Photoreactive polysaccharide, photocrosslinking polysaccharide product, preparation method thereof and medical material prepared from the crosslinking polysaccharide
By combining glycidyl esters with photoreactive polysaccharides and cross-linking them with light irradiation, the problem of difficulty in balancing the barrier effect and degradation performance of existing polysaccharide products in the body is solved, and photo-cross-linked polysaccharide products with high strength and excellent degradation performance are achieved. , suitable for pharmaceutical applications such as anti-adhesive agents and drug sustained release.
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Embodiment 1
[0137] Preparation of glycidyl cinnamate-introduced hyaluronic acid (hereinafter sometimes referred to as GLCN-HA) and cross-linked products thereof
[0138] 1-(1). Synthesis of GLCN-HA (reverse precipitation method)
[0139] 50 ml of water for injection and 75 ml of 1,4-dioxane were added to 100 ml of 1 wt % hyaluronic acid aqueous solution (weight average molecular weight: 800,000), and 3 ml of glycidyl cinnamate (epoxy equivalent: 240.3) was added thereto , followed by stirring for 24 hours in a thermostatic vessel at 50°C.
[0140] Sodium chloride (1 g) was added to the above solution, followed by stirring, and the mixture was poured into 800 ml of ethanol to obtain a cottony precipitate. The precipitate was washed well with ethanol and dried to obtain 1.1 g of GLCN-HA. The degree of substitution of glycidyl cinnamate was 2.9%.
[0141] 1-(2). Synthesis of GLCN-HA (general precipitation method).
[0142] Sodium chloride (1 g) was added to the solution prepared in the s...
Embodiment 2
[0166] Preparation of hyaluronic acid (hereinafter referred to as GLTA-HA) and its cross-linked product by introducing glycidyl thiophene acrylate
[0167] Synthesis of Hyaluronic Acid (GLTA-HA) Introducing Glycidyl Thiophene Acrylate:
[0168] Add 50 ml of water for injection and 75 ml of 1,4-dioxane to 100 ml of 1 wt % hyaluronic acid aqueous solution (weight average molecular weight: 800,000), and add 3 ml of glycidylthiophene acrylate (epoxy equivalent: 596.8) thereto , followed by stirring for 24 hours in a thermostatic vessel at 50°C.
[0169] Sodium chloride (1 g) was added to the resulting solution, followed by stirring, and the mixture was poured into 800 ml of ethanol to obtain a cottony precipitate. The resulting precipitate was washed well with ethanol and dried to obtain 1.1 g of GLTA-HA. The measured degree of substitution of glycidylthiophene acrylate was 1.4%.
[0170] Preparation of Photocrosslinked Hyaluronic Acid Gels.
[0171] A gel-like product was pre...
Embodiment 3
[0182] Preparation of hyaluronic acid (hereinafter referred to as GLCdN-HA) with glycidyl cinnamylidene acetate and its cross-linked products
[0183] Synthesis of hyaluronic acid (GLCdN-HA) introducing glycidyl cinnamylidene acetate:
[0184] Add 50 ml of water for injection and 75 ml of 1,4-dioxane in 100 ml of 1 wt % hyaluronic acid aqueous solution (weight average molecular weight: 800,000), and add 3 ml of glycidyl cinnamylidene acetate (epoxy equivalent : 444.3), followed by stirring in a constant temperature container at 50°C for 24 hours. Sodium chloride (1 g) was added to the solution, followed by stirring, and the mixture was poured into 800 ml of ethanol to give a cottony precipitate. The resulting precipitate was washed well with ethanol and dried to obtain 1.1 g of GLCdN-HA. The measured degree of substitution of glycidyl cinnamylidene acetate was 3.1%.
[0185] Preparation of Photocrosslinked Hyaluronic Acid Gels.
[0186] A gel-like product was prepared in t...
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