Preparation method of sugar-responsive monodisperse polymer hollow microspheres

Abstract

The invention relates to a method for preparing sugar-responsive monodisperse polymer hollow microspheres containing functional group aldehyde groups and phenylboronic acid. The polymer hollow microspheres are the copolymerization of functional monoolefin monomers and polyene monomers containing aldehyde groups and carboxyl groups, and the hollow microspheres are modified with phenylboronic acid; in the presence of silica templates, the functional monoolefin mono A series of polymer microspheres with different inner diameters, different wall thicknesses, and different ratios of aldehyde groups and carboxyl groups were prepared by copolymerization of polyene monomers and cross-linking agents, and the acylation reaction between carboxyl groups and aminophenylboronic acid was used to prepare polymers with different degrees of phenylboronic acid modification. hollow microspheres. The invention has the advantages of simple conditions, convenient operation, easy control of the polymer cavity, easy adjustment of the sugar response range and performance of the polymer hollow microspheres, and the like. The sugar-responsive polymer hollow microspheres prepared by the invention can be applied to the controllable release of insulin, and have a good application prospect as a carrier of insulin for the treatment of diabetes.

Description

technical field [0001] The invention relates to a method for preparing a sugar-responsive, monodisperse polymer hollow microsphere containing functional groups aldehyde group and phenylboronic acid. Background technique [0002] Phenylboronic acid and its derivatives (PBA) are a class of sugar-responsive molecules. Many literatures have reported the use of PBA and its derivatives to construct drug-loaded systems for insulin sugar-responsive controlled release, such as microgels (Matsumoto A, IshiiT, Nishida J, Matsumoto H, Kataoka K, Miyahara Y., Angew. Chem. Int. Ed. 2012, 51, 2124), nanogels (Gu Z, Aimetti A, Wang Q, Dang T, Zhang Y, Veiseh O, Cheng H, Langer R, Anderson D., ACS Nano 2013, 7, 4194), micelles (Yang H, Sun X, Liu G, Ma R, Li Z, An Y, Shi L., Soft Matter 2013, 9 , 8589), vesicles (Kim H, Kang YJ, Kang S, Kim KT., J.Am.Chem.Soc.2012, 134, 4030), etc. However, the preparation process of these systems is relatively complicated and the size is not stable enough....

AI Technical Summary

Problems solved by technology

[0002] Phenylboronic acid and its derivatives (PBA) are a class of sugar-responsive molecules. Many literatures have reported the use of PBA and its derivatives to construct drug-loaded systems for insulin sugar-responsive controlled release, such as microgels (Matsumoto A, IshiiT, Nishida J, Matsumoto H, Kataoka K, Miyahara Y., Angew. Chem. Int. Ed. 2012, 51, 2124), nanogels (Gu Z, Aimetti A, Wang Q, Dang T, Zhang Y, Veiseh O, Cheng H, Langer R, Anderson D., ACS Nano 2013, 7, 4194), micelles (Yang H, Sun X, Liu G, Ma R, Li Z, An Y, Shi L., Soft Matter 2013, 9 , 8589), vesicles (Kim H, Kang YJ, Kang S, Kim KT., J.Am.Chem.Soc.2012, 134, 4030), etc. However, the preparation process of these systems is relatively complicated and the size is not stable enough. Such as micelles, vesicles; or poor sugar responsiveness, such as gels. In particular, it should be noted that these systems load insulin through non-covalent bonding, and the interaction between insulin and the carrier is relatively weak. Weak and therefore prone to less efficient loading of insulin