Pyridine Porphyrin 5 - Fluorouracil Compound Synthesis

Porphyrin has special biologically activity .It can be taken up and retained by tumor tissue selectively.With the appropiate light,it can produce fluorescence and kill the cancer cell.So,the research on the use of porphyrin for tumor locolization and therapy causes great interests.5-Fluorouracil is a kind of popular antimetabolic drug used in clinic. It has similar sttucture which is necessary to the cancer cell, content wih uracil in the same enzyme system,block the metabolic link ,impedes the synthesis of DNA ,and then prohibits the propagation of the cancer cell. As a kind of antitumor drug, 5-fluorouracil has inhibition effect on many kind of cancer ,but it also serious hurts the nomal cells while it kill the cancer cell. To decrease the toxicity of 5-fluorouracil ,we synthesized a series of pyridylporphyrin-5-fluorouracil compounds , connecting mono-pyridylporphyrin and l-( w-bromo-propyl)- 5-fluorouracil by producing a quarternized nitrogen on the pyridine ring , thus the charged porphyin has relatively high solubility.We expected these compounds reach tumor tissue and collect and kill cancer directly ,so as to improve the curative effect,Also they cure cancer coordinating laser technology at the position of the body which the laser can reach for better curative effect.In this paper ,we synthesized three new compounds and studied their fluorescent properties.The results are as follow:In the first part ,three novel pyridylporphyrin-5-fluorouracil compounds have been prepared .That is monopyridylporphyrins with different subslilulcd groups (-OCH3,-I1,-C1) and l-( w bromo-propyl)-5-fluorouracil have linked up by producing a quarternized nitrogen on the pyridine ring .Their structures have been characterized by UV , IR , 'HNMR , MS and elemental analysis . we have done a lot of exerimentalwork, and find a better way to synthesize ,purify and separate the novel pyridylporphyrin-5-fluorouracil compounds.In the second part , We studied the fluorescent prioperties on the monopyridylporphyrins and novel pyridylporphyrin-5-fluorouracil compounds . the results indicate that both monopyridylporphyrins and novel pyridylporphyrin-5-fluorouracil compounds have two intense peak of fluorescence spectra ; The fluorescence spectra of the novel pyridylporphyrin-5-fluorouracil compounds occur red shift compared with the monopyridylporphyrins ,and the fluorescent intensity is stronger; Compared the different substituted porphyrin ( including the monopyridylporphyrins and novel pyridylporphyrin-5-fluorouracil compounds ) , -OCH^, donating -electron group ,result in fluorescence spectra red shift .while -Cl ( compared with -H) does not affect the fluorescence spectra .and compared the different substituted novel pyridylporphyrin-5-fluorouracil compounds, -OCHi ( compared with -H), donating -electron group ,result in the fluorescent intensity is stronger; while -Cl ( compared with -H) does not affect the fluorescent intensity...