A drug-loaded aqueous emulsion containing modified polymannuronic acid derivatives and its preparation method

Abstract

The invention relates to the field of biopolymer materials and particularly relates to a modified polymannuronic acid derivative, a drug-carrying aqueous emulsion and a preparation method thereof. Low-molecular-weight polymannuronic acid as a raw material undergoes an Ugi reaction to produce an amphiphilic polymannuronic acid derivative. The surface activity test result shows that the derivative has a low critical aggregation concentration and good surface activity, can be used as a water emulsion stability aid and has a good regulation effect on the stability and drug release of the emulsion.

Description

technical field

[0001] The invention relates to the field of biopolymer materials, in particular to a modified polymannuronic acid derivative, its drug-loaded aqueous emulsion and a preparation method. Background technique

[0002] Polymannuronic acid (PM) is widely used in the field of medicine. It has the functions of detoxification, anti-inflammation, anti-coagulation, regulation of immune function and promotion of plant growth. At the same time, it also has good application prospects in the field of agriculture, such as: promoting plant growth, enhancing plant drought resistance, and serving as a slow-release carrier for pesticides. Yang et al. (Yang et al., 2012) prepared amphiphilic sodium alginate derivatives by modifying sodium alginate with dodecyl, and studied the effect of its content on the stability of aqueous emulsion. Modified alginic acid The higher the sodium concentration, the better the stability of the emulsion.

[0003] Today, in the field of agricultu...

Examples

Embodiment 1

[0034] A preparation method of modified polymannuronic acid derivative (Ugi-PM), comprising the following steps:

[0035] Take polymannuronic acid and add it to a three-necked flask, add deionized water that is 35-45 times the mass of polymannuronic acid, stir it mechanically to dissolve it completely, and use dilute hydrochloric acid to adjust the pH to 2.8;

[0036] Then add formaldehyde solution and octylamine respectively to make the system fully stir and mix evenly, finally add cyclohexyl isocyanide, stir and react for 20 hours; the amount of formaldehyde solution, octylamine and cyclohexyl isocyanide is: Add, 0.03g of formaldehyde solution, 0.1g of octylamine, 0.1g of cyclohexyl isocyanide with a mass concentration of 98%; the mass concentration of the added formaldehyde solution is 35%;

[0037] After the reaction is completed, dilute the reaction solution with water to 2 times and let it stand for defoaming; place the diluted solution in a molecular weight cut-off (Mw=...

Embodiment 2

[0042] A preparation method of modified polymannuronic acid derivative (Ugi-PM), comprising the following steps:

[0043] Take polymannuronic acid and add it to a three-necked flask, add deionized water 45 times the mass of polymannuronic acid, stir mechanically to dissolve it completely, and use dilute hydrochloric acid to adjust the pH to 3.2;

[0044] Then add formaldehyde solution and octylamine respectively to make the system fully stir and mix evenly, and finally add cyclohexyl isocyanide, stir and react for 30 hours; the amount of formaldehyde solution, octylamine and cyclohexyl isocyanide is: Add, 0.07g of formaldehyde solution, 0.2g of octylamine, 0.3g of cyclohexyl isocyanide whose mass concentration is 98%; the mass concentration of formaldehyde solution is 40%;

[0045] After the reaction, dilute the reaction solution with water to 4 times and let it stand for defoaming; place the diluted solution in a molecular weight cut-off (Mw=1000) dialysis bag, and dialyze in d...

Embodiment 3

[0050] A preparation method of hydrophobically modified polymannuronic acid derivative (Ugi-PM), comprising the following steps:

[0051] Take polymannuronic acid and add it to a three-necked flask, add deionized water 40 times the mass of polymannuronic acid, mechanically stir to dissolve it completely, and use dilute hydrochloric acid to adjust the pH to 3.0;

[0052] Then add formaldehyde solution and octylamine respectively to make the system fully stir and mix evenly. Finally, add cyclohexyl isocyanide and fully stir for 24 hours. The amount of formaldehyde solution, octylamine and cyclohexyl isocyanide is: Add, 0.05g of formaldehyde solution, 0.17g of octylamine, 0.2g of cyclohexyl isocyanide whose mass concentration is 98%; the mass concentration of formaldehyde solution is 37%;

[0053] After the reaction, dilute the reaction solution with water to 3 times and let it stand for defoaming; place the diluted solution in a molecular weight cut-off (Mw=1000) dialysis bag, a...

technical field

[0001] The invention relates to the field of biopolymer materials, in particular to a modified polymannuronic acid derivative, its drug-loaded aqueous emulsion and a preparation method. Background technique

[0002] Polymannuronic acid (PM) is widely used in the field of medicine. It has the functions of detoxification, anti-inflammation, anti-coagulation, regulation of immune function and promotion of plant growth. At the same time, it also has good application prospects in the field of agriculture, such as: promoting plant growth, enhancing plant drought resistance, and serving as a slow-release carrier for pesticides. Yang et al. (Yang et al., 2012) prepared amphiphilic sodium alginate derivatives by modifying sodium alginate with dodecyl, and studied the effect of its content on the stability of aqueous emulsion. Modified alginic acid The higher the sodium concentration, the better the stability of the emulsion.

[0003] Today, in the field of agricultu...

Examples

Embodiment 1

[0034] A preparation method of modified polymannuronic acid derivative (Ugi-PM), comprising the following steps:

[0035] Take polymannuronic acid and add it to a three-necked flask, add deionized water that is 35-45 times the mass of polymannuronic acid, stir it mechanically to dissolve it completely, and use dilute hydrochloric acid to adjust the pH to 2.8;

[0036] Then add formaldehyde solution and octylamine respectively to make the system fully stir and mix evenly, finally add cyclohexyl isocyanide, stir and react for 20 hours; the amount of formaldehyde solution, octylamine and cyclohexyl isocyanide is: Add, 0.03g of formaldehyde solution, 0.1g of octylamine, 0.1g of cyclohexyl isocyanide with a mass concentration of 98%; the mass concentration of the added formaldehyde solution is 35%;

[0037] After the reaction is completed, dilute the reaction solution with water to 2 times and let it stand for defoaming; place the diluted solution in a molecular weight cut-off (Mw=...

Embodiment 2

[0042] A preparation method of modified polymannuronic acid derivative (Ugi-PM), comprising the following steps:

[0043] Take polymannuronic acid and add it to a three-necked flask, add deionized water 45 times the mass of polymannuronic acid, stir mechanically to dissolve it completely, and use dilute hydrochloric acid to adjust the pH to 3.2;

[0044] Then add formaldehyde solution and octylamine respectively to make the system fully stir and mix evenly, and finally add cyclohexyl isocyanide, stir and react for 30 hours; the amount of formaldehyde solution, octylamine and cyclohexyl isocyanide is: Add, 0.07g of formaldehyde solution, 0.2g of octylamine, 0.3g of cyclohexyl isocyanide whose mass concentration is 98%; the mass concentration of formaldehyde solution is 40%;

[0045] After the reaction, dilute the reaction solution with water to 4 times and let it stand for defoaming; place the diluted solution in a molecular weight cut-off (Mw=1000) dialysis bag, and dialyze in d...

Embodiment 3

[0050] A preparation method of hydrophobically modified polymannuronic acid derivative (Ugi-PM), comprising the following steps:

[0051] Take polymannuronic acid and add it to a three-necked flask, add deionized water 40 times the mass of polymannuronic acid, mechanically stir to dissolve it completely, and use dilute hydrochloric acid to adjust the pH to 3.0;

[0052] Then add formaldehyde solution and octylamine respectively to make the system fully stir and mix evenly. Finally, add cyclohexyl isocyanide and fully stir for 24 hours. The amount of formaldehyde solution, octylamine and cyclohexyl isocyanide is: Add, 0.05g of formaldehyde solution, 0.17g of octylamine, 0.2g of cyclohexyl isocyanide whose mass concentration is 98%; the mass concentration of formaldehyde solution is 37%;

[0053] After the reaction, dilute the reaction solution with water to 3 times and let it stand for defoaming; place the diluted solution in a molecular weight cut-off (Mw=1000) dialysis bag, a...

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