72 results about "Tetrahydro-beta-carboline" patented technology

A composition includes a substituted dihydro- or tetrahydro-beta-carboline of formula (II) or (III), wherein the aromatic ring of the carboline may include one or more substituents selected from the group consisting of hydroxy, C1-6 alkoxy, benzyloxy, C1-6 acyloxy, amino, C1-6 alkyl, C1-6 dialkylamino, halogen, and carboxy, and the C-1 position of the carboline may include a substitutent selected from the group consisting of a carbocyclic group and a heterocyclic group. The composition may include a salt or a prodrug of the substituted dihydro- or tetrahydro-beta-carboline. The composition may further includes a pharmaceutically acceptable carrier, diluent, or excipient.

The invention discloses an acyl-tetrahydro-beta-carboline micro-molecular organic compound shown as a structural formula (I) or a hydrate thereof or pharmaceutically acceptable salts, application of a compound containing the acyl-tetrahydro-beta-carboline micro-molecular organic compound provided by the invention or a medical composition thereof to the preparation of medicaments for treating various diseases such as cancer, tumor metastasis and the like, and a preparation method of the acyl-tetrahydro-beta-carboline micro-molecular organic compound provided by the invention and derivatives thereof.

The invention discloses a (3S) -1, 1-Dihydroxymethyl-Tetrahydro-Beta-Carboline-3-Formyl-Gly-Arg-Gly-Asp-Val, discloses a preparation method thereof, discloses the anti-arterial thrombosis activity, discloses the anti-venous thrombosis activity, discloses the activity of inhibiting the GPIIb / IIIa expression, and discloses the activity of inhibiting the P-selectin expressionin vivo. Therefore, the invention discloses the application in preparing anti-arterial thrombosis medicine, the application in preparing the anti-venous thrombosis medicine, the application in preparing the GPIIb / IIIa antagonist and the application in preparing P-selectin antagonist. The formulas are shown in the decription.

The invention discloses a compound with general formula (I) of anti-thrombus activity. The invention also discloses a preparation method of the compound and the application as the anti-thrombus agent. The invention introduces the amino acid residues into the second N of (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid to prepare the compound with general formula (I) of the invention. The compound of the invention not only has the good anti-thrombus activity, but also has the simpler structure and the lower preparation cost by comparing with the anti-thrombus agent prepared by the L-amino acid modification of (3S)-1,2,3,4-tetrahydro-Beta-carboline-3-carboxylic acid. Moreover, whether in the polar solvent or the non-polar solvent, the compound with the general formula (I) of the invention has the good solubility and high bioavailability.

The present invention belongs to the field of medicine synthesis technology, and is especially 1- (3-indolyl)-1, 2, 3, 4-tetrahydro-beta-carboline compounds and analogs in the general expression as shown and with substituted hydroxyl radical or acyl radical in the 2nd position, and their preparation process and medical application. Initial pharmacodynamic research of extracorporeal rice blast mold resisting experiment and extracorporeal antitumor experiment shows that these compounds has excellent antifungal activity and antitumor activity, so that they may be developed into antifungal medicine and antitumor medicine.

The invention discloses a (3S) -1, 1-Dihydroxymethyl-Tetrahydro-Beta-Carboline-3-Formyl-Gly-Tyr-Ile-Gly-Ser-Lys, discloses a preparation method thereof, discloses the anti-arterial thrombosis activity, discloses the anti-venous thrombosis activity, discloses the activity of inhibiting the GPIIb / IIIa expression, and discloses the activity of inhibiting the P-selectin expression in vivo. Therefore,the invention discloses the application in preparing anti-arterial thrombosis medicine, the application in preparing the anti-venous thrombosis medicine, the application in preparing the GPIIb / IIIa antagonist and the application in preparing P-selectin antagonist. The formulas are shown in the decription.

A composition includes a substituted dihydro- or tetrahydro-beta-carboline of formula (II) or (III), wherein the aromatic ring of the carboline may include one or more substituents selected from the group consisting of hydroxy, C1-6 alkoxy, benzyloxy, C1-6 acyloxy, amino, C1-6 alkyl, C1-6 dialkylamino, halogen, and carboxy, and the C-1 position of the carboline may include a substitutent selected from the group consisting of a carbocyclic group and a heterocyclic group. The composition may include a salt or a prodrug of the substituted dihydro- or tetrahydro-beta-carboline. The composition may further includes a pharmaceutically acceptable carrier, diluent, or excipient.

The invention discloses (3s)-1,1-dimethyl-tetrahydro-beta-carboline-3-formyl-Ile-AA represented by the following formula defined in the specification (in the formula, AA represents Ala residues, Asp residues, Phe residues, Ile residues, Leu residues, Met residues, Ser residues, Thr residues, Val residues, Trp residues or The residues). The invention discloses a preparation method and antithrombotic activity of the (3s)-1,1-dimethyl-tetrahydro-beta-carboline-3-formyl-Ile-AA; therefore, an application of the (3s)-1,1-dimethyl-tetrahydro-beta-carboline-3-formyl-Ile-AA in preparation of antithrombotic drugs is disclosed.

The invention discloses a (3S) -1, 1-Dihydroxymethyl-Tetrahydro-Beta-Carboline-3-Formyl-Gly-Arg-Gly-Asp-Ser, discloses a preparation method thereof, discloses the anti-arterial thrombosis activity, discloses the anti-venous thrombosis activity, discloses the activity of inhibiting the GPIIb / IIIa expression, and discloses the activity of inhibiting the P- selectin expression in vivo. Therefore, theinvention discloses the application in preparing anti-arterial thrombosis medicine, the application in preparing the anti-venous thrombosis medicine, the application in preparing the GPIIb / IIIa antagonist and the application in preparing P- selectin antagonist. The formulas are shown in the decription.

The invention discloses heterocyclic carboxylic acid-modified anti-tumor oligopeptides. The heterocyclic carboxylic acid-modified anti-tumor oligopeptides have a general formula I. In the general formula I, RCO represents 1,2,3,4-tetrahydro-beta-carboline-3-formyl, beta-carboline-3-formyl, 1,2,3,4-tetrahydroisoquinol-3-formyl, isoquinol-3-formyl, or 1-methyl-1,2,3,4-tetrahydro-beta-carboline-3-formyl. The invention also discloses a preparation method of the heterocyclic carboxylic acid-modified anti-tumor oligopeptides, and in-vitro tumor cell proliferation-resistant activity of the heterocyclic carboxylic acid-modified anti-tumor oligopeptides. The invention further discloses heterocyclic carboxylic acid-modified anti-tumor oligopeptide activity of inhibiting weight gain of a tumor in a S180 tumor-loading mice, and application of the heterocyclic carboxylic acid-modified anti-tumor oligopeptides in preparation of anti-tumor drugs. The general formula I is RCO-Leu-Pro-Asn-Ile-Ser-Lys-Pro.

The present invention relates an improved process for the preparation of tetrahydro-beta-carboline derivative of formula (V) which is useful as an intermediate for the preparation of Tadalafil of formula (I). Moreover, the present invention relates to the process for the preparation of Tadalafil of formula (I)

The invention relates to a tetrahydro-beta-carboline derivative, a preparation method thereof and a use thereof. The invention discloses the tetrahydro-beta-carboline derivative described as a general formula (I), wherein R1 is H, benzyl, benzoyl or C1-6 acyl, R2 is H, C1-6 alkyl, C1-6 alkoxyl, COOH, COOR3, AA or AA-R4, R3 is C1-6 alkyl, R4 is COOH or COOR3 and AA is amino acid group. The invention further discloses the preparation method of a compound described as the general formula (I), a pharmaceutical composition containing the compound described as the general formula (I) and the use ofthe compound in the preparation of anti-inflammatory medicaments.

The invention discloses (3S)-N-(6-aminoamido-n-hexanoyl)-2,3,4,9-tetrahydro-beta-carboline-3-carboxylic acid benzyl ester having the following structure (AA in the formula is selected from L-Asp (OBzl) residue, L-Glu (OBzl) residue and L-Arg (NO2) residue), a preparation method and antitumor applications thereof, and further relates to applications in preparation of antitumor drugs.

The invention discloses a compound with a general formula II and thrombolytic activity and a preparation method thereof, and application of the compound serving as a thrombolytic. The thrombolytic activity of the compound with the general formula II is evaluated by using a rat cervical artery and vein bypass cannula thrombosis model. The result of an animal test shows that the compound with the general formula II has excellent thrombolytic activity and can clinically serve as the thrombolytic.

The invention discloses heterocyclic carboxylic acid-modified thymopentins. The heterocyclic carboxylic acid-modified thymopentins have a general formula I. In the general formula I, RCO represents 1,2,3,4-tetrahydro-beta-carboline-3-formyl, beta-carboline-3-formyl, 1,2,3,4-tetrahydroisoquinol-3-formyl, isoquinol-3-formyl, 1-methyl-1,2,3,4-tetrahydro-beta-carboline-3-formyl, 1-methyl-beta-carboline-3-formyl or 4,5,6,7-tetrahydro-3H-imidazo[4,5-C]pyridyl-6-formyl. The invention also discloses a preparation method of the heterocyclic carboxylic acid-modified thymopentins, and in-vitro tumor cell proliferation-resistant activity of the heterocyclic carboxylic acid-modified thymopentins. The invention further discloses heterocyclic carboxylic acid-modified thymopentin activity of inhibiting weight gain of a tumor in a S180 tumor-loading mice, and use of the heterocyclic carboxylic acid-modified thymopentins in preparation of anti-tumor drugs. The general formula I is RCO-Arg-Lys-Asp-Val-Tyr.

The invention relates to a 4-methoxyphenyl substituted tetrahydro-beta-carboline piperazine dione derivative and uses thereof, and specifically discloses a compound represented by a formula I, or a stereoisomer thereof, or a pharmaceutically acceptable salt thereof, wherein each group is defined in the specification. According to the present invention, the compound has dual inhibitory activity onacetylcholinesterase and phosphodiesterase 5, and has good blood-brain barrier permeability, such that the compound can be used for preparing drugs for treatment and / or prevention of Alzheimer's diseases. The formula I is defined in the specification.

The invention discloses a green synthetic method of a beta-carboline compound. The green synthetic method of the beta-carboline compound is technically characterized by comprising the following steps: carrying out Pictet-Spengler reaction on L-tryptophan to prepare tetrahydro-beta-carboline-3-carboxylic acid; and decarboxylating and oxidizing the tetrahydro-beta-carboline-3-carboxylic acid under the effect of an oxidizing decarboxylating agent hydrogen peroxide to prepare the beta-carboline compound. The invention discloses specific synthetic steps and main reaction equations in the preparation process. The method disclosed by the invention has the advantages of simple preparation and safety and environmental-friendliness, and the yield of the beta-carboline compound is high, so that the demand on green chemistry is satisfied.

The invention relates to an improvement on a synthesis method of a tetrahydro-beta-carboline compound (II). The method comprises reacting D-tryptophan methyl ester hydrochloride and piperonal at 50 DEG C-150 DEG C in a certain solvent to obtain hydrochloride of a structural formula (II) compound, wherein the solvent can be nitroethane, dioxane, methylbenzene, dimethylbenzene, benzene or nitrobenzene. The yield and purity of products prepared by the method are greatly improved, and the method is especially suitable for industrial production.

The invention provides a method for synthesizing a tetrahydro-beta-carboline diketopiperazine compound. The method comprises the following steps of: reacting Pictet-Spengler reaction on L-tryptophane methyl ester hydrochloride serving as a starting raw material with aldehyde; performing a crystallization induced asymmetric transformation (CIAT) process to obtain a tetrahydro-beta-carboline ring; performing Schotten-Baumann reaction in a two-phase solvent comprising saturated sodium carbonate and dichloromethane; and finally forming an amido bond and performing a deprotection process to obtaina target product. The method has the beneficial effects of fewer reaction steps, high transformation rate and yield, advanced technological line, simple post-treatment, easiness in purification and the like.

The invention discloses (3S)-1,1-dimethylol-tetrahydro-beta-carboline-3-formyl-Gly-Leu-Asp-Val, a preparation method, anti-arterial-thrombus activity, anti-venous-thrombosis activity, GPIIb / IIIa expression inhibiting activity and P-selectin expression inhibition activity thereof, such that the prevent invention discloses applications of the (3S)-1,1-dimethylol-tetrahydro-beta-carboline-3-formyl-Gly-Leu-Asp-Val in preparation of anti-arterial-thrombus drugs, anti-venous-thrombosis drugs, GPIIb / IIIa antagonists and P-selectin antagonists. The structure formula is defined in the specification.

The invention particularly relates to an application and an application method of a cinchona alkaloid squaramide derivative as a catalyst in an asymmetric P-S reaction. The application method comprises the steps as follows: a tetrahydro-beta-carboline derivative shown in formula (IV) is prepared through a cyclization reaction in an anhydrous organic solvent A at 0-100 DEG C with a tryptamine derivative and an aldehyde compound as substrates and the cinchona alkaloid squaramide derivative as the catalyst, the yield is 60%-99%, and the ee value is 80%-99%. Compared with the prior art, the asymmetric Pictet-Spengler reaction is promoted by use of the organic alkali catalyst for the first time, the ee value of the tetrahydro-beta-carboline derivative is significantly increased, and the application method has the characteristics of being convenient to operate, lower in cost and the like and has higher application value and potential social and economic benefits.

The invention discloses a tetrahydro carboline derivative modified with two amino acids and a preparation method and an application thereof. According to the invention, L-tryptophan methyl ester is allowed to react with 1,1,3,3-tetramethoxy propane by a microwave reaction; the obtained product is modified by amino acids to obtain a series of (1R, 3S)-1-[1-(1R, 3S)-tetrahydro beta-carboline-3-formyl amino acid-1-yl-methyl]-tetrahydro beta-carboline-3-formyl amino acid derivatives and intermediates thereof; and the derivatives are evaluated for in vitro antiplatelet aggregation activity and in vitro antithrombotic activity. The method of the invention is simple; the used raw materials are easily available, safe and cheap; the obtained product has antiplatelet aggregation activity and antithrombotic activity, which indicates the clinical application prospects of (1R, 3S)-1-[1-(1R, 3S)-tetrahydro beta-carboline-3-formyl amino acid-1-yl-methyl]-tetrahydro beta-carboline-3-formyl amino acidas an antithrombotic agent.

The present invention discloses an aromatic alkanoyl tetrahydro-beta-carboline compound represented by a structural formula (I), and related analogs thereof or hydrates or pharmaceutically acceptable salts thereof, and the application of the compound or pharmaceutical compositions containing the compound in the preparation of drugs for treatment of various cancers and tumor metastasis.

The invention relates to the technical field of compounding of pesticides, and in particular relates to an antiviral composition containing glucosan. The antiviral composition comprises effective ingredients and auxiliary ingredients, wherein the effective ingredients are a component A and glucosan, the effective ingredients account for 1-80wt% of the antiviral composition, and the component A isa tetrahydro-beta-carboline alkaloid derivative. The antiviral composition is used for preventing and treating cruciferous vegetable virus diseases, or potato rugose mosaic, or camellia mosaic disease, or peanut stunt, or tomato virus disease or tomato gray mould. The antiviral composition provided by the invention has the advantages that the glucosan and the component A are taken as the effectiveingredients, control effect is improved, pesticide residue and environmental pollution are reduced, production of virus resistance can be beneficially avoided, and production speed of the virus resistance is slowed down.

The invention provides nauclea officinalis pierre ex pitard total alkaloid extract, which comprises 3-R-3,4-dihydroangustoline, naucleofficine D, 1,2,3,4-tetrahydro-beta-carboline, 3-S-3,4-dihydroangustoline, latifoliamide D, latifoliamide B, angustoline, 3,14-dihydroangustine, 3,14,18,19-tetrahydroangustine, 6'-acetyl strictosamide, vincoside lactam and strictosamide. The content of total alkaloids in the nauclea officinalis pierre ex pitard total alkaloid extract obtained by such a preparation method is more than 50 weight percent. The nauclea officinalis pierre ex pitard total alkaloid extract obtained by the preparation method and a medicinal composition prepared from the nauclea officinalis pierre ex pitard total alkaloid extract have better anti-inflammatory effects.

The present invention relates to a 3,4-methylenedioxyphenyl substituted tetrahydro-beta-carboline piperazine dione derivative and uses thereof, and specifically discloses a compound represented by a formula I, or a stereoisomer thereof, or a pharmaceutically acceptable salt thereof, wherein each group is defined in the specification. According to the present invention, the compound has dual inhibitory activity on acetylcholinesterase and phosphodiesterase 5, and has good blood-brain barrier permeability, such that the compound can be used for preparing drugs for treatment and / or prevention ofAlzheimer's diseases. The formula I is defined in the specification.

The invention relates to a bactericidal composition containing an alternaria tenuissima activator protein. The alternaria tenuissima activator protein and a compound A serve as active ingredients, andthe compound A is a tetrahydro-beta-carboline compound containing an acylhydrazone structure. The composition can be used for controlling viral diseases of fruit trees, vegetables and field crops andcan achieve the effects of effectively improving stress resistance of the crops, regulating growth of the crops, promoting flowering, improving yield, improving the fruit quality and the like.

The invention discloses a (3S) -1, 1-Dihydroxymethyl-Tetrahydro-Beta-Carboline-3-Formyl-Gly-Arg-Gly-Asp-Phe, discloses a preparation method thereof, discloses the anti-arterial thrombosis activity, discloses the anti-venous thrombosis activity, discloses the activity of inhibiting the GPIIb / IIIa expression, and discloses the activity of inhibiting the P-selectin expression in vivo. Therefore, theinvention discloses the application in preparing anti-arterial thrombosis medicine, the application in preparing the anti-venous thrombosis medicine, the application in preparing the GPIIb / IIIa antagonist and the application in preparing P- selectin antagonist. The formulas are shown in the decription.

The invention discloses hydroxy substituted tetrahydro-beta-carboline small-molecular organic compounds and derivatives, hydrates or pharmaceutically acceptable salts of the compounds, pharmaceuticalcomposition containing the compounds, an application of the compounds to preparation of drugs for preventing and / or treating various USP (ubiquitin-specific protease)15-mediated malignant tumors and tumor metastasis related diseases.

The invention discloses a 1,2,3,4-tetrahydro-beta-carboline-N-heterothioiminazole compound. The functionalized 1,2,3,4-tetrahydro-beta-carboline-N-heterothioiminazole compound is mainly synthesized by taking an alpha,alpha-dihydroxy ethanone type compound, substituted tryptamine and potassium thiocyanate through a one-pot method at 40 DEG C under an acidic condition. A preparation method provided by the invention is simple to operate and raw materials are easy to obtain; a plurality of substituent groups can be introduced simultaneously and a product is easy to separate. The 1,2,3,4-tetrahydro-beta-carboline-N-heterothioiminazole compound prepared by the preparation method has a certain optical property, can be applied to molecular imaging as a potential fluorophore and can be applied to preparation of fluorophores with fluorescent properties. A molecular formula is as follows: the molecular formula is shown in the description.