Study On The Photophysical And Photochemical Properties Of A Series Of Polyamine Zinc Phthalocyanines And Their Derivatives

Photodynamic therapy(PDT),which the treatment effect depends largely on the properties of photosensitizer,is an innovative medical method through the photochemical reaction for the treatment of tumor,so study on photosensitizer's photophysical and photochemical is one of the research hotspots of PDT in recent years.Having a number of advantageous characteristics such as good physiological compatibility and excellent photosensitive antitumor activity,phthalocyanines have emerged as a promising class of photosensitizers for PDT.Expecially,multi-amine phthalocyanine becomes very potential applications of photosensitizer research for its natural tumor targeting and cell selectivity.The study of structure-activity relationships by photophysical and photochemical properties may contribute more to revealing its corresponding rules.This research can provide theoretical background for the design of multi-amine phthalocyanines and antitumor activity experiment,thus for design and screening of new compounds with need drugs has the vital significance.The study of structure-activity relationships between chemical structure designing and its photosensitive activity may contribute more to revealing its corresponding photosensitive activity rules.The main results are as follows:1)Nine phthalocyanine-polyamine were designed and prepared.All of the compounds synthesized have been characterized with UV-Vis spectra,IR spectra,NMR and elemental analyses.Comprehensive studies of structure-activity relationships though nine phthalocyanine-polyamine and others from our laboratory.2)The solubility of prepared phthalocyanine-polyamine was studied.The results showed that,compared with the bare phthalocyanine-polyamine,the quatemized and hydrochloride derivatives are of particular interest because of they can both dissolve in aqueous and lipid solutions.3)This article selects a new series of non-ionic multi-amine phthalocyanines as research subjects.The results show that with the increasing number of side chain carbon atoms around the nitrogen atoms,the spatial structure of multi-amine phthalocyanine increases gradually.Meanwhile,the larger structure can effectively inhibit phthalocyanine intermolecular aggregation,so can enhance the photosensitive activity.4)By researching the photo-physical and photo-chemical property of multi-amine phthalocyanine with the side chain structure containing heavy atom,results show that heavy atom proton acid derivatives can effectively enhance the generation ability of singlet oxygen and anti tumor activity in vitro,due to the existence of heavy atom effect.5)By researching the effect of the increase of the number of side chain nitrogen atoms of multi-amine phthalocyanine,findings show that the increase of the number of side chain nitrogen atoms can effectively improve the water solubility and restrict the molecular aggregation of multi-amine phthalocyanine,thus,the photosensitive activity can obviously increased.6)Compared to unquaternized phthalocyanine-polyamine,quaternized derivatives have the strongest photosensitive activity.The reason are the dual role of heavy atom effect and effective inhibition of light induced electron transfer.However,the photosensitive activity of hydrochloride derivatives of polyamine phthalocyanine is stronger than quaternized derivatives,which depends on the type of amino phthalocyanine.