66 Viridopentaose A,B,Cの構造とMolecular SIMS

概要

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Sporaviridin (SVD) is a basic and water-soluble antibiotic produced by Streptosporangium viridogriseum. Although it is active against gram positive, acid-fast bacteria and trichophyton, it is also a highly toxic compound showing hemolysis and fish poison. During separation and purification of N-actylsporaviridin (SVD-N-Ac), a derivative obtained by treatment of SVD acetic anhydride in MeOH, we found that this derivative was subjected to hydrolysis with aqueous ammonia used as eluent for column chromatography to yield glycosidic compounds containing an aglycone and three pentasaccharides, which are named as viridopentaose A, B and C. The purification of these compounds was performed as shown in Chart 1. On the basis of chemical degradations (Scheme 1 and 2) and spectroscopic studies they are elucidated to be novel heteropentasaccharides (1A, 1B and 1C) containing two or three amino sugars. The molecular secondary ion mass spectra of viridopentaoses and their degradation products with (a) dry surface, (b) glycerol matrix, (c) diethanolamine matrix and (d) NaCl-glycerol matrix are also discussed. The matrix-assisted molecular SIMS will be a powerful technique for the structural characterization of involatile and/or thermally unstable natural products.
天然有機化合物討論会の論文
1982-09-10