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Clarithromycin derivatives and their preparation methods and applications

A technology for clarithromycin and derivatives, applied in the field of clarithromycin derivatives, can solve the problems of complicated operation steps, high cost, unsuitable for screening and detection of large-scale samples, etc., and achieves the analysis of large sample volume, low cost and high sensitivity. Effect

Active Publication Date: 2019-11-12
深圳市绿诗源生物技术有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although these methods have strong specificity and high sensitivity, the sample pretreatment steps are cumbersome and costly, and they are not suitable for the screening and detection of large batches of samples.

Method used

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  • Clarithromycin derivatives and their preparation methods and applications
  • Clarithromycin derivatives and their preparation methods and applications
  • Clarithromycin derivatives and their preparation methods and applications

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] 1) Add 750.6mg (1mmol) of clarithromycin into a 50ml reaction bottle, add 10ml of dilute hydrochloric acid, stir at room temperature for 2 hours, add 20ml of water, adjust the pH to 8.0-9.0 with concentrated ammonia water, precipitate a white solid, add solid Saturate the solution with sodium chloride, stir slowly for 30 minutes, filter with suction, take the filter cake and dissolve it in 50ml ethyl acetate, wash 3 times with saturated aqueous sodium chloride solution, take the ethyl acetate layer, and dry it with anhydrous sodium sulfate for 2 hours , filtered, and ethyl acetate was rotary evaporated under reduced pressure to obtain a white solid, which was 432.7 mg of clarithromycin derivative intermediate.

[0040] 2) Add 300.6mg (0.51mmol) of the intermediate prepared in step 1) into a 10ml reaction flask, add 5ml methanol, add 78.8mg (1.5N) of γ-aminobutyric acid, stir magnetically at 60°C for 12 hours, cool, reduce The solvent was evaporated under pressure and 10...

Embodiment 2

[0042] Embodiment 2, preparation clarithromycin artificial antigen

[0043] 1. Synthesis of Clarithromycin Coating Progen

[0044] (1) Dissolve 27.7 mg of the compound shown in formula (I) prepared in Example 1 in 2 ml of N,N-dimethylformamide, add 10 mg of N-hydroxysuccinimide and 10 mg of 1-ethyl-(3- Dimethylaminopropyl) carbodiimide hydrochloride was magnetically stirred at room temperature for 2 h to obtain solution a.

[0045] (2) Add 66 mg of bovine serum albumin into 8 ml of deionized water, stir magnetically at room temperature, and fully dissolve to obtain solution b.

[0046] (3) Add solution a dropwise to solution b, stir slowly at room temperature for 8 hours, then put it into a dialysis bag, dialyze in PBS at 4°C for 72 hours (change the water 5 times in the middle), then centrifuge at 4000rmp for 10 minutes at 4°C, Take the supernatant, i.e. the original clarithromycin-coated solution, divide it into ampoules, and store at -20°C. The original solution is refer...

Embodiment 5

[0063] Example 5, Preparation of clarithromycin polyclonal antibody

[0064] 1. Animal immunity

[0065] New Zealand white rabbits: purchased from the Experimental Animal Center of Guangdong Province.

[0066] The New Zealand white rabbits were immunized with the CL-LPH solution prepared in Example 2. The immunization method was multi-point subcutaneous immunization on the back of the spine on both sides. The immunization interval was two weeks, and the dose of each immunization was 1 mg / only, starting from the second immunization On the seventh day after each immunization, blood was collected from the ear vein to detect the serum titer and inhibition. There were eight immunizations in total. After eight immunizations, whole blood was collected from the heart, and the serum was collected by centrifugation to obtain polyclonal antibodies. The collected serum was stored at -20°C.

[0067] 2. Identification of polyclonal antibodies

[0068] The polyclonal antibodies obtained i...

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Abstract

The invention discloses a clarithromycin derivative, and a preparation method and application thereof. The invention aims to provide the clarithromycin clarithromycin derivative which can maintain the feature structure of clarithromycin to the greatest degree and has an active group capable of coupling with carrier protein; an artificial antigen and an antibody are prepared from the clarithromycin derivative to be used for detecting macrolide compounds; according to the technical scheme, the structure of the clarithromycin derivative is as shown in the following formula; the clarithromycin artificial antigen is prepared by coupling the clarithromycin derivative with the carrier protein; the invention belongs to the field of a biotechnology; and (the formula is as shown in the description).

Description

technical field [0001] The invention belongs to the field of biotechnology, and specifically relates to a clarithromycin derivative and the application of the clarithromycin derivative as a hapten in the preparation of a clarithromycin coating agent and an immunogen. Background technique [0002] Clarithromycin belongs to macrolide antibiotics and is effective against most Gram-positive bacteria, some Gram-negative bacteria and some atypical pathogenic bacteria (mycoplasma, chlamydia, etc.). It is one of the second-generation derivatives of erythromycin. The main members of the second-generation derivatives of erythromycin include roxithromycin, azithromycin, clarithromycin, and dirithromycin. Because its second-generation derivatives avoid being destroyed by gastric acid, improve the absorption rate, and have stronger antibacterial activity, they are widely used as first-line drugs for the treatment of respiratory tract infections. [0003] However, it has been reported r...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D313/00C07K14/765C07K14/795C07K16/44C07K16/06G01N33/543
CPCC07D313/00C07K14/765C07K14/795C07K16/44C07K2317/10C07K2317/33G01N33/543
Inventor 宁波李隆军刘明如赖启隆朱永利何秀平黄斌
Owner 深圳市绿诗源生物技术有限公司
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