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Mar. Drugs 2003, 1(1), 54-65; doi:10.3390/md101054

Article

Pseudopterosin Biosynthesis: Aromatization of the Diterpene Cyclase Product, Elisabethatriene

Amber C. Kohl and Russell G. Kerr*

Department of Chemistry and Biochemistry, and Center of Excellence in Biomedical and Marine Biotechnology, Florida Atlantic University, Boca Raton, Florida 33431, USA

* Author to whom correspondence should be addressed.

Received: 15 October 2003 / Accepted: 13 November 2003 / Published: 26 November 2003

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Abstract: Putative precursors in pseudopterosin biosynthesis, the hydrocarbons isoelisabethatriene (10) and erogorgiaene (11), have been identified from an extract of Pseudopterogorgia elisabethae collected in the Florida Keys. Biosynthetic experiments designed to test the utilization of these compounds in pseudopterosin production revealed that erogorgiaene is transformed to pseudopterosins A-D. Together with our previous data, it is now apparent that early steps in pseudopterosin biosynthesis involve the cyclization of geranylgeranyl diphosphate to elisabethatriene followed by the dehydrogenation and aromatization to erogorgiaene.

Keywords: Biosynthesis; diterpene; elisabethatriene; Pseudopterogorgia elisabethae; pseudopterosin

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