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Application of resveratrol derivative in preparing medicine for treating disease relative to immune

A technology for immune-related diseases and drugs, applied in the field of treatment of immune-related arthritis, can solve the problems of slow onset and high toxicity, and achieve the effects of short half-life, low bioavailability, and strong efficacy.

Inactive Publication Date: 2008-09-17
CENT SOUTH UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Disease-modifying antirheumatic drugs are used in the treatment of immune-related arthritis [2] , such as methotrexate, sulfasalazine, hydroxychloroquine, auranofin, penicillamine, leflunomide, cyclophosphamide, cyclosporine A, mycophenolate mofetil, 99 Technetium methylene phosphate, etc., although the curative effect is certain, but the toxicity is relatively high, and the onset of effect is relatively slow. Among them, mycophenolate mofetil with relatively low toxicity is an imported drug

Method used

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  • Application of resveratrol derivative in preparing medicine for treating disease relative to immune
  • Application of resveratrol derivative in preparing medicine for treating disease relative to immune
  • Application of resveratrol derivative in preparing medicine for treating disease relative to immune

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Preparation of Resveratrol Methylated Derivatives (BTM)

[0028] It can be prepared according to the methods disclosed in the background technology, and can also be prepared by the following methods.

[0029] Stir and dissolve 50 g of resveratrol in 350 mL of acetone, add 70 mL of dimethyl sulfate and 85 g of anhydrous potassium carbonate, let stand at 30-40°C for 24 hours, and stir intermittently. After the reaction was completed, it was poured into water and extracted three times with ethyl acetate. The ethyl acetate extracts were combined, dried over anhydrous sodium sulfate, and concentrated to dryness under reduced pressure to obtain a crude product. 40 g of the crude product was dissolved in chloroform, stirred with silica gel and waited to dry, packed on top of a silica gel column for column chromatography, and eluted with petroleum ether-chloroform at a volume ratio of 8:2. The resveratrol methylated derivatives were collected and combined, the solvent was dist...

Embodiment 2

[0031] Preparation of acetylated derivatives of resveratrol (BTY).

[0032] It can be prepared according to the methods disclosed in the background technology, and can also be prepared by the following methods.

[0033] 60g of resveratrol was stirred and dissolved in 180mL of anhydrous pyridine, 225mL of acetic anhydride was added, and stood at 35-45°C for 24 hours with intermittent stirring. After the reaction was completed, it was poured into water and extracted with ethyl acetate. The ethyl acetate extracts were combined, dried over anhydrous sodium sulfate, and concentrated to dryness under reduced pressure to obtain a crude product. 56 g of the crude product was dissolved in chloroform, stirred with silica gel and waited to dry, then packed on the top of a silica gel column for column chromatography, and eluted with petroleum ether-chloroform with a volume ratio of 8:3. Collect and combine the fractions of resveratrol acetylated derivatives, distill off the solvent under...

Embodiment 3

[0035] Effects of Resveratrol Acetylated Derivatives (abbreviated as BTY) on Experimental Osteoarthritis in Rabbits

[0036] Materials and Methods:

[0037] Experimental animals: Experimental animals: 36 healthy New Zealand rabbits (provided by the Experimental Animal Laboratory of the Second Xiangya Hospital of Central South University), male and female, weighing 1.5-2 kg. Certificate of Conformity: SCXK (Xiang) 2003-0003

[0038] Experimental drugs: BTY (made by Central South University, purity 98.5%), glucosamine sulfate (positive drug, Zhejiang Hisun Pharmaceutical Co., Ltd., 0504081). Reagent: According to the conversion formula of dosage for adults and dosage for experimental animals, calculate the high dose of BTY for each rabbit every day 120mg / kg, the medium dose of 60mg / kg, and the low dose of 30mg / kg. Glucose 35mg / kg was made into a solution with a concentration of 35mg / mL.

[0039] Experimental instruments: BECKMAN spectrophotometer, NiKonYS700 microscope, LEICA...

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PUM

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Abstract

The invention relates to the usage of the derivative of resveratrol as a drug in treating arthritis relative to immunity, in particular to the usage as a drug in treating in rheumatoid arthritis, spinal disease (in particular to ankylosing spondylitis) and osteoarthritis. The invention adopts the technical proposal that: the compound in formula (II) is used for preparing drugs treating diseases relative to immunity, wherein, R1, R2 and R3 are selected from hydrogen, alkyl and alkanoyl but cannot be hydrogen at the same time. The derivative of resveratrol as a drug in treating arthritis relative to immunity has the advantages of having stronger drug efficacy compared with other drugs and stronger effect compared with primer resveratrol of the derivative.

Description

technical field [0001] The present invention relates to derivatives of resveratrol as medicines, especially as medicines for treating immune-related arthritis, especially rheumatoid arthritis, spondyloarthropathy (especially ankylosing spondylitis), and osteoarthritis the use of. Background technique [0002] The prevalence of immune-related arthritis in the population is about 15% [1] . Because its etiology has not been fully elucidated so far, its pathogenesis is related to many factors such as genetics, immunity, and endocrine, and its clinical manifestations have obvious heterogeneity, and it is easy to invade multiple systems and organs. A type of disease to treat. The annual medical expenses of a patient range from thousands of yuan to tens of thousands of yuan. For a big country like ours with a population of 1.3 billion, the cost is astronomical. [0003] Disease-modifying antirheumatic drugs are used in the treatment of immune-related arthritis [2] , such as me...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K31/047A61K31/09A61K31/222A61P37/04A61P35/00A61P31/10A61P29/00A61P19/02A61P15/14A61P17/00A61P13/00A61P15/00
Inventor 向大雄高洁生蒋新宇
Owner CENT SOUTH UNIV
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