75 results about "Aminocoumarins" patented technology

The invention provides a method for detecting coumarin series compounds, which comprises the following steps that: ultra high-efficiency liquid chromatography and tandem mass spectrometry detection are carried out to a sample, so as to determine the types and the content of coumarin series compounds contained in the sample. The coumarin series compounds comprise one or more types in vinegar Glass coumarin, dicoumarol, 6-methoxy-7-hydroxy coumarin, 7-hydroxycoumarin, 8-hydroxy-psoralen, 4-methyl-7-hydroxy coumarin, 6,7-dimethoxy coumarin, coumarin, 7-methoxy coumarin, dihydro coumarin, psoralen, psoralen, 8-methoxypsoralen, 7-methyl, 5-methoxypsoralen, 4-methyl-7-ethoxyl coumarin, 4-methyl-7-diethylamino coumarin, 2', 4,8-trimethyl psoralen, imperatorin, isoimperatorin, columbianadin and cyclocoumarol. The method of the invention can complete the analysis and the detection of 22 coumarin series compounds within 4 min.

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 discloses an interface targeting type mitochondrial probe as well as a preparation method and application thereof in living cells and tissues, and belongs to the technical field of mitochondrial fluorescent probes. The structural formula of the interface targeting type mitochondrial probe is shown in the specification. The chemical name of the interface targeting type mitochondrial probe is (E)-4-(2-(7-diethylamino-coumarin) vinyl)-1-dodecyl pyridine iodate. The probe is named as CVP-12. The interface targeting type mitochondrial probe has the characteristics of no need of washing, high selectivity, good biocompatibility, excellent membrane permeability and low cytotoxicity, and has good application prospects in the field of biomarkers.

The invention discloses a synthetic method of a coumarin-pyrrole compound. The synthetic method comprises the following step of: in a reactive solvent, with 4-amino coumarin compounds and disubstituted acetylene compounds as raw materials, under the catalysis of palladium (II) and action of an oxidant, carrying out a reaction to obtain the coumarin-pyrrole compound. The synthetic method is mild in reaction conditions, simple and convenient in route and high in atom economy and has a favorable industrial application prospect; and raw materials are low in cost and easy to obtain.

The invention discloses a near-infrared fluorescent dye based on coumarin structure and a synthesis method thereof. The general structural formula of the fluorescent dye is shown in the description: wherein R represents C1 alkyl group, X- represents PF6- or R represents any one of C2-C12 alkyl groups, X- represents Br-. 4-(diethylamino) coumarin is subjected to Vilsmeier-Haack reaction to synthesize 4-(diethylamino) coumarin aldehyde, 4-(diethylamino) coumarin aldehyde reacts with cyanopyridine and halogenated alkanes with different carbon chain lengths in turn to obtain a series of fluorescent dyes. The fluorescent dye of the invention can specifically label suborganelles in living cells through regulation and control of ammonium salt side chains, and the fluorescent dye with R representing C3 alkyl group can realize rapid dyeing and washing-free in the labeling process; the maximum emission wavelength of fluorescent dye is in the red luminescence region, which can significantly eliminate the interference of self-fluorescence phenomenon in cell imaging. In addition, fluorescent dyes with R representing C9 and C12 alkyl groups have the property of producing singlet oxygen and havecertain application potential in photodynamic therapy of cells and bacteria.

The invention relates to preparation and application of a pyridine methylene coumarin copper ion fluorescent probe. The chemical name of the fluorescent probe is 7-diethyl amino-3-(pyridine-2-methylene) aminocoumarin; the preparation of the fluorescent probe comprises the steps that (1) 3-amino-7-diethyl aminocoumarin and 2-pyridylaldehyde are dehydrated under the action of a dehydrating agent toobtain an intermediate imine compound; (2) the intermediate imine compound is reduced under the action of a reducing agent to obtain a target fluorescent molecular probe compound. The application of the fluorescent probe is to detect whether or not divalent copper ions exist by utilizing copper ions to quench the fluorescence of a molecular fluorescent probe compound. The preparation and application of the pyridine methylene coumarin copper ion fluorescent probe have the advantages that the preparation of the probe is simple, the reaction conditions are mild, the after-treatment process is relatively simple; and fluorescent probe molecules show higher selectivity and sensitivity in the detection process of the bivalent copper ions.

An aminocoumarin conjugated to a fluorescent label through a secondary amine, is operative as a fluorescent polarization probe of the DNA gyrase B or topoisomerase IV E subunit. The probe is used for detecting topoisomerase inhibitor binding by fluorescence polarization, particularly in a high-through put topoisomerase inhibitor assay.

Selective enrichment media and methods for selectively growing and detecting Salmonella spp. The media comprise a carbon and nitrogen source, an inorganic salt, a fermentable sugar, one or more selective agents, and an efflux pump inhibitor. Various selective agents include sulfa drugs, surfactants, aminocoumarins, cycloheximide, supravital stains, ascorbic acid, bromobenzoic acid, myricetin, rifamycins, polyketides, and oxazolidinones. Various efflux pump inhibitors include arylpiperazines, such as 1-(1-naphthylmethyl)piperazine, and quinoline derivatives, such as 4-chloroquinoline. The selective agents and efflux pump inhibitors are provided in the media in combinations and amounts that inhibit growth of non-Salmonella microorganisms without substantially affecting growth and metabolism of Salmonella species. Methods of selectively growing and detecting Salmonella species are provided.

The invention provides a fluorescent probe HM, and a preparation method and application thereof. The fluorescent probe is 7-(diethylamino)-3-[3-(2-hydroxy-5-methoxyphenyl)-3-oxo-1-propenyl]coumarin. The preparation method comprises the following steps: dissolving 7-(diethylamino)coumarin-3-formaldehyde and 1-(2-hydroxy-5-methoxyphenyl)ethanone in acetonitrile according to an equal molar ratio, dropwise adding piperidine, carrying out heating reflux for 20 hours, cooling to room temperature, carrying out reduced pressure suction filtration, collecting filter residues, and carrying out vacuum drying to obtain a product which is a red solid. The fluorescent probe is enhanced in detection of ClO<->, shows high sensitivity and good selectivity and stability, and has the advantages of simple and rapid detection process, accurate detection result and the like. In addition, by combining a laser confocal scanning microtechnique and a biological living body imaging technique, the novel fluorescent probe is successfully applied to detection of ClO<-> in cells and liver cancer mouse models.

The invention relates to a ratio type probe for detecting mercury ions and a preparation method and application thereof. Specifically, the invention provides a probe for detecting mercury ions, which is simple and convenient to operate and high in sensitivity. The name of the probe is 7-diethylamino-3-(3-(7-diethylamino) coumarin)-3-oxopropenyl quinoline-2-ketone, and the probe is called QCT-O for short. The QCT-O is obtained by taking 7-diethylamino-2-oxo-1, 2-dihydroquinoline-3-formaldehyde and 7-diethylaminocoumarin-3-ethanone as raw materials, and carrying out a reaction under the action of a catalyst. The probe has the advantages of fast response to mercury ions, strong selectivity and high sensitivity. In the presence of mercury ions, the color of the probe solution changes from red to yellow (under sunlight), and changes from red fluorescence to blue-green fluorescence (under an ultraviolet lamp); the absorption peak disappears at the position of 500 nm, and new absorption peaks appear at the positions of 380 nm and 440 nm; the fluorescence intensity obviously changes at the wavelength of 650 nm, the absorption and emission response intensities linearly changes with the mercury ion concentration, and the lowest detection limits are 2.62 * 10 <-8 > mol / L and 4.37 * 10 <-8 > mol / L respectively.

The invention discloses a fluorescent probe for specifically identifying hydrogen polysulphide and bio-thiol. The fluorescent probe has a structural formula shown in the description. A preparation method of the fluorescent probe for specifically identifying hydrogen polysulphide and bio-thiol includes the following steps: (1) dissolving 3-aldehyde-4-chloro-7-diethylamino coumarin in anhydrous acetonitrile, then adding 4-dimethylaminophenol hydrochloride and triethylamine sequentially, adopting inert gas for protection, performing reflux for a reaction, and performing spin drying on a solvent so as to obtain a compound A; and (2) dissolving the compound A and malononitrile in anhydrous dichloromethane, then adding triethylamine as base, performing a reaction in an ice bath under the protection of inert gas, and performing separation so as to obtain the fluorescent probe. The fluorescent probe has the advantage of specifically identifying hydrogen polysulphide and bio-thiol.

The invention discloses a preparation method of a water-soluble probe identifying Fe<3+>. The preparation method includes the steps that 1, 4-diethyl salicylaldehyde, diethyl malonate and pryridine are dissolved in ethyl alcohol, reflux and stirring are performed for 6-8 hours, and reduced pressure distillation is performed to remove the ethyl alcohol; then, glacial acetic acid and concentrated hydrochloric acid are added, reflux and stirring are performed for 6-8 hours, cooling is performed to reach room temperature, then ice water is added, a pH value is regulated to be 4-5, white precipitate is obtained, filtration is performed, washing is performed with water, and then methylbenzene recrystallization is performed to obtain 7-diethylamino coumarin; 2, under N2 protection, POCl3 is dropwise added to DMF, stirring is performed at the temperature of 20-50 DEG C for 30 minutes, then a 7-diethylamino coumarin-DMF solution is dropwise added to obtain a red suspension; stirring is performed at the temperature of 60 DEG C for 12-14 hours, then the suspension is poured into ice water to obtain a mixed solution; a 20% NaOH solution is added to the mixed solution to get a crude product; the crude products are recrystallized by anhydrous ethanol to obtain the probe.

The invention provides a fluorescence derivation reagent for detecting aldehyde substances and a preparation method and application of the fluorescence derivation reagent. The reagent includes 4-hydroxyaminobutyl-7-methylamino-coumarin and has the following structural formula as shown in the specification; the fluorescent derivation reagent for detecting the aldehyde substances is a novel hydroxylamine derivation reagent HAMC with fluorescence, and can emit fluorescence; a detection kit prepared from the fluorescence derivation reagent for detecting the aldehyde substances, an aldehyde compound standard sample and a buffer solution for detection can detect aldehyde with lower concentration under a high performance liquid chromatography-fluorescence detector, and the detection is efficientand accurate.

The invention discloses a novel coumarin conjugated heterocyclic fluorescent probe for detecting Fe (III); phenanthroline is used as a receptor; coumarin with good photophysical and photochemical properties is used as a chromogenic group; the novel fluorescent probe 3-(2-(1,10-phenanthrolin-3-yl)ethynyl)-7-(diethylamino)-2H-coumarin (M3) is synthesized; the preparation method specifically comprises the step of synthesizing 3-bromo-7-diethylaminocoumarin, 3-(2-(trimethylsilyl)ethynyl)-1,10-phenanthroline, 3-ethynyl-1,10-phenanthroline and a phenanthrolinyl coumarin compound M3. The organic compound M3 has strong fluorescence, is a fluorescent probe capable of rapidly, efficiently and specifically identifying Fe<3+> in an aqueous solution, and has quite good application prospects, the synthesis process is simple, the reaction conditions are easy to control, and the yield is high.

The invention belongs to the technical field of pesticides, and particularly relates to an indole spiropyridino coumarin compound as well as a preparation method and application thereof. According to the present invention, the isatin derivative, the 1, 3-dicarbonyl compound and the 4-aminocoumarin are adopted as the raw materials, the indole spiropyridino coumarin compound is synthesized through the one-pot method, and the indole spiropyridino coumarin compound has characteristics of unique chemical structure, higher research value and higher application potential. The preparation method provided by the invention has the advantages of cheap raw materials, simple process and strong universality, and is suitable for industrial production. Particularly, the method for preparing the indole spiropyridino coumarin compound by taking water as a solvent has the characteristics of being green, safe, efficient and environment-friendly. The indole spiropyridino coumarin compound provided by the invention has good bacteriostatic activity, has inhibitory activity on common plant pathogenic bacteria such as peanut brown spots, apple ring spots, wheat sheath blight, watermelon anthracnose and rice seedling, and has a potential application value.

The invention discloses a ratio type copper ion fluorescence sensing system, a double-tube detection bottle and application of the double-tube detection bottle, and mainly aims to solve the problems that an existing copper ion detection method is long in detection time, expensive in equipment, not beneficial to instant visual detection and the like. The ratio type copper ion fluorescence sensing system comprises a probe 1 and a probe 2, the molecular formula of the probe 1 is C22H24N4O5, and the molecular formula of the probe 2 is C22H24N4O5. The probe 2 is 7-(diethylamino) coumarin, the ratio type copper ion fluorescence sensing system can be subjected to a rapid recognition reaction with copper ions, colorimetric and fluorescence dual-mode signal output can be realized for recognition of the copper ions, the selectivity is good, the detection line is low, and qualitative and quantitative detection can be performed on the copper ions; a portable double-tube detection bottle is further designed based on the recognition reaction, rapid and visual detection of the copper ions can be achieved, accuracy is high, probe loss is small, operation is easy, detection can be achieved after extrusion, and the detection bottle is not limited by detection conditions and professional knowledge of detection personnel.

The invention belongs to the field of supermolecular fluorescent probes and particularly relates to a fluorescent probe for detecting F<-> and a preparation method and an application of the fluorescent probe. The invention particularly relates to a cup [4] thiourea coumarin chemical sensor capable of identifying F<->. The preparation method is as follows: nitryl is introduced on the calixarene through the nitration reaction, then Raney-Li and hydrazine hydrate reflux in methyl alcohol to reduce nitryl into amino, aminocoumarin and thiophosgene form isothiocyanate coumarin, and the calixarene and the isothiocyanate coumarin are aminated to obtain a target product at high yield. The synthesis process is relatively simple, the reaction condition is easy to control, and the optical property and the optical stability of the prepared fluorescent probe are excellent. The fluorescent probe is used to detect the fluorinion.

The invention belongs to the technical field of fluorescent probes, and particularly relates to a preparation method and application of a ratio type acidic pH fluorescent probe. The invention providesa preparation method for synthesizing a fluorescent probe from 4-methylquinoline and 7-diethylaminocoumarin-3-aldehyde under the action of trimethylchlorosilane. The ratio type acidic pH fluorescentprobe prepared by the method has good selectivity on pH, and is high in sensitivity and rapid in response; the probe is respectively used for detecting pH in living cells, escherichia coli or zebra fish bodies, and a satisfactory result is obtained.

Selective enrichment media and methods for selectively growing and detecting Salmonella spp. and / or Shiga toxin-producing E. coli. The media may comprise a carbon and nitrogen source, an inorganic salt, a fermentable sugar, one or more selective agents, and an efflux pump inhibitor. Various selective agents include sulfa drugs, surfactants, aminocoumarins, cycloheximide, supravital stains, ascorbic acid, bromobenzoic acid, myricetin, nitrofurantoin, rifamycins, polyketides, and oxazolidinones. Various efflux pump inhibitors include arylpiperazines, such as 1-(1-naphthylmethyl)piperazine, and quinoline derivatives, such as 4-chloroquinoline. Methods of selectively growing and detecting Salmonella and / or Shiga toxin-producing E. coli are provided.

The invention discloses a method for synthesizing an all-carbon-substituted pyrimidine derivative, The method comprises the following steps: a 4-aminocoumarin compound, aromatic aldehyde and ammonium iodide react in chlorobenzene under oxidizing conditions to obtain an intermediate; the intermediate is mixed with base and a solvent to carry out basic hydrolysis, and an alkylating agent is added for O-alkylation to obtain a target product. The method of the invention has advantages of simple steps, easy availability of raw materials, no precious metal participation and the like, can overcome the disadvantage in the prior art that a substrate needs to be highly pre-functionalized, the reactants are easy to absorb moisture, the reaction requires precious metal catalysis, the steps are cumbersome and it is difficult to directly prepare an all-carbon-substituted pyrimidine derivative, and can play an important role in the research field of pyrimidine derivatives.

The invention provides a fluorescent detection method for quantitatively detecting ferric ions on the basis of a coumarin derivative (molecular formula: C14H5NO3), and the coumarin derivative 7-lignocaine coumarin-4-formaldehyde is synthesized according to documents. The method comprises the steps: coordinating Fe<3+> and two carbonyls in the 7-lignocaine coumarin-4-formaldehyde structure in a HEPES buffer solution in a pH value of 7.0, and detecting the ferric ions through the fluorescence quenching. The detection method is high in sensitivity and selectivity for the display of the ferric ions, the detection reagent is cheap, the detection process is simple, sensitive and rapid, and the detection result is accurate. In addition, a confocal fluorescence image further proves that a probe can be used for recognizing the Fe<3+> in a living cell.

This invention features new compositions and methods that are useful in treating a host with a Gram-negative bacterial infection. Combination therapies comprising an aminocoumarin compound and a polymyxin compound are disclosed, including certain combinations that exhibit synergistic effects. Furthermore, aminocoumarin compounds are described having altered inhibition of DNA gyrase in Gram-negative bacteria and / or the ability to target the transport proteins responsible for assembling lipopolysaccharide in the outer membrane of Gram-negative bacteria.

The invention provides a novel fluorescent probe capable of simultaneously and quantitatively detecting Cys, Hcy and GSH in plasma as well as a preparation method and application of the novel fluorescent probe. The preparation method comprises the following steps: preparing 7-(diethylamino) coumarin-3-nitro group; preparing 7-(diethylamino) coumarin-3-amino group; preparation of the 7-(diethylamino) coumarin-3-hydroxyl group; adding 7-(diethylamino) coumarin-3-hydroxyl group and 4-chloro-7-nitrobenzo-2-oxa-1, 3-diazole into an acetonitrile solution, then adding potassium carbonate, carrying out a stirring reaction at room temperature, and after the reaction is finished, removing a solvent and purifying to obtain the novel fluorescent probe capable of quantitatively distinguishing and detecting Cys, Hcy and GSH at the same time. The invention develops a novel fluorescent probe, and the novel fluorescent probe can quantitatively distinguish and detect the contents of Cys, Hcy and GSH in blood plasma at the same time under the conditions of different pH values and different fluorescent channels.

The invention discloses a method for catalytically preparing a 1,4-dihydropyrido[3,2-c][5,6-c]dicoumarin derivative and belongs to the technical field of organic synthesis. According to the method forcatalytically preparing the 1,4-dihydropyrido[3,2-c][5,6-c]dicoumarin derivative, disclosed by the invention, the 1,4-dihydropyrido[3,2-c][5,6-c]dicoumarin derivative is prepared and synthesized through subjecting aromatic aldehyde and 4-amino coumarin, which serve as reactants, to a heated refluxing reaction in the presence of a catalyzing system prepared from melamine trisulfonic acid and an acetic acid aqueous solution. According to the method, a novel catalyzing system is employed and has relatively high activity to catalytic preparation of the 1,4-dihydropyrido[3,2-c][5,6-c]dicoumarin derivative, the consumption of a catalyst is low, the cycle performance is good, and the reaction time can be effectively shortened.

This invention features new compositions and methods that are useful in treating a host with a Gram-negative bacterial infection. Combination therapies comprising an aminocoumarin compound and a polymyxin compound are disclosed, including certain combinations that exhibit synergistic effects. Furthermore, aminocoumarin compounds are described having altered inhibition of DNA gyrase in Gram-negative bacteria and / or the ability to target the transport proteins responsible for assembling lipopolysaccharide in the outer membrane of Gram-negative bacteria.

The invention discloses a method for synthesizing a coumarin [4,3-d]pyrimidine derivative. The method comprises the following step: a 4-aminocoumarin compound, aromatic aldehyde and ammonium iodide react in chlorobenzene under the oxidizing conditions to obtain a target compound. The method of the invention has the advantages of simple steps, low cost, no metal participation, etc., can overcome the disadvantage in the prior art that a substrate needs to be highly pre-functionalized, the amount of the reaction reagent is excessive, the reactants are easy to absorb moisture, the reaction requires metal catalysis, the steps are cumbersome and it is difficult to directly prepare a pyrimidine ring all-carbon-substituted target product, and can play an important role in the research field of coumarinopyrimidine derivatives.

The invention provides a fluorescent probe based on a chalcone structure, a preparation method and its application in detecting hydrazine. The probe specifically involved is 3-(3'-(2'-chloro-7'-(diethylamino)quinolyl)allyl)-7-diethylaminocoumarin (QCT-Cl). The probe QCT‑Cl is prepared from 2‑chloro‑7‑diethylaminoquinoline formaldehyde and 7‑diethylaminocoumarin‑3‑ethanone through condensation reaction, with mild synthesis conditions and simple purification . In the present invention, QCT-Cl is a fluorescence-enhanced fluorescent probe. After hydrazine interacts with it, its solution can be seen by the naked eye under an ultraviolet lamp from weak red to bright blue. It has high selectivity, strong anti-interference, and sensitivity. High stability, the lowest detection limit of hydrazine is 9.46×10 ‑8 mol / L, it can be used as a fluorescent probe for the qualitative and quantitative detection of hydrazine, and is widely used in the detection of hydrazine in the environmental and biological fields.

The invention provides a fluorescent probe based on a chalcone structure, a preparation method and application of the fluorescent probe in hydrazine detection. In particular, the related probe is 3-(3 '-(2'-chloro-7 '-(diethylamino) quinolyl) allyl acetone)-7-diethylamino coumarin (QCT-Cl). The probe QCT-Cl is prepared by taking 2-chloro-7-diethylaminoquinoline formaldehyde and 7-diethylaminocoumarin-3-ethanone as raw materials through condensation reaction, the synthesis condition is mild, and the purification is simple. The QCT-Cl is a fluorescence enhanced fluorescent probe, after hydrazine acts on the QCT-Cl, it can be seen that a solution of the QCT-Cl changes into brilliant blue from weak red under an ultraviolet lamp through naked eyes, the QCT-Cl has high selectivity, high anti-interference performance and high sensitivity, the lowest detection limit of hydrazine detection is 9.46 * 10 <-8 > mol / L, and the QCT-Cl can be used as a fluorescent probe for qualitative and quantitative hydrazine detection. The probe is widely applied to hydrazine detection in environmental and biological fields.

The invention belongs to the technical field of fluorescence detection, and discloses a bifunctional fluorescent probe for detecting hypochlorite ions and / or singlet oxygen in the mitochondria of cells and its preparation method and application. By preparing 7-(diethylamino) After a series of steps such as coumarin and 7-(diethylamino)coumarin aldehyde, a bifunctional fluorescent probe for detecting hypochlorite ion and / or singlet oxygen in the mitochondria of cells is obtained. After the improvement of the synthesis method of the present invention, the occurrence of side reactions can be effectively prevented, and impurities that are difficult to separate during the reaction process can be greatly reduced, thereby obtaining a high-purity target product. The bifunctional fluorescent probe prepared by the present invention can not only detect chlorate ion or singlet oxygen alone, but also distinguish the levels of hypochlorite ion and singlet oxygen at the same time, and can also be used for endogenous hypochlorite ion and singlet oxygen in cells. and / or fluorescence imaging of singlet oxygen.