oxyresveratrol, in inhibiting a pseudomonas aeruginosa quorum sensing system. Pseudomonas aeruginosa is one of the most common opportunistic pathogens which can cause serious acquired infection, and the quorum sensing system of the pseudomonas aeruginosa can regulate and control the generation of various virulence factors. In a sub-lethal concentration, the three stilbene compounds, namely the resveratrol, the piceatannol and the oxyresveratrol, can significantly inhibit the swarming of the pseudomonas aeruginosa and the generation of the virulence factor, namely pyocyanine, under the precondition of avoiding influence on the growth of the bacterium (the pseudomonas aeruginosa). The three stilbene compounds, namely the resveratrol, the piceatannol and the oxyresveratrol, can be prepared into pseudomonas aeruginosa quorum sensing inhibitors so as to effectively inhibit quorum sensing and prevent bacterium infection; and the inhibitors have an important practical value in clinical bacteriostatic application.

A purpose of the present invention is to provide a high piceatannol content piceatannol-containing composition derived from natural materials, and a preparation method thereof. According to the present invention, the piceatannol-containing composition containing 0.0001-99.9% by mass of piceatannol is extracted from passion fruit seeds; and during extraction of the piceatannol, after the passion fruit seeds are crushed, at least a solvent selected from a water-containing alcohol solvent or a water-containing ketone solvent is added to stir, the piceatannol is extracted from the passion fruit seeds contained in the solvent, and stage extraction is performed by preferentially using the two solvents such as the water-containing alcohol solvent and the water-containing ketone solvent.

The invention aims to provide a piceatannol-containing composition which comes from a natural product and contains piceatannol with high content and a method for preparing the piceatannol-containing composition. The piceatannol-containing composition which contains the piceatannol at a content of 0.0001-99.9 mass percent is extracted from passion fruit seeds. In addition, when the piceatannol is extracted, the passion fruit seeds are crushed, at least one solvent selected from a water-containing alcohol solvent and a water-containing acetone solvent is added into the seeds for stirring, and the piceatannol is extracted from the passion fruit seeds contained in the solvent. Thus, staged extraction is performed by using the two solvents best, namely the water-containing alcohol solvent and the water-containing acetone solvent.

The invention provides an application of a traditional Chinese medicine Cassia fistula L. fruit in preparing medicines used for treating AIDS, and especially in preparing medicines used for inhibiting HIV-1 protease. A Cassia fistula L. fruit ethyl acetate extract provided by the invention has an HIV-1 protease activity inhibition rate of 83.4%. IC50 of HIV-1 protease inhibition activity of piceatannol separated from Cassia fistula L. fruit is 59mum.

The invention relates to the field of pharmaceutical preparations, and relates to a calcium phosphate-lipid nano-drug co-delivery system consisting of low molecular weight heparin and a prodrug of a natural drug and a preparation method for the nano-drug co-delivery system. According to the nano-drug co-delivery system, nanoparticles prepared from a biodegradable lipid material are taken as carriers, and the phosphorylated prodrug PIC-POOH of the natural drug piceatannol (PIC) is physically entrapped, and the low molecular weight heparin (LMWH) adsorbs on the outer layers of the carriers by static electricity; and a nano preparation concentrates at a tumor site by utilizing the long circulating performance of the nano preparation and the enhanced permeability and retention (EPR) effect ofa solid tumor tissue, a related pathway for tumor cell metastasis is then regulated, angiogenesis is inhibited, and the anti-tumor metastasis action is exerted. Proved by assays, the nano-drug co-delivery system can inhibit the epithelial-mesenchymal transition (EMT) progress of tumor cells; proved by a tube formation assay, the nano-drug co-delivery system can significantly inhibit tumor angiogenesis; proved by in vivo administration evaluation, the nano-drug co-delivery system can reduce formation of lung metastasis on a mice model, and prolongs the survival time of tumor-bearing mice; and the nano-drug co-delivery system has an obvious anti-tumor metastasis effect, especially reduces triple negative breast cancer metastasis, and has high safety.

The invention belongs to the technical field of biological pharmacy, and especially relates to applications of piceatannol 3-O'-glucoside or piceatannol 3-O'-glucoside derivatives. It is shown by research that piceatannol 3-O'-glucoside or the piceatannol 3-O'-glucoside derivatives are capable of inhibiting excitatory amino acid toxicity, preventing nerve cell apoptosis, increasing nerve cell activity, reducing MDA level in nerve cells, and promoting nerve cell proliferation, and posses obvious protection effects on ALS cell models.

The invention discloses febrifuge for children. The febrifuge is prepared from the following main raw materials in parts by weight: 23-25 parts of tectochrysin, 19-28 parts ofdipyridamole, 7-18 parts of bishydroxycoumarin, 22-27 parts of 5-methoxyl-kushenol C, 35-47 parts of kurarinol W, 5-10 parts of marmesin, 8-16 parts of L-hydroxyproline, 4-7 parts of pimpinellin, 2-3 parts of piceatannol 3'-O-glucoside, 2-4 parts of apigenin-7-glucuronide and 8-9 parts of pinobanksin. Since raw material components are strictly selected according to the recognition on children fever, the febrifuge can achieve the aim of overall recovery, and has the characteristics of quick response, stable effect, convenience in carrying and taking and no toxic or side effect in long-term taking.