Synthesis And Characterization Of Targeted Poly(ε-caprolactone) With Pendant Functional Groups

Many chemotherapy treatments have significant toxic side-effects for thenon-specific delivery of anti-cancer drugs which may damage healthy organs. If thetreatments can specifically target to cancer cells, side effects would be decreasedremarkably. In the past decades, targeting delivery of anti-cancer drugs have drawngrate attention, and been widely investigated. Folic acid is noted for its excellenttargeting effect, so it is widely used as targeting segment in anti-cancer drugs. In thispaper, we introduced the folic acid and aqueous molecule into the polycaprilactone(PCL), and prepared targeting drug carrier. The detail research as follows:1Initiated by the FMOC protected aminoethyl alcohol, poly(ε-brominatedcaprolactone) with FMOC protected was synthesized through ring-openingpolymerization. Then the polymer act as a macromolecular initiator, initiate thepolymerization of L-lactide So a block copolymer was synthesized. By the clickreaction between mecapo and bromine,3-Mercapto-1,2-propanediol graft on theblock copolymer,resulting in the polymer with pendant hydroxyl groups. Thepolymer was treated with20%volume of piperidine in DMF fordeprotection.Finally,a targeting block copolymer with pendant hydroxyl groups wassynthesized by the connection of folic acid and the deprotected copolymer.Theresults were characterized with1H NMR, FT-IR and GPC.2PCL with targeting effect was synthesized through DCC condensation betweenend hydroxyl of PCL and carboxyl in folic acid.Then a targeting aqueous PCL wassynthesized by thiol-bromo click reaction between Mercaptosuccinic acid andtargeting PCL.By the DCC condensation, pendant carboxyl on aqueous PCL andbenzxyl alcohol (taken as simulation of drug molecules) were prepared as targetingaqueous prodrug.The experiments were minor with1H NMR, FT-IR and GPC.3Evaluation about the self-assembly and drug loading of the targeting blockcopolymer, the drug loading and solubility in water were also tested in the research.Characterized measures:UV, DLS, SFS.