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Structures and synthesis methods of flavone-based compounds

Inactive Publication Date: 2018-05-08
潘嘉慧
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0006] Disadvantages of diosmin: low solubility, low oral bioavailability, large dose of oral preparations, which lead to some adverse reactions, such as digestive tract reactions and autonomic dysfunction, etc.

Method used

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  • Structures and synthesis methods of flavone-based compounds
  • Structures and synthesis methods of flavone-based compounds
  • Structures and synthesis methods of flavone-based compounds

Examples

Experimental program
Comparison scheme
Effect test

Embodiment Construction

[0010] 1. Target molecule 1a:

[0011]

[0012] Synthetic steps:

[0013] 1) Add 30.4 g (50.0 mmol) of 3',5,7-trihydroxy-4'-methoxyflavone (2) and 4.2 g (50.0 mmol) of sodium acetate into 200.0 mL of acetic anhydride and heat to reflux. The initial reaction solution was a suspension, which was completely dissolved after continued heating, and the reaction was complete under reflux for 2 hours; the acetic anhydride was distilled off under reduced pressure, and 200.0 mL of distilled water was added to the residue, extracted with dichloromethane (100.0 mL×3), saturated Wash with sodium carbonate solution (50.0mL×2), wash with water until neutral; combine the aqueous phases, reverse-phase extraction with dichloromethane (50.0mL×3); combine the organic phases, remove the solvent to obtain a light yellow solid, and recrystallize from isopropanol 42.9 g of light yellow solid compound (3) was obtained with a yield of 90.8%. Ms (m / z): 945.2; NMR (400MHz,DMSO): 7.42-7.38 (m, 2H), 6...

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Abstract

The present invention discloses structures and synthesis methods of six flavone-based compounds, wherein the compounds have the following structures defined in the specification.

Description

technical field [0001] The invention relates to the field of organic synthesis, in particular to the structures and preparation methods of six flavonoid compounds. Background technique [0002] Diosmin, CAS: 520-27-4, English name: Diosmin, molecular formula: C 28 h 32 o 15 , molecular weight: 608.54, English alias: 3,5,7-trihydroxy-4-methoxyflavone-7-rutinoside. Physical and chemical properties: Odorless, yellow powder, containing one crystal water, melting point is 281°C, almost insoluble in water and most organic solvents. [0003] Application fields of diosmin: for the treatment of chronic venous insufficiency, venous lower extremity ulcers, microangiopathic hemorrhoids in diabetic patients, joint edema and upper extremity lymphedema after traditional lung cancer treatment. [0004] Pharmacological action of diosmin: This product is a flavonoid derivative. Animal experiments have shown that diosmin can regulate microcirculation, edema formation, lymphatic function, c...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/6558C07F9/655
CPCC07F9/65586C07F9/65522
Inventor 周亚耀潘嘉慧
Owner 潘嘉慧
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