Investigation of new biologically active compounds containing a dendrimer skeleton

含有树枝状聚合物骨架的新型生物活性化合物的研究

基本信息

批准号：
15550036
负责人：
TSUBOI Sadao
金额：
$ 2.05万
依托单位：
OKAYAMA UNIVERSITY
依托单位国家：
日本
项目类别：
Grant-in-Aid for Scientific Research (C)
财政年份：
2003
资助国家：
日本
起止时间：
2003 至 2005
项目状态：
已结题

项目摘要

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.

该项目包括研究生物活性化合物的合成，可用于新药物。这些材料具有树突聚合物骨架和生物活性成分。头部研究者的研究兴趣是长期以来生物活性化合物的合成。另一位研究者开发了Fullarodendendrimers的新化学反应。首席研究员通过Darzen的冷凝（在碱存在的情况下醛和二氯乙酸反应）合成了许多具有氧气的生物活性化合物，例如抗癌和抗生素。在这项研究中，首席研究员通过用MGCL_2的糖苷酯处理了一种新的α-羟基丁醇的合成方法，并制备了3-DPA内酯。首席研究员发现，用三苯基膦对α-氯糖苷酯（1）的处理提供了3-氯-2-酮植物（2）。此外，用醋酸钾对1进行治疗可得到2-乙酰氧基-3-酮酸盐（3）。通过这种新反应，（ - ） - verrucosapyrone a（4）合成，并阐明了其一个碳的绝对构型。 4的结构类似于Pestalotin的结构，其中具有植物生长的活性。因此，可以期待许多生物学活动。还报道了来自受乙烯二烯保护的糖基（1）的新吡喃合成。将来将建立新制备的含氧循环化合物与FullaroDendrimer的连接，并将研究这些最终产品的生物学活动。在这个项目中，许多人的生物学活动。在这个项目中，许多获得了新的结果，并在宝贵的期刊上发表了13篇论文。