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Staurosporine Derivatives from the Ascidian Eudistoma t oealensis and Its Predatory Flatworm Pseudoceros sp.

1999; American Chemical Society; Volume: 62; Issue: 7 Linguagem: Inglês

10.1021/np980527d

1520-6025

Peter J. Schupp, Claudia Eder, Peter Proksch, Victor Wray, Bernd Schneider, Markus Herderich, Valerie J. Paul,

Chemical Synthesis and Analysis

Two new indolocarbazole alkaloids, 3-hydroxy-3'-demethoxy-3'-hydroxystaurosporine (5) and 11-hydroxy-4'-N-demethylstaurosporine (6), were isolated from the marine ascidian Eudistoma toealensis and its predator, the marine flatworm Pseudoceros sp. In addition, five known derivatives were isolated in their protonated states, which caused the pyran-ring system to adopt a boat conformation. The structures were determined by 1D and 2D homonuclear and (1)H-detected heteronuclear NMR spectroscopy and from comparisons with published data. The heteronuclear correlations were necessary to establish reliable data for the structure elucidation.