SYNTHETIC STUDIES ON BIOLOGICALLY ACTIVE TRYPTOPHAN METABOLITES.

1.真粉菌素。以色胺和脯氨酸为原料合成了海洋生物碱，即大豆素H、大豆素I和大豆素P(1)。目的：1.以N-羟色胺和D-半胱氨酸为原料，首次合成了具有抗病毒活性的草硫杂环和四氢-B-咔啉环的优地沙明C、F·L和脱溴代丁二菌素L(2)。氟草胺：3A-(1，1-二甲基丙烯酰基)吡咯并2，3-b吲哚(3)是由氨基甲酸色胺与丙烯醇络合物在Lewis酸存在下反应得到的。4，5，6-三溴-3-吲哚乙酰胺(4，5，6-三溴-3-吲哚乙酰胺，4，5，6-三溴-3-吲哚乙酰胺，4，5，6-三溴-3-吲哚乙酰胺(4，5，6-三溴-3-吲哚乙酰胺，4，5，6-三溴-3-吲哚乙酰胺，4，5，6-三溴-3-吲哚乙酰胺，4，5，6-三溴-3-吲哚乙酰胺，4，5，6-三溴-3-吲哚乙酰胺，4，5，6-三溴-3-吲哚乙酰胺，4，5，6-三溴-3-吲哚乙酰胺，4，5，6-三溴-3-吲哚-乙酰胺，4，5，6-三以光学纯度适中的1-取代-3，4-二氢-β-卡宾为原料，通过不对称还原反应合成了光学活性的1-取代-1，2，3，4-四氢-β-卡宾(6)。

1. Eudistomins. Marine alkaloids, eudistomin H, I, and P (1) have been synthesized from tryptamine and proline. Eudistomine C, F. L and debromoeudistomin L (2) which have a oxathiazepine ring and a tetrahydro-B- carboline ring and display anti-virus activity, have been synthesized as the first time from N-hydroxytryptamine and D-cysteinal.2. Flustramines : 3a-(1,1-dimethylpropargyl)pyrrolo 2,3-b indole (3) has been prepared by the reaction of tryptamine carbamate and propargylalcolhol Co-complex in the presence of a Lewis acid.3. The 4,5,6-tribromo-3-indoleacetamide (4) which is the indole moiety of chartelline, was prepared from the cyclic tautomer of 3-indoleacetamide.4.12alpha- and 12beta-Fumitremorgin C (5) has been prepared from the intermediate to fumitremorgin B.5. Optically active 1-substituted-1 2,3,4-tetrahydro-beta-carbolines (6) have been prepared by the asymmetic reduction of 1-substituted-3,4-dihydro-beta-carbolines with moderate optical purity.