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TOTAL SYNTHESIS OF HAMACANTHIN B CLASS MARINE BISINDOLE ALKALOIDS

Никита Е. Голанцов, Алексей А. Феста, Александра С. Голубенкова, Хунг М. Нгуен, Евгения А. Яковенко, Алексей В. Варламов, Леонид Г. Воскресенский
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Abstract


A method for the synthesis of 1-(1H-indol-3-yl)ethane-1,2-diamines, key synthetic precursors of a number of marine alkaloids, has been developed based on the reduction of adducts of O-benzylhydroxylamine and N-protected 3-(2-nitrovinyl)indoles. For the first time, the total synthesis of 6',6''-didebromohamacanthin B, 6'-debromohamacanthin B, and 6''-debromohamacanthin B, the secondary metabolites of the sponges Spongosorites and Discodermia calyx, was carried out.

Keywords


bisindole alkaloids; 6'-debromohamacanthin B; 6''-debromohamacanthin B; diamines, 6',6''-didebromohamacanthin B; hamacanthins; nitro compounds; reduction.

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