Polyunsaturated fatty acyl phosphatide derivative and preparation method and application thereof
A technology of fatty acyl phospholipids and derivatives, which is applied in the field of series derivatives of compounds, can solve the problems such as great difference in drug efficacy, and achieve the effect of novel structure, convenient operation and prevention of fat accumulation
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[0041] Example 1: Preparation of DHA-PC(2) compound (2a), the structural formula of compound (2a) is:
[0042]
[0043] Mix 12mmol of polyunsaturated fatty acid and 10mmol of phosphorylated ethanolamine, and slowly drop the ester condensing agent, which includes 1.4mL DMF, 3.6mL Et 3 N and 1.2mL (COCl) 2 The mixed solution of 30mL dichloromethane was stirred at 0°C for 2h. After the reaction, the reaction solution was added with saturated sodium carbonate solution (100mL), extracted twice with dichloromethane (50mL), dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The crude product was quickly purified by silica gel column chromatography (V Ethyl acetate : V Petroleum ether = 1:2), purified to obtain a yellow viscous product. Agilent XDB-C18ZORBAX high performance liquid chromatography for further purification, room temperature, mobile phase (V Methanol : V water =95:5), flow rate 20ml / min, collection retention time t 1 / 2 =6.1min comp...
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[0046] Example 2: Preparation of DHA-PC(3) compound (2b), the structural formula of compound (2b) is:
[0047]
[0048] Mix 12mmol of polyunsaturated fatty acid and 10mmol of phosphorylated propanolamine, and slowly drop in ester condensing agent, which includes 1.2mL DMF and 3.0mL Et 3 N and 1.0mL (COCl) 2 The mixed solution of 30mL dichloromethane was stirred at 0°C for 2h. After the reaction, the reaction solution was added with saturated sodium carbonate solution (100mL), extracted twice with dichloromethane (50mL), dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The crude product was quickly purified by silica gel column chromatography (V Ethyl acetate : V Petroleum ether = 1:2), purified to obtain a yellow viscous product. Agilent XDB-C18ZORBAX high performance liquid chromatography for further purification, room temperature, mobile phase (V Methanol : V water =95:5), flow rate 20ml / min, collection retention time t 1 / 2 = 5.9min ...
Example Embodiment
[0051] Example 3: Preparation of DHA-PC(4) compound (2c), the structural formula of compound (2c) is:
[0052]
[0053] Mix 12mmol of polyunsaturated fatty acid and 10mmol of phosphorylated butanolamine, and slowly drop in the ester condensing agent, which includes 1.6mL DMF, 4.2mL Et 3 N and 1.4mL (COCl) 2 The mixed solution of 30mL dichloromethane was stirred at 0°C for 2h. After the reaction, the reaction solution was added with saturated sodium carbonate solution (100mL), extracted twice with dichloromethane (50mL), dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The crude product was quickly purified by silica gel column chromatography (V Ethyl acetate : V Petroleum ether = 1:2), purified to obtain a yellow viscous product. Agilent XDB-C18ZORBAX high performance liquid chromatography for further purification, room temperature, mobile phase (V Methanol : V water =95:5), flow rate 20ml / min, collection retention time t 1 / 2 = 6.6min ...
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