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Synfacts 2009(4): 0365-0365  
DOI: 10.1055/s-0028-1088086
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of ()-Dibromoagelaspongin

Contributor(s): Philip Kocienski, Arndt W. Schmidt
K. S. Feldman*, M. D. Fodor
The Pennsylvania State University, University Park, USA
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Publication History

Publication Date:
23 March 2009 (online)

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Significance

Dibromoagelaspongin is an oroidin-derived guanidine alkaloid isolated from an Agelas sp. sponge and probably occurs in nature as a racemate. The structurally related phakellins have cytostatic activity. In this first total synthesis, the tetracyclic core is assembled by two consecutive Pummerer-type additions to a sulfur-substituted imidazole.