Investigation of new biologically active compounds containing a dendrimer skeleton

该项目包括研究可用于新药的生物活性化合物的合成。这些材料具有树枝状大分子双羟异黄酮和生物活性成分。首席研究员的研究兴趣是生物活性化合物的合成。另一位研究人员开发了富勒烯树枝状聚合物的新化学。主要研究者通过Darzen缩合反应（醛和二氯乙酸酯在碱存在下的反应）作为关键步骤合成了许多具有抗癌和抗生素等生物活性的含氧化合物。本研究中，课题组组长发现了一种新的α-羟基丁烯内酯的合成方法，即用MgCl_2处理缩水甘油酸酯，制备了3-DPA内酯。首席研究员发现用三苯基膦处理α-氯代缩水甘油酸酯（1）得到3-氯-2-酮酯（2）。此外，用乙酸钾处理1，得到新的2-乙酰氧基-3-酮酯（3）。通过这一新的反应合成了（-）-疣孢吡喃酮A（4），并明确了其一个碳原子的绝对构型。化合物4的结构与培他洛汀类似，具有植物生长促进剂活性。因此，许多生物学活动都是可以预期的。本项目还报道了丙酮保护的缩水甘油酸酯（1）合成吡喃酮的新方法，并将新合成的含氧环状化合物与富勒烯树枝状大分子结合起来，研究其生物活性，取得了许多新的研究成果，发表论文13篇。

This project consists of investigation of the synthesis of biologically active compounds, which can be utilized for new medicines. These materials have dendrimer skeletone and biologically active components. Research interest of head investigator was the synthesis of biologically active compounds for a long time. Another investigator has developed new chemistry of fullarodendrimers. Head investigator synthesized many oxygen-contaning biologically active compounds such as anticancer and antibiotics by Darzen's condensation (reaction of aldehydes and dichloroacetates in the presence of base) as a key step. In this research, head investigator discovered a new synthetic method of alpha-hydroxy butenolides by the treatment of glycidic esters with MgCl_2, and 3-DPA lactone was prepared. Head investigator found out treatment of alpha-chloroglycidic esters (1) with triphenylphosphine gives 3-chloro-2-ketoesters (2). Furthermore, treatment of 1 with potassium acetate gave 2-acetoxy-3-ketoesters (3) newly. By this new reaction, (-)-verrucosapyrone A (4) was synthesized and the absolute configuration of its one carbon was clarified. The structure of 4 is similar to that of pestalotin, of which has an activity of promotor of plant growth. So, many biological activities would be expected. New pyrone synthesis from acetonide-protected glycidate (1) was also reported.In a future, connection of newly prepared oxygen-containing cyclic compounds with fullarodendrimer will be established, and biological activities of these final products would be investigated.In this project, many new results were obtained and thirteen papers were published in valuable journals.