Isolation and structure elucidation of vicenistatin M, and importance of the vicenisamine aminosugar for exerting cytotoxicity of vicenistatin

A new analogue of vicenistatin was isolated from the producing strain Strep tomyces sp. HC-34. A characteristic of the elucidated structure involved th e existence of a neutral sugar mycarose instead of an aminosugar vicenisami ne of vicenistatin. The absolute stereochemistry of the new analogue (named as vicenistatin M) was determined by the synthesis of D-mycarose and of vi cenistatin M itself. Biological testing of vicenistatin M suggested the imp ortance of vicenisamine for exerting the cytotoxicity of vicenistatin.