Naringenin fatty acid ester and preparation method thereof as well as pharmaceutical composition with naringenin fatty acid ester as active component and application of pharmaceutical composition
A technology of fatty acid ester and naringenin, which is applied in the application field of anti-platelet aggregation, can solve the problems such as the literature that has not found the 5-hydroxyl esterification of naringenin, and achieves improved druggability, high yield, and improved drug resistance. effective effect
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
Example Embodiment
[0067] Example 1
[0068] Synthesis of Naringenin-5-O-Acetate
[0069] (1) Synthesis of 7,4’-O,O-dibenzylnaringenin
[0070] Naringenin (0.01mol, 2.72g) is dissolved in anhydrous N,N-dimethylformamide at a concentration of 0.3mol / L under the protection of nitrogen, and K is added at a concentration of 0.6mol / L 2 CO 3 (0.02mol, 2.76g), stirring at room temperature 25℃ for 1 hour, then slowly adding benzyl bromide (0.02mol, 2.40mL) with a concentration of 0.6mol / L under stirring, after the addition is complete, heating to 40℃ and stirring for reaction . The reaction progress was monitored with a GF254 silica gel thin layer chromatography plate, and the developing solvent: ethyl acetate / acetone / glacial acetic acid (6:6:1.5). After 4 hours of reaction, the naringenin spots disappeared and the benzylation reaction was complete. The reaction solution was poured into ice water, adjusted to pH=6 with 10wt% acetic acid aqueous solution, filtered, and the filter cake was washed with water u...
Example Embodiment
[0080] Example 2
[0081] Synthesis of Naringenin-5-O-Propionate
[0082] (1) Synthesis of 7,4’-O,O-dibenzylnaringenin
[0083] Naringenin (0.01mol, 2.72g) is dissolved in anhydrous N,N-dimethylformamide at a concentration of 0.05mol / L under the protection of nitrogen, and K is added at a concentration of 0.1mol / L 2 CO 3 (0.02mol, 2.76g), stirring at room temperature 25℃ for 1 hour, and then slowly adding benzyl bromide (0.02 mol, 2.40mL) with a concentration of 0.1mol / L under stirring. After the addition, the temperature is raised to 100℃ and the reaction is stirred. . The reaction progress was monitored with a GF254 silica gel thin layer chromatography plate, and the developing solvent: ethyl acetate / acetone / glacial acetic acid (6:6:1.5). After 6 hours of reaction, the naringenin spots disappeared and the benzylation reaction was complete. The reaction solution was poured into ice water, adjusted to pH=6 with 10wt% acetic acid aqueous solution, filtered, and the filter cake was ...
Example Embodiment
[0093] Example 3
[0094] Synthesis of Naringenin-5-O-n-Butyrate
[0095] (1) Synthesis of 7,4’-O-dibenzylnaringenin
[0096] Naringenin (0.01mol, 2.72g) is dissolved in anhydrous N,N-dimethylformamide at a concentration of 0.5mol / L under the protection of nitrogen, and K is added at a concentration of 1.0mol / L 2 CO 3 (0.02mol, 2.76g), stirring at room temperature 25°C for 1 hour, and then slowly adding benzyl bromide (0.02mol, 2.40mL) dropwise at a concentration of 1.0mol / L under stirring. After the addition, the reaction was stirred at 10°C. The reaction progress was monitored with a GF254 silica gel thin layer chromatography plate, and the developing solvent: ethyl acetate / acetone / glacial acetic acid (6:6:1.5). After 5 hours of reaction, the naringenin spots disappeared and the benzylation reaction was complete. The reaction solution was poured into ice water, adjusted to pH=6 with 10wt% acetic acid aqueous solution, filtered, and the filter cake was washed with water until it w...
PUM
Property | Measurement | Unit |
---|---|---|
Melting point | aaaaa | aaaaa |
Melting point | aaaaa | aaaaa |
Melting point | aaaaa | aaaaa |
Abstract
Description
Claims
Application Information
- R&D Engineer
- R&D Manager
- IP Professional
- Industry Leading Data Capabilities
- Powerful AI technology
- Patent DNA Extraction
Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.
© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap