Ambiguine isonitriles, fungicidal hapalindole-type alkaloids from three genera of blue-green algae belonging to the Stigonemataceae

The Journal of Organic Chemistry
1992.0

Abstract

The isolation and structural elucidation of ambiguine isonitriles A‒F from the terrestrial cyanophytes Fischerella ambigua UTEX 1903, Hapalosiphon hibernicus BZ-3-1, and Westiellopsis prolifica EN-3-1 are described. The structures of A‒F were determined by spectroscopic methods and confirmed for indolenine D by X-ray crystallography. The new alkaloids are characterized by an additional isoprene unit attached to C-2 of the indole moiety. In ambiguines D‒F the isoprenẏl substituent is further fused to the isonitrile-bearing carbon. © 1992, American Chemical Society. All rights reserved.

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