43 results about "Quercetin derivatives" patented technology

The invention belongs to the field of the pharmaceutical chemistry, and relates to quercetin derivatives having a structure represented by formula (I), or analogs thereof, and a use of the quercetin derivatives or the analogs in the inhibition of hepatitis C virus replication. The above compounds or the pharmaceutically acceptable salts thereof can inhibit the replication of hepatitis C viruses in human liver tumor cells, and can be used to prepare medicines for preventing or treating hepatitis C virus related diseases as hepatitis C virus inhibitors, wherein the hepatitis C virus related diseases comprise hepatitis C, and hepatic cirrhosis and hepatic tumors caused by the hepatitis C viruses.

Methods and compositions are described that comprise pyrone analogs such as flavonoids and cyclodextrins including quercetin and quercetin derivatives and sulfoalkyl ether cyclodextrins. In some cases the compounds of the invention are administered with a therapeutic agent such as an analgesic. In some cases, treatment with the compositions of the invention can result in the modulation of central nervous system and / or fetal effects of substances. Methods and compositions are described for the modulation of efflux transporter activity to increase the efflux of drugs and other compositions out of a physiological compartment and into an external environment. In particular, the methods and compositions disclosed herein provide for the increase of efflux transporter activity at blood-brain, blood-CSF and placental-maternal barriers to increase the efflux of drugs and other compositions from physiological compartments, including central nervous system and fetal compartments.

The present invention is a hair treatment agent comprising a combination of dihydroquercetin and / or a dihydroquercetin derivative with at least one amino acid. A preferred hair treatment agent comprises a combination of dihydroquercetin (taxifolin) with a six-amino acid mixture consisting of taurine, proline, valine, arginine, lysine, and glycine. The inventive hair treatment agent positively influences the natural pigmentation process of skin and skin appendages, such as for example, stimulating melanogenesis and pigmentation of hair, preventing and reducing the graying of hair, and repigmenting gray hair.

The invention provides quercetin derivatives. The chemical structural general formulas of the quercetin derivative is as shown in the specification; and the synthetic method of the quercetin derivative comprises the following steps: (1) taking a carbonate and the like as the acid-binding agents and potassium iodide as the catalyst, and reacting the quercetin with a halogen substitute of fatty acid ethyl ester; (2) separating and purifying by silica gelcolumn chromatography, and collecting the same components to obtain three yellow powdery compounds: quercetin ester derivatives; and (3) taking the synthesized derivatives as the reactants, respectively, adding NaOH aqueous solution and taking polyethylene glycol as the phase transfer catalyst; separating and purifying by silica gelcolumn chromatography, and collecting the same components to obtain quercetin carboxylic acid derivatives, respectively. The synthetic method of the series quercetin derivatives provided by the invention is simple and easy to operate; the yield of each product is high; and the series quercetin derivatives are remarkably improved in both water solubility and lipid solubility compared with the quercetin.

The invention relates to hydroxyethylated meletin derivative with general formula (I), and the R1, R2, R3, R4, R5 are H or -CH2CH2OH, and at least one of R1, R2, R3, R4, R5 is -CH2CH2OH, but R1, R2 are not H, and R3, R4, R5 are -CH2CH2OH. The invention also relates to method for preparing said compound, comprising dissolving meletin in basic solution, adding epoxyethane or chlorethanol, stirring, neutralizing with acid to be neutral, getting coarse product; removing salt with one methodof normal chromatogram, chromatogram, hyperfiltration, ion exchange, electrodialysis and hyperfiltration; drying and getting yellow or amber-yellow powder hydroxyethylated meletin derivative. The product is widely used in preparing drug, cosmetics, health products and foodstuff.

The invention discloses a quercetin derivative and a preparation method thereof and belongs to the field of medicine synthesis. In order to solve the problems that quercetin is poor in water solubility, low in bioavailability and the like in the prior art, the quercetin derivative is provided, and the obtained quercetin derivative has the lipid solubility far better than quercetin, has greatly improved bioavailability and can be used for treating cardiovascular and cerebrovascular diseases and resisting and preventing cancer. The invention also aims to provide a method for synthesizing the quercetin derivative. The quercetin is used for protecting hydroxyl, a substitution reaction and a hydrogeneration reaction are performed for preparation of the quercetin derivative, and the high-purityquercetin derivative is prepared. The natural quercetin is chemically modified and subjected to a substitution reaction at a 5-OH hydroxyl site, thereby improving the water solubility and lipid solubility of the quercetin and improving the bioavailability. The method adopts a simple principle, the product yield is high and is 37%-57%, the purity reaches 96%-98%, and Rf ranges from 0.2 to 0.5.

The invention discloses an extract of an active anti-fatigue part of okra, and a preparation method and application thereof. The extract of the active anti-fatigue part of okra uses total polyphenols as a main active anti-fatigue component, wherein the total polyphenols account for 11.79 to 23.34% of the total mass of the extract of active anti-fatigue part and mainly comprise catechin derivatives and quercetin derivatives, and the quercetin derivatives are mainly composed of quercetin-3-O-gentiobioside, quercetin-3-O-glucose-xyloside, isoquercitrin, quercetin-3-O-malonyl-glucoside, rutin and quercetin. The extract of the active anti-fatigue part of okra provided by the invention can substantially prolong the load swimming time of mice, eliminate lactic acid accumulation after sports, reduce the content of serum urea nitrogen, increase hepatic glycogen and improve the antioxidation capability of mice in a stress state, and has substantial anti-fatigue effect.

The invention discloses a quercetin derivative and a preparation method and application thereof. The preparation method comprises the following steps: firstly using dichlorodiphenylmethane to protect quercetin o-diphenol hydroxyl, combining a benzyl protection group to obtain the selectively protected quercetin derivative, and then independently reacting with dimethyl sulfate, diethyl sulfate, allyl bromide, paratoluensulfonyl chloride and acetic anhydride respectively to generate corresponding quercetin derivatives. All of the prepared derivative compounds have NRK-49F proliferation activity inhibition superior to that of quercetin. The quercetin derivatives 20a-1, 14a-1 and 23d-1 compositely replaced by methyl and p-tosyl have higher inhibition NRK-49F proliferation activity, and the inhibition ratio respectively reaches 86.33%, 78.04% and 75.91%. Thus, the currently obtained quercetin derivative compounds have obvious inhibition effect on kidney fibroblast NRK-49F proliferation.

The invention discloses quercetin or quercetin derivative and platinum complexes and salts thereof in the filed of medicines. The chemical structural formula of the complexes is the formula (I) or formula (II). The invention also discloses methods for preparing the complexes and the salts thereof and uses of the complexes and the salts thereof in the preparation of drugs for treating cancers.

The invention discloses a quercetin derivative and a preparation method and application thereof. The preparation method comprises the following steps of firstly, mixing quercetin, formaldehyde and ammonia to prepare Mannich alkaline of the quercein; reacting with 2-oxazolidine (thio)one and SOCl2; protecting phenolic hydroxyl of the quercetin, oxidizing by NaNO2, and removing protecting groups, so as to obtain the quercetin derivative. The prepared quercetin derivative can be used for inhibiting brain tumors and central nervous system tumors via blood brain barrier.

The invention discloses application of a compound (QB) shown in a formula I in preparation of medicines for prevention and / or treatment. The MTT experiment displays that the proliferation inhibition effects of the compound QB on the four tumor cells, such as human esophageal squamous carcinoma cell EC109, the human esophageal squamous carcinoma cell EC9706, the human gastric carcinoma cell SGC7901 and mouse melanoma cell B16-F10, are obviously superior to those of quercetin. The inhibition effect of (IC50=5.201mu g / mL) on the EC109 cells is equivalent to that of fluorouracil 5-FU(IC50=5.426mu g / mL), the toxic or side effect is relatively small, and the compound is a potential antitumor candidate compound.

The invention relates to arylethanolamine quercetin derivatives or pharmaceutically acceptable salts thereof. The derivatives comprise stereoisomers or tautomers thereof. The method for preparing the derivatives comprises the following steps: preparing Mannich base of quercetin from quercetin, formaldehyde and ammonia, and reacting with aryl ethylene oxide, thereby obtaining the arylethanolamine quercetin derivative. The arylethanolamine quercetin derivatives have the effects of treating asthma.

The invention relates to a nitrogen mustard quercetin derivative comprising a stereisomer or a tautomer, a preparation method of the nitrogen mustard quercetin derivative, a medicinal composition taking the derivative as an active component, and application of the medicine to cancer treatment. The preparation method of the derivative comprises the following steps: preparing Mannich alkali of quercetin from the quercetin, formaldehyde and chlorethamin, and performing reaction on the Mannich alkali and substituted phosphoramidic dichloride to prepare the nitrogen mustard quercetin derivative. The nitrogen mustard quercetin derivative has an anti-tumor effect.

This invention relates to quercetin derivative, its preparation, and a pharmaceutical combination, as well as their medical uses for the prevention or treatment of diseases related to 5HT1A receptor or neuron cell damages, including Alzeheimer's disease, drug or alcohol dependence, sleep disorders or panic state; and for delaying senility, improving learning and memory, preventing and treatment of neuron cell damages caused by various kinds of cerebral damages.

The invention provides a prunus mume leaf extract, a preparation method and application thereof. The prunus mume leaf extract is prepared from, by weight, 0.5-10.0% of quercetin, 0.5-5.0% of isorhamnetin, 50.0-70.0% of plant glucoside, 5-10% of quercetin derivative and isorhamnetin derivative and inevitable impurities. Prunus mume leaves are extracted through the method combining ethanol extraction and ultrasonic extraction, ethanol at 40-65 DEG C is used for extraction so that solubility of quercetin and isorhamnetin can be improved, the dissolving-out speed increased due to ultrasonic extraction, and accordingly dissolution is more thorough. The prunus mume leaf extract is a pure natural component and has the functions of reducing ultraviolet radiation, preventing oxidation and the like, and accordingly skin cells are protected. The extract can also have the function of preventing skin acne generation, reduces pigmentation, inhibits stain generation, and makes skin white and bright.

The invention relates to bola type quercetin derivatives and a preparation method thereof. A bola type amphiphilic molecule is formed by connecting two polar head groups by using a hydrophobic chain; and unique natures such as better stability and compatibility in a plasma membrane are given to the bola type amphiphilic molecule through the special structure. The bola type quercetin derivatives shown as general formulas I-V are developed by utilizing bola type characteristics to increase the water solubility and the bioavailability of the derivatives; meanwhile, proved by research results, compared with non-bola type quercetin lipid derivatives, the bola type quercetin derivatives are capable of better inhibiting the growth activity of tumor cells; the bola type quercetin derivatives are transformed into nanometer drugs through micromolecule self-assembly on the basis of the structure to improve the physicochemical property of compounds; the ability of targeting focal tissues is enhanced and the damage of the drugs to normal tissues and cells is reduced; and R and n in the general formulas are defined as the claim.

The invention discloses a quercetin derivative chemically modified by dodecanoyl chloride and a synthesis method thereof, belonging to the field of pharmaceutical synthesis. The method comprises the following steps of: adding raw materials namely quercetin and dodecanoyl chloride into a solvent, adding a proper amount of catalyst and acidity regulator, reacting for 8-10 hours under the condition of ice water bath to room temperature, adjusting the pH value to 6-7 with acid after the reaction is finished, adding water, extracting with ethyl acetate, separating liquid, and continuously extracting a water layer with ethyl acetate for 2-3 times. Combine ethyl acetate layers, adde water absorbing agent, overnight, suction filtering, distil to remove ethyl acetate to obtain crude product, purifying with 200-300 mesh silica gel column chromatography, preparing liquid phase, and purifying again to obtain quercetin derivative with high purity. The quercetin derivative obtained by the inventioncarries out chemical modification on natural quercetin, and is favorable for improving water solubility and fat solubility and improving bioavailability through substitution reaction at the 4'-OH hydroxyl position. The quercetin derivative can be used for treating diseases such as hypertension, myocardial ischemia and cancer.

The invention discloses an application of 3-O-methyl quercetin to resisting oxidation or reducing blood sugar, and belongs to the technical field of pharmaceuticals. The invention aims to provide a quercetin derivative-3-O-methyl quercetin having activity of resisting oxidation and reducing blood sugar, and an application of the quercetin derivative-3-O-methyl quercetin as an alpha-glucosidase inhibitor and an antioxidant to preparation of medicines and / or health-care products for treating diabetes. The 3-O-methyl quercetin disclosed by the invention has favorable alpha-glucosidase restrainingactivity, and besides, has the activity of resisting oxidation. The in vitro alpha-glucosidase restraining experiment proves that the 3-O-methyl quercetin disclosed by the invention has significant restraining activity on the alpha-glucosidase, and the IC50 value for restraining the alpha-glucosidase is 1.38+ / -0.01 [mu]g / mL which is significantly better than that of quercetin.

The invention discloses a composition for inhibiting alpha-glucosidase and application of the composition and belongs to the technical field of natural active compounds. The composition disclosed by the invention comprises daidzein and a quercetin derivative, wherein the quercetin derivative is dihydroquercetin or 3-O-methyl quercetin; wherein the mass ratio of the daidzein to the dihydroquercetin is (8: 25)-(10: 25); and the mass ratio of the daidzein to the 3-O-methyl quercetin is (8: 2)-(8: 4). The composition disclosed by the invention has an obvious synergistic effect of inhibiting alpha-glucosidase, the effect of the composition is superior to that of single use of a flavone compound, the dosage of medicines can be reduced, and the occurrence of drug resistance is reduced.

The present invention provides novel Quercetin derivatives of formula (I) and pharmaceutically acceptable salts, hydrates, and solvates thereof,wherein R1 is hydrogen, benzyl or substituted benzyl; R2 is hydrogen, benzyl or substituted benzyl, linear or branched (C1-C6) alkyl, substituted alkyl, aryl, substituted aryl, heterocycle and substituted heterocycle, useful for treatment of various disorders including cancer, multi-drug resistant cancers, viral infections etc. The invention also provides a process for the preparation of compounds of formula (I) and pharmaceutical compositions comprising the same.

The invention discloses an extract of an active anti-fatigue part of okra, and a preparation method and application thereof. The extract of the active anti-fatigue part of okra uses total polyphenols as a main active anti-fatigue component, wherein the total polyphenols account for 11.79 to 23.34% of the total mass of the extract of active anti-fatigue part and mainly comprise catechin derivatives and quercetin derivatives, and the quercetin derivatives are mainly composed of quercetin-3-O-gentiobioside, quercetin-3-O-glucose-xyloside, isoquercitrin, quercetin-3-O-malonyl-glucoside, rutin and quercetin. The extract of the active anti-fatigue part of okra provided by the invention can substantially prolong the load swimming time of mice, eliminate lactic acid accumulation after sports, reduce the content of serum urea nitrogen, increase hepatic glycogen and improve the antioxidation capability of mice in a stress state, and has substantial anti-fatigue effect.

The invention discloses a preparation method and application of a quercetin derivative grafted with 5-(4-hydroxybenzyl)-2, 4-thiazolidinedione with a blood sugar reducing function. According to the quercetin-3-O-glucuronide-linked 5-(4-hydroxybenzyl)-2, 4-thiazolidinedione compound disclosed by the invention, the quercetin-3-O-glucuronide-linked 5-(4-hydroxybenzyl)-2, 4-thiazolidinedione compound is prepared by linking quercetin-3-O-glucuronide with 5-(4-hydroxybenzyl)-2, 4-thiazolidinedione, the structural formula of the quercetin-3-O-glucuronide-linked 5-(4-hydroxybenzyl)-2, 4-thiazolidinedione compound is shown as a formula (I), and the quercetin-3-O-glucuronide-linked 5-(4-hydroxybenzyl)-2, 4-thiazolidinedione compound prepared by the invention has the function of reducing blood sugar and can be used for preparing medicines for treating diabetes mellitus.

Provided herein are polyphenol-enriched lettuce powders comprising particles of a polyphenol-enriched lettuce or extract, wherein the polyphenol-enriched lettuce comprises from 40-280 mg / g of polyphenols. The polyphenols include any combination of a chlorogenic acid, a neochlorogenic acid, a chicoric acid, a quercetin, a quercetin derivative, and an anthocyanin. The disclosure also provides compositions and methods of using the polyphenol-enriched lettuce powders to promote wound healing and treat inflammation and skin disorders.

The invention relates to bola type quercetin derivatives and a preparation method thereof. A bola type amphiphilic molecule is formed by connecting two polar head groups by using a hydrophobic chain; and unique natures such as better stability and compatibility in a plasma membrane are given to the bola type amphiphilic molecule through the special structure. The bola type quercetin derivatives shown as general formulas I-V are developed by utilizing bola type characteristics to increase the water solubility and the bioavailability of the derivatives; meanwhile, proved by research results, compared with non-bola type quercetin lipid derivatives, the bola type quercetin derivatives are capable of better inhibiting the growth activity of tumor cells; the bola type quercetin derivatives are transformed into nanometer drugs through micromolecule self-assembly on the basis of the structure to improve the physicochemical property of compounds; the ability of targeting focal tissues is enhanced and the damage of the drugs to normal tissues and cells is reduced; and R and n in the general formulas are defined as the claim.

The invention relates to a nitrogen mustard quercetin derivative comprising a stereisomer or a tautomer, a preparation method of the nitrogen mustard quercetin derivative, a medicinal composition taking the derivative as an active component, and application of the medicine to cancer treatment. The preparation method of the derivative comprises the following steps: preparing Mannich alkali of quercetin from the quercetin, formaldehyde and chlorethamin, and performing reaction on the Mannich alkali and substituted phosphoramidic dichloride to prepare the nitrogen mustard quercetin derivative. The nitrogen mustard quercetin derivative has an anti-tumor effect.

The invention discloses a quercetin derivative and a preparation method thereof, and belongs to the field of pharmaceutical synthesis. The invention aims to solve the problems of poor water solubility and low bioavailability of quercetin in the prior art, and provides a quercetin derivative Derivatives, the fat solubility of the obtained quercetin derivatives is far better than that of quercetin, and the bioavailability is greatly improved, which can be used for treating cardiovascular and cerebrovascular diseases, anti-cancer and anti-cancer. Another object of the present invention is to provide a method for synthesizing the quercetin derivative, using quercetin to protect the hydroxyl group, then performing a substitution reaction and a hydrogenation reaction to prepare the quercetin derivative, and obtaining a high-purity quercetin derivative, The present invention chemically modifies natural quercetin, and through the substitution reaction at the 5-OH hydroxyl position, it is beneficial to improve its water solubility and fat solubility, and improve its bioavailability. The method has simple principle, high product yield, and high product yield. 37%‑57%, purity 96%‑98%, R f = 0.2 to 0.5.

The basis to develop a cosmetic and pharmaceutical composition based on a combinatorial derivative of quercetin in the form of nanoparticles (liposomes) for the treatment of atherosclerosis and its complications, as well as hypertension, for rejuvenating the body and healing wounds.The problem is solved by obtaining a cosmetic and pharmaceutical composition based on a combinatorial quercetin derivative, characterized in that the modified combinatorial quercetin derivative is represented as a combinatorial library (mixture) of quercetin derivatives obtained by simultaneous combinatorial modification of quercetin with at least two alkylating and acylating modifiers in the combinatorial reaction synthesis to obtain the maximum number of different derivatives of quercetin, and as biologically active substances, a whole combinatorial mixture of quercetin derivatives is used without separation into individual components to create cosmetic and pharmaceutical compositions.

The present invention relates to: a decursin amine compound which is a novel decursin derivative represented by chemical formula 1 that can improve the bioavailability of decursin and be used as a starting material for preparing various decursin derivatives having amide bonds to study structure-activity relationships; and a method for preparing same. [Chemical formula 1]

The invention discloses a derivative of quercetin and its preparation method and application. In the preparation method, dichlorodiphenylmethane is used to protect the quercetin o-diphenol hydroxyl group, and combined with a benzyl protecting group to obtain selective protection. The quercetin derivatives are separately reacted with dimethyl sulfate, diethyl sulfate, allyl bromide, p-toluenesulfonyl chloride and acetic anhydride to generate corresponding quercetin derivatives. The prepared derivative compounds all showed better inhibitory activity of NRK-49F proliferation than quercetin. Among them, quercetin derivatives 20a‑1, 14a‑2 and 23d‑1, which were substituted by methyl group and p-toluenesulfonyl group, exhibited better inhibitory activity on NRK‑49F proliferation, and the inhibition rates reached 86.33%, 78.04%, 75.91%. It can be seen that the currently obtained quercetin-derived products have a significant inhibitory effect on the proliferation of renal fibroblast NRK-49F.