Synthesis And Properties Of Asymmetric Axial Porphyrin Photosensitizer

Photodynamic therapy has unique advantages in the treatment of malignant tumors,especially for cancer patients who are unable to receive treatment due to heart,lung,liver and kidney dysfunction,age,and advanced hemophilia.Photodynamic therapy has the characteristics of high selectivity,low toxicity,minimally invasiveness,etc.Photodynamic therapy also has the advantages of stable therapeutic effect,can be treated alone,and can be combined with traditional methods such as surgery.At present,photosensitizers used in photodynamic therapy generally have defects such as low solubility,poor targeting,and self-aggregation between molecules,which highly affect their photodynamic effects.In order to overcome these problems,a novel photosensitizer with axial characteristics,good biocompatibility and strong targeting properties was designed and prepared in this work.And the structure of the self-assembled nanomicelles is prepared,which enables the photosensitizer to have a good photodynamic effect,and can also be loaded with an anticancer drug for the purpose of combination therapy.Firstly,the asymmetric monohydroxyporphyrin was synthesized by Adler method,and then introduced into Sn⁴⁺ to make it have an axial structure to overcome the self-aggregation of porphyrin molecules and increase the stability of porphyrin molecules.Subsequently,a disulfide bond with a specific recognition function is grafted to make it tumor-targeting.Finally after the polyethylene glycol is attached,it is self-assembled into a nanomicelle which having good water solubility.Then we used UV-vis,FT-IR,¹H-NMR,SEM,DLS,fluorescence spectroscopy,Zeta potential test and other methods to structural characterization and performance testing.The singlet oxygen generation capacity test,in vitro photodynamic test and phototoxicity and dark toxicity test on 4T1 cells show that the nanomicelle,which is an excellent photodynamic photosensitizer,has good photodynamic properties,high phototoxicity and low dark toxicity.Based on the micelle structure of the photosensitizer,an anticancer drug such as doxorubicin may be coated inside for combination therapy.For photodynamic therapy,it will have broad application prospects and high economic value in the field of tumor treatment.