Preparation And Properties Of Nanoscale Polymeric Materials Based On Triazine Skeleton Environmental Responsive Materials

Organic covalent network skeleton structure has the advantages of large drug loading,stable structure,good biocompatibility and non-toxic side effects in drug delivery due to its high porosity,high specific surface area and thermal stability.The unique pH responsiveness and modifiability of triazine itself can be used as a sustained-release drug carrier to achieve environmental responsive release.Based on triazine group,three kinds of pH-responsive polymer nanocomposites were prepared by Friedel-Crafts Reaction(FCA),azide reaction and click reaction.Their drug loading and release properties were investigated,and their cytotoxicity was characterized.The main work is as follows:(1)A novel polymer nanopyrene triazine(NCTP)material based on triazine skeleton pH environmental stimulus response was designed and synthesized by FCA reaction.The material can be loaded with doxorubicin(DOX)in aqueous solution.The chemical structure of NCTP was verified by various structural characterization methods.Zeta potential shows that the material can still exist stably in aqueous solution for 50 h.The particle size of the micelles is about 151 nm.The nano-polymer composite can load DOX and form drug-loaded micelles in aqueous solution.The maximum drug-loaded micelles can reach 55%.The prepared NCTP material containing DOX can release drug DOX slowly in simulated body fluid environment.The data showed that the release rate of DOX-loaded NCTP in the simulated body fluid(PBS solution with pH 5.0)was 50% and the maximum cumulative release was 55% at 20 h.The prepared NCTP material had no obvious toxic effect on Caski cells and HeLa cells,and the cell activity was above 95%.DOX-loaded NCTP materials can release drugs better,so they are more toxic to cells than free DOX.Caski and HeLa cells have about 20% cell activity under the action of DOX-loaded NCTP materials,while the cell activity under the action of free DOX is less than 30%.Therefore,drug carriers based on triazine pH environmental responsiveness have broad application prospects in transporting DOX to cancer tissues.(2)Tetrastyrene triazine(CTPE)was synthesized by Mc Murry coupling reaction,using 4-bromodiphenyl ketone as reactant,and nano-tetra-styrene triazine(NCTPE)was synthesized by FCA reaction.Zeta potential shows that the material can still exist stably in aqueous solution for 50 h.The particle size of the micelles is about 164 nm.The nano-polymer composite can load DOX and form drug-loaded micelles in aqueous solution.The maximum drug-loaded micelles can reach 37%.The prepared NCTPE material containing DOX can release drug DOX slowly in simulated body fluid environment.The data showed that the release rate of DOX-loaded NCTPE in the simulated body fluid(PBS solution with pH 5.0) was 60% and the maximum cumulative release was 70% at 20 h.At the same time,the material has no obvious toxicity to Caski cells and HeLa cells,and the cell activity of Caski and HeLa cells is above 80% under the action of NCTPE materials.DOX-loaded NCTP materials can release drugs better,so they are more toxic to cells than free DOX.Caski and HeLa cells have about 20% cell activity under the action of DOX-loaded NCTPE materials,while the cell activity under the action of free DOX is less than 30%.Therefore,AIE-modified triazine skeleton nanocomposites have broad application prospects in transporting DOX to cancer tissues.(3)Coumarin was modified as a photosensitizer on triazine by azide reaction and click reaction.At the same time,the drug was loaded with polydopamine with NIR response,and the final polydopamine-coated carrier(PNCPC) was applied in drug delivery system.The structural components of PNCPC are basically consistent with the predicted results.Zeta potential shows that the material can still exist stably in aqueous solution for 50 h.The particle size of the micelles is about 189 nm.The nano-polymer composite can load DOX and form drug-loaded micelles in aqueous solution.The maximum drug-loaded micelles can reach 37%.The prepared PCNC material with DOX can release drug DOX slowly in simulated body fluid environment.The data show that the release rate of DOX-loaded PNCPC in the simulated body fluid(PBS solution with pH 5.0) of tumors can reach 45% and the maximum cumulative release is 64% after irradiation with 808 nm infrared lamp at 20 h.Cytotoxicity test showed that the material had no obvious toxicity to Caski cells and HeLa cells,and the cell activity of Caski and HeLa cells was above 80% under the action of PNCPC materials.DOX-loaded PNCPC materials can release drugs better under infrared lamp,so they are more toxic to cells than free DOX and DOX-loaded PCC materials without infrared lamp irradiation.Caski and HeLa cells have about 25% cell activity under the action of DOX-loaded NCP materials and infrared lamp irradiation,while the cell activity under the action of free DOX is about 30%.Therefore,drug carriers based on triazine skeleton nanocomposites have broad application prospects in transporting DOX to cancer tissues.