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Acetylated naringin composition and medical application of composition in osteoblast proliferation

A technology for acetylating pomelo and a compound, which is applied in the fields of enzyme synthesis and medical application, can solve the problems of naringin not easily permeating the lipid cell membrane of the bilayer, reducing the effect of drugs, poor fat solubility, etc., so as to promote osteogenesis. Cell proliferation, simple synthesis process, and the effect of promoting proliferation

Inactive Publication Date: 2016-11-09
JILIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are multiple phenolic hydroxyl groups in the naringin molecule, which has poor fat solubility and unstable chemical properties, which limit its biological efficacy.
In terms of human efficacy, naringin is not easy to penetrate the double lipid layer lipid cell membrane, and it is difficult to reach the target point of action, which greatly reduces its due drug effect

Method used

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  • Acetylated naringin composition and medical application of composition in osteoblast proliferation
  • Acetylated naringin composition and medical application of composition in osteoblast proliferation
  • Acetylated naringin composition and medical application of composition in osteoblast proliferation

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Weigh 0.05mmol of naringin and dissolve it in 20mL of acetone solution, add 2mmol of vinyl acetate, mix well, then add 80mg of CSL enzyme, place in a constant temperature shaker at 30°C, 100rpm, keep the water activity at 0.60, and react for 24h . At the end of the reaction, the enzyme was filtered to terminate the reaction and the solvent was concentrated by spin. The reaction product was separated and purified by HPLC. The separation conditions were: Thermo C18 (4.6 mm × 250 mm × 5 μm, Agilent, USA) chromatographic column; the mobile phase was water (A) and methanol (B), 0-5min 40-80% ( B), 5-15min maintain 80% (B), 15-20min 80-40% (B); flow rate 1.0 ml / min. The column temperature was 30°C, the injection volume was 10 µl; the detection wavelength was 330 nm, the retention time of acetylated naringin was 10.8 min, and the yield was 89.0%. The structure of the product was identified by nuclear magnetic resonance spectrometer, and it was determined that the substance s...

Embodiment 2

[0027] Weigh 0.2mmol of naringin and dissolve it in 20mL of acetone solution, add 4mmol of vinyl acetate, mix well, then add 100mg of CSL enzyme, place in a constant temperature shaker at 30°C, 100rpm, keep the water activity at 0.60, and react for 24h . At the end of the reaction, the enzyme was filtered to terminate the reaction and the solvent was concentrated by spin. The reaction product was separated and purified by HPLC. The separation conditions were: Thermo C18 (4.6 mm × 250 mm × 5 μm, Agilent, USA) chromatographic column; the mobile phase was water (A) and methanol (B), 0-5min 40-80% ( B), 5-15min maintain 80% (B), 15-20min 80-40% (B); flow rate 1.0 ml / min. The column temperature was 30°C, the injection volume was 10 µl; the detection wavelength was 330 nm, the retention time of acetylated naringin was 10.8 min, and the yield was 92.6%. The structure of the product was identified by nuclear magnetic resonance spectrometer, and it was determined that the substance s...

Embodiment 3

[0029]Weigh 0.4mmol of naringin and dissolve it in 20mL of acetonitrile solution, add 6mmol of vinyl acetate, mix well, add another 120mg of CSL enzyme, place in 30°C, 100rpm constant temperature shaker, keep water activity 0.60, react for 24h . At the end of the reaction, the enzyme was filtered to terminate the reaction and the solvent was concentrated by spin. The reaction product was separated and purified by HPLC. The separation conditions were: Thermo C18 (4.6 mm×250 mm×5 μm, Agilent, USA) chromatographic column; the mobile phase was water (A) and methanol (B), 0-5min 40-80% ( B), 5-15min maintain 80% (B), 15-20min 80-40% (B); flow rate 1.0 ml / min. The column temperature was 30°C, the injection volume was 10 µl; the detection wavelength was 330 nm, the retention time of acetylated naringin was 10.8 min, and the yield was 92.0%. The structure of the product was identified by nuclear magnetic resonance spectrometer, and it was determined that the substance synthesized by...

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Abstract

The invention discloses an acetylated naringin composition (NGA) and further provides medical application of the composition in osteoblast proliferation and a novel naringin product NGA. The natural product naringin is used as a substrate to perform enzymatic acetylating for synthesis of the novel compound, proliferation of normal osteoblast and TNF-alpha induced damaged osteoblast of mice can be remarkably promoted, and an osteoblast proliferation promoting drug can be prepared. The synthesis process is simple and lower in cost and is advantageous to industrialized production.

Description

technical field [0001] The invention discloses an acetylated naringin compound (NGA). The invention further provides the application of the compound in mouse osteoblast proliferation, which belongs to the technical field of enzyme synthesis and medical application. Background technique [0002] Bone metabolism is a dynamic balance process between osteoblasts and osteoclasts, and the imbalance of this balance will lead to bone metabolic diseases. Periodontitis is the most common and frequent oral bone metabolic disease. Most people in my country suffer from various periodontitis, and it shows an increasing trend year by year. The main pathological changes of periodontitis are periodontal pocket formation and alveolar bone resorption , causing the teeth to loosen or even fall out. For a long time, scholars at home and abroad have been devoting themselves to the research of alveolar bone regeneration and reconstruction methods. However, although these methods have certain appli...

Claims

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Application Information

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IPC IPC(8): C07H17/07C07H1/00C12P19/60A61K31/7048A61P19/08A61P1/02
CPCC07H1/00C07H17/07C12P19/60
Inventor 闫国栋张迪盖彦忻王雅妮叶绪廷姜丽艳孟庆繁滕利荣
Owner JILIN UNIV
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