Study On The Synthesis And Complexation Of Novel Fullerene-based Hydroxypyridinone And Peptide Derivatives

The radionuclides have highly toxic and are harmful to human health.The absorbed uranium will be deposited throughout the body and cause organs damage or cancer.Ejection of chelating agents which can efficiently excrete the metal and reduce the damage is the current countermeasure.However,these traditional chelating agents usually ignore the damage of internal exposure of radionuclides which will produce free radicals and damage to the health.Because of its unique geometrical shape,fullerene can scavenge free radicals.Therefore,we designed and synthesized excellent chelating ligands bound to fullerene to achieve the aim of promoting the excretion of uranyl ion and scavenge free radicals.The main work includes the following two parts:1.The synthesis of fullerene-based hydroxypyridinone derivativeIn this part,a new tetradentate ligand based on 1-hydroxy-2（1H）-pyridinone was synthesized as a uranyl chelating agent.The target product has been synthesized by 5steps such as the hydroxylation,the hydroxyl protection,etc.The synthesized mono-addition C₆₀-HOPO exhibit a poor water solubility,therefore it cannot be applicated as decorporation agent.The obtained ligands was also examined and characterized via the the FTIR spectroscopy,¹H NMR spectroscopy,the ¹³C NMR spectroscopy as well as the mass spectrometry.The final analysis and evaluation results are in accord with the structure of the target product.The complexation capacities of the teradentate ligand with uranyl ion,ferric（III）,copper（II）and zinc are identified with the standardized potentiometric-spectrophotometric measurements.The final experiment results are proved that the ligand demonstrates highly chelating capacity with uranyl ion and ferric（III）and can be applicated as a new uranyl ion chelator.2.The syntheisis of fullerene-based peptide derivativesIn this part,the syntheisis of peptide derivatives of fullerene was study.The azide peptide was synthesized by classic solid-phase synthesis firstly.By using p-Hydroxybenzaldehyde,propargyl bromide,fullerene,etc as raw materials,alkynyl derivative of fullerene was also synthesized through two steps.And by using monohydroxylated fullerenol as raw material,another three different alkynyl derivatives of fullerene with different carbon chains were synthesized through one reaction.The obtained products were also examined and characterized via the ¹H NMR spectroscopy,the ¹³C NMR spectroscopy,the FTIR spectroscopy as well as the high resolution mass spectrometry.At last,by using the synthesized azide peptide and alkynyl derivatives of fullerene,the peptide derivatives of fullerene was synthesized and verified with the high resolution mass spectrometry.This result confirmed that the synthesized azidepeptide and falkynyl derivatives of fullerene can be applicate in click-reaction as the precursor.However,the exploration of reaction condition is on the way.