Chlorophenyl Porphyrin And Chlorin 5 - Fluorouracil Compound Synthesis

In order to improve the target activity of anticancer medicine and reduce their untoward effects, the effective drug is expected with high selectivity, which means it can distinguish target cell from normal cell properly. Porphyrin and metalloporphyrins have special affinity with cancer cell because of its distinctive structure. They can be taken up and retained by tumor tissue selectively. Activation of a photosensitizer by light at specific wavelengths leads to the production of singlet oxygen in the presence of molecular oxygen, resulting in direct tumor cell killing.5-Fluorouracil is a kind of popular antimetabolic drug used in clinic. It has the similar structure with uracil which is necessary to the cancer cell.It contents with uracil in the same enzyme system, blocks the metabolic link, impedes the synthesis of DNA, and then prohibits the propagation of the cancer cells. As a kind of antitumor drug, 5-Fluorouracil has inhibition effect on many kinds of cancer, but it also seriously hurts the normal cells while it kills the cancer cells.In order to decrease the toxicity of 5-Fluorouracil, we synthesized twelve porphyrin-5-Fluor- ouracil and eight metalloporphyrin-5-Fluorouracil compounds.Compared with Porphyrin, chlorin, as a second generation photosensitizers ,It has better characteristics:an enhanced absorption in far red region, shorter remain time, smaller untoward effects and so on. With the appropriate light, the use of chlorin for therapy will have better achievement. So we synthesized twelve chlorines-5-Fluorouracil compounds. We expect these compounds can reach tumor tissue directly and kill cancer cell, so as to improve the curative effect.In this paper, we synthesized and charactered twelve porphyrin-5-Fluorouracil compounds, eight novel manganese (Ⅲ) porphyrin-5-Fluorouracil compounds and twelve chlorin-5-Fluoro- uracil compounds .The results are as follows:In the first part, We synthesis twelve phenylporphyrin substituted by chlorine at different position and then link 5-Fluorouracil by hydrocarbon chain with different length. The structures of twelve porphyrin-5-Fluorouracil compounds have been characterized by UV and IR. And eight manganese (Ⅲ) porphyrin-5-Fluorouracil compounds have been obtained. Their structures have been determined by UV , IR and MS.In the second part, The structures of twelve chlorin-5-Fluorouracil compounds have been characterized by UV, IR, 1HNMR and MS.In the third part, optimum reaction and separation conditions have been researched and improved.