A study for the common synthetic method to biologically active indole alkaloids and for the creation of our own leads compounds

我们打开了通往“1-羟基吲哚化学”这块处女地的新大门，并将其确立为日本的知识产权。在扩展化学的过程中，我们发展了许多新的发现和新的反应。1.1-羟基吲哚的产生我们已经产生了各种迄今未知的新的1-羟基吲哚化合物。尤其是1-羟基-色氨酸和-色胺衍生物是很重要的。2.发现了1-羟基内酯的二聚反应，并成功地应用该反应合成了3a，3a‘-双吡咯并[2，3-b]吲哚。这一新反应已被尝试应用于生物活性Calabar吲哚生物碱的合成，这些生物碱有望成为治疗阿尔茨海默病的先导化合物。3.偶核上的亲核取代反应首次发现了这一史无前例的新反应。应用这些反应，包括2-取代吲哚在内的各种构筑基团变得容易获得，而传统化学到目前为止很难获得。

We have opened the new door to the virgin territory of "the chemistry of 1-hydroxyindoles" and established it as an intellectual property of Japan. In the course of extending the chemistry, we have developed various new findings and new reactions.1.Creation of 1-HydroxyindolesWe have given birth to various new 1-hydroxyindole compounds thus far unknown. Especially, 1-hydroxy-tryptophan and -tryptamine derivatives are important. They undergo nucleophilic substitution reactions on the indole nitrogen.2.Discovery of dimerization of 1-hydroxymelatonin.The reaction was applied successfully to make 3a,3a'-bispyrrolo[2,3-b]indole nucleus. This new reaction has been attempted to apply for the synthesis of biologically active calabar indole alkaloids, which are expected to be lead compounds for Altzheimer's diseases. The synthesis is now in the final stage.3.Nucleophilic substitution reactions on in dole nucleusThis unprecedented new reactions are discovered for the first time. Applying the reactions, various kinds of building blocks, including 2-substituted indoles, thus far hardly accessible by the conventional chemistry, become readily available.