Preparation and application of cell wall tripeptide-bis fatty acyl phosphatidyl ethanolamine derivative
A technology of fatty acylphosphatidylethanolamine and derivatives, which is applied in the field of derivatives of novel cell wall tripeptide-difattyylphosphatidylethanolamine, and achieves good inhibitory effect and tumor-inhibiting effect
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
Embodiment 1
[0025] Synthesis of N-phthaloyl-distearoylphosphatidylisopropanolamine
[0026] Compound 2-phthalimide isopropyl-dichlorophosphoryl (0.32 g, 1 mmol) was dissolved in 10 mL of anhydrous tetrahydrofuran, and after cooling down to 10 °C, 1,2-distearic acid 15 mL of anhydrous pyridine solution of glyceride (0.62, 1 mmol) was added dropwise to the above solution, the temperature was controlled at 10°C, and the reaction was continued for 35 minutes. 6N hydrochloric acid was added dropwise to adjust the pH to 1-2. After the dropwise addition, stir for 3 minutes, let stand for crystallization, and filter. The filter cake was washed once with water, and dried in vacuum to obtain 0.76 g of N-phthaloyl-distearoylphosphatidyl isopropanolamine with a yield of 86%.
Embodiment 2
[0028] Synthesis of Distearyl Phosphatidyl Isopropanolamine
[0029] Add N-phthaloyl-distearoylphosphatidyl isopropanolamine (0.89 g, 1 mmol) into 2 mL of tetrahydrofuran and 10 mL of absolute ethanol, and heat up to 50°C to dissolve. Hydrazine hydrate (0.3 g) was added dropwise and reacted for 1-2 hours. After the reaction was completed, 2N hydrochloric acid was added dropwise to adjust the pH value to 5-6, cooled to 20°C and allowed to stand for crystallization. After suction filtration, the filter cake was washed with acetone, and then vacuum-dried to obtain 0.52 g of distearoylphosphatidyl isopropanolamine, with a yield of 68%.
Embodiment 3
[0031] Synthesis of Cell Wall Tripeptide-Distearoyl Phosphatidyl Isopropanolamine
[0032] Cell wall tripeptide (0.56 g, 1 mmol) was dissolved in 10 mL DMF, DCC (0.25 g, 1.2 mmol) and N-hydroxysuccinimide (0.14 g, 1.2 mmol) were added, and the reaction was stirred at room temperature for 3 hours . After filtration, triethylamine (0.5 mL) and distearoylphosphatidylinopropanolamine (0.6 g, 0.8 mmol) were added to the filtrate, and the temperature was raised to 50°C for 3 hours. After cooling down to room temperature, it was concentrated to dryness and subjected to column chromatography to obtain 0.52 g of a white solid with a yield of 48%. MS m / z: 1330.7[M+Na]+.
PUM
Login to View More Abstract
Description
Claims
Application Information
Login to View More