320 results about "Coumarin Compound" patented technology

The present invention discloses a class of isocoumarin derivatives, which have the following general formula, wherein R is selected from hydrogen atom, C1-C10 alkyl, halogen, carbonyl, hydroxyl, nitrile, ester, alkoxy or trifluoromethoxyl, and E1 or E2 is selected from C1-C6 alkyl formate, phenyl or nitrile. The present invention further discloses a synthesis method of the isocoumarin derivatives. According to the present invention, divalent copper is adopted as a catalyst, a simple and easily-available o-halogenated benzoic acid and an alkyne compound are adopted as starting raw materials to synthesize an isocoumarin compound and derivatives thereof, and advantages of low cost, high yield, simple operation, easily-available raw materials, simple reaction equipment, easy industrial production, and the like are provided.

A therapeutic agent and prophylactic agent for a disease accompanying an abnormality in an amount of insulin or insulin response, an agent for an insulin-mimetic action, a food, beverage and feed, an agent for enhancing glucose uptake into a cell, and an agent for inducing differentiation into an adipocyte, characterized in that each comprises as an effective ingredient at least one compound selected from the group consisting of a chalcone compound, an acetophenone compound, a coumarin compound, a phthalide compound, derivatives thereof, and pharmacologically acceptable salts thereof.

Provided are an organic electroluminescent device having better performances in luminous efficiency, device life and driving voltage, a display unit equipped with the same and a lighting instrument equipped with the same. The organic electroluminescent device comprises an electron transport layer containing a specific arylamine-substituted coumarin compound.

The invention discloses a compound with an MEK (Mitogen-activated and Extracellular signal-regulated Kinase) inhibiting function as well as a preparation method and application of the compound. The structure of the compound disclosed by the invention is as shown in a formula (I). The preparation method of the compound disclosed by the invention comprises the steps of forming a coumarin ring by adopting a Pechmann reaction mainly and carrying out structural modification of different sites. In the binding experiment of the compound disclosed by the invention and MEK, the binding activity is up to 54.57nM; the anti-proliferation effect IC50 (half maximal inhibitory concentration) value on the melanoma cell A375 is up to 1.23 micrometers; the anti-proliferation effect IC50 value on the colon cancer cell HT-29 is up to 2.13 micrometers; and the activity is higher than that of a positive control U0126. The novel structure type coumarins compound with the MEK inhibiting function shows good MEK binding activity, MEK inhibiting activity, ERK (Extracellular signal Regulated Kinase) pathway inhibiting activity, anti-tumor effect and antiviral effect and has broad application value. The formula (I) is as shown in the specification.

The invention discloses a coumarin compound and a preparation method and application thereof. The coumarin compound is obtained by being separated from tobacco rhizome, the molecular formula of the coumarin compound is C17H14O5, and the structure of the coumarin compound is as shown in the specification. The preparation method of the coumarin compound comprises the following steps: smashing a tobacco rhizome sample, then ultrasonically extracting for 3-5 times by using 90%-99% ethanol; merging extracting solutions; filtering, carrying out reduced-pressure concentration to obtain an extractum; and initially separating the extractum by adopting silica-gel column chromatography, and then further separating by adopting high performance liquid semi-preparation chromatography to obtain the coumarin compound. The coumarin compound disclosed by the invention has the advantages of simple structure, easiness for artificial synthesis realization and better cell activity on tobacco mosaic viruses and can be used as a lead compound resisting the tobacco mosaic viruses.

The invention discloses a C-3-site aryl-seleno substituent coumarin compound and a preparation method thereof, and a novel method for establishing C-3-site aryl-seleno substituent coumarin by directlyperforming selenium modification on a substituent coumarin C-3-site C-H bond under a visible accelerant condition. The method comprises the following steps: firstly dissolving C-4-site arylamine substituent coumarin compound and diaryl diseleno ether compound in an organic solvent, then adding an oxidant persulfate, magnetically stirring and reacting for 18 to 30 hours under an air and room temperature condition and the illumination of a blue LED light source; and after the reaction is ended, removing the solvent of a reaction solution by virtue of a rotary evaporator, purifying a residue byusing a silica gel column, and preparing the C-3-site aryl-seleno substituent coumarin compound of a general formula (I).

The invention relates to a compound of 5-hydroxycoumarin and pyranocoumarin and synthesis and application thereof. The compound has a structural formula I or II; during preparation, according to the mol portion, under the catalytic action of 2 to 6 portions of SO2-OSO3H(silicon sulfonic acid), 1 to 3 portions of 5-iodine-1 and 3-dihydroxyhenzene and 1 to 3 portions of RCOCH2COOCH2CH3 are condensed to obtain the compound of which the structural formula is iodo-5-hydroxycoumarin; 1 to 4 portions of compound of iodo-5-hydroxycoumarin and 2 to 8 portions of 3-methyl-2-crotonaldehyde or 3-chloro-3-methylbutyne are reacted to generate a compound of iodo-pyranocoumarin; and finally, by coupled reaction, the coumarin compound with the structural formula I or II is generated. The IC50 value of the compound on breast cancer cells MCF-7 reaches 3.3 to 18.3, so that the compound can strongly inhibit the breast cancer cells MCF-7.

The invention discloses coumarin compounds. The preparation method comprises the following steps: extracting from rattan of Derris eriocarpa How by the inventor; according to the detection introduction of thin-layer chromatography, carrying out reversed-phase silica gel column chromatography, carrying out gradient elution by a petroleum ether-ethyl acetate system for further systematic separation, and recrystallizing. The antioxidation activity experiment proves that the compounds 1 have favorable antioxidation actions, the IC50 value for superoxide anion removal activity is less than that of the positive drug control ascorbic acid, the IC50 value DPPH.free radical removal activity has no great difference from the positive drug, and the compounds 1 have excellent antioxidation activity as compared with the coumarin compounds 6,7-dihydroxycoumarin, daphnetin and daphnoretin which are reported in documents. Therefore, the coumarin compounds disclosed by the invention can be used as a pharmaceutical or non-pharmaceutical antioxidant and the like.

The invention relates to a method for preparing ash bark coumarin compound. Wherein, it boils and extracts with water, uses porous resin to separate and purify ash bark coumarin compound; and said compound comprises aesculin, aesculetin, fraxin, and fraxetin, while the total coumarin content is higher than 50%, and the contents of aesculin, aesculetin, fraxin, and fraxetin are higher than 40%, while their ratios are 4-6:1-3:2-4:1. The invention also provides its application in medicine production.

The invention discloses 3,4-dihydro-4-aryl coumarin derivatives as well as a preparation method and application thereof. The preparation method comprises the following steps of: with substituted benzaldehyde and malonic acid as raw materials, heating in the presence of pyridine and piperidine and generating a Perkin reaction and a decarboxylic reaction to obtain substituted phenylacrylic acid derivatives; and then subjecting the substituted phenylacrylic acid derivatives and phenol compounds to a reaction in the presence of the catalysis of boron trifluoride diethyl ether and phosphorus oxychloride to obtain the 3,4-dihydro-4-aryl coumarin compounds. The compounds can be used for preparing medicaments for resisting tumors, abnormal vascular proliferation, bacterial and oxidation.

The invention relates to a fluorescent testing method of monoamine oxidase activity. It forms fluorescent material, detects fluorescent intensity and achieves monoamine oxidase activity data by using monoamine oxidase to hydrolyze fluorescent probe. The probe is coumarin compound and its structure as shown in (I), in which R1 and R2 are alkyl of H or C1-C6 independently. Preparation of probe in this invention just needs simple device, convenient operation and easily gained materials. The prepared probe has stable property and high purity (above 99%). Compared to the current method for testing monoamine oxidase activity, its accuracy, sensitivity and testing velocity are all improved.

The invention discloses a synthetic method for thiocoumarin, and relates to the field of organic synthesis. The synthetic method for thiocoumarin comprises the following steps: taking C-4-positioni amino substituted coumarin and organic thiosulfate as raw materials; and reacting for (18-30) h at the temperature of (40-100) DEG C through iodine catalysis to obtain a C-3-position sulfur substitutedcoumarin compound. The invention provides a novel method for synthesizing an amino coumarins derivative with potential anti-cancer activity. Raw materials are economical and easily obtained, reactionconditions are green, low-toxicity and odorless, and the synthetic method for thiocoumarin has the advantages of gentle reaction conditions, low cost, small environmental pollution, high yield and thelike.

The invention relates to a coumarin compound acidulated by glucal and application thereof. The compound has a structure showed in the right formular, wherein R is one of-H, -OH, -CH3, -OCH3, -NH2 or ester group; and R1, R2, R3 and R4 are one of -H, -OH, -CH3, -SH, -OCH3, -NH2 or glucal acid group. The coumarin compound acidulated by the glucal has the activities of resisting arthritic and tumor.

A method of producing a phytomedicinal therapeutic for the prevention and control of a disease selected from the group consisting of obesity, cardiovascular disease, and diabetes, and conditions related thereto is provided which comprises extracting peanut shells with a solvent, removing a substantial portion of the solvent to produce a concentrated extract. Phytomedicinal compositions are provided that comprise an effective amount of at least one coumarin compound or one coumarin derivative derived from plant material that modulates a biological activity of at least one enzyme selected from the group consisting of Pancreatic Lipase (PL), Lipoprotein Lipase (LPL), and Hormone-Sensitive Lipase (HSL). Phytomedicinal compositions are provided that comprise at least an effective amount of coumarin derivatives (6,7-dihydroxycoumarin-esculetin, and esculetin-like compounds). A method for the prevention and/or treatment of treatment of a condition selected from the group consisting of obesity, cardiovascular disease, and diabetes, is provided which comprises administering a composition comprising an effective amount of at least one coumarin derivative, including 6,7-dihydroxycoumarin (esculetin), derived from plant material that modulates a biological activity of at least one enzyme selected from the group consisting of Pancreatic Lipase (PL), Lipoprotein Lipase (LPL), and Hormone-Sensitive Lipase (HSL).

The invention discloses novel coumarin compounds and pharmaceutically acceptable salts thereof, the preparation method of the compounds, pharmaceutical compositions containing the compounds, and application of the compounds to preparation of medicaments for prevention or treatment of cerebral diseases, especially prevention or treatment of diseases related to neuron damage and neuroinflammation, and prevention or treatment of Parkinson's disease, dementia, cerebral ischemia, depression and cerebral apoplexy.

The invention provides a specific probe substrate of catechol-O-methyltransgerase and application thereof. The specific probe substrate is a 7,8-dihydroxycoumarin compound and can be used for determination of activity of COMT enzyme in mammalian tissue and cells from different sources. The determination comprises the following concrete steps: selecting a coumarin compound having hydroxyl groups at positions 7 and 8 as a highly specific probe substrate; carrying out a COMT catalyzed reaction of the specific probe substrate in virtue of a COMT in-vitro incubation system; and determining the activity of COMT enzyme in each biological sample and each cell through quantitative detection of a product generation amount per unit time. The specific probe substrate can be used for quantitative evaluation of the activity of COMT enzyme in biological samples of different species and from different individual sources and quantitative determination of the activity of COMT enzyme in different-source-derived animal tissue cell culture fluids and prepared cell products, so assessment of capability of the important drug metablic enzyme COMT in disposition of drugs can be realized.

A method for producing a coumarin compound represented by Formula 1, which comprises a step of reacting a coumarin compound represented by Formula 1 with a compound having an aldehyde group and an activated methylene group; luminous agents for organic EL elements and organic EL elements which all comprise the coumarin compound; and displaying panels and information displaying apparatuses using the organic EL elements:

ø(Z)m  Formula 1

wherein in Formula 1, ø is an aromatic ring, heterocycle, or a combination thereof, each Z is the same or a different coumarin group represented by Formula 2; and m is an integer of two or more; Formula 2:

The invention relates to the technical field of medicament, providing a novel application of coumarin compound imperatorin in preparing a medicament for preventing and treating virus hepatitis and resisting immunological liver injury or chemical liver injury. Pharmacological tests prove that the imperatorin has stronger activity of inhibiting hepatitis B surface antigen (HbsAg) and hepatitis B virus e antigen (HbeAg) and resisting the immunological liver injury or the chemical liver injury, so the imperatorin can be used for preparing the medicament for preventing and treating the virus hepatitis and resisting the immunological liver injury or the chemical liver injury. The imperatorin has the advantages of convenient preparation, wide sources, low price and high safety. The invention provides the novel application of the imperatorin, and provides a new medicinal source for preventing and treating the virus hepatitis and resisting the immunological liver injury or the chemical liver injury.