Studies on the biosynthesis of the notoamides: synthesis of an isotopomer of 6-hydroxydeoxybrevianamide E and biosynthetic incorporation into notoamide J |
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Authors: | Finefield Jennifer M Sherman David H Tsukamoto Sachiko Williams Robert M |
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Institution: | Department of Chemistry, Colorado State University, 1301 Center Avenue, Fort Collins, Colorado 80523, USA. |
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Abstract: | 6-Hydroxydeoxybrevianamide E is proposed as a biosynthetic precursor to several advanced metabolites isolated from both marine-derived Aspergillus sp. and a terrestrial-derived Aspergillus versicolor. To verify the role of this reverse-prenylated indole alkaloid as an intermediate along the biosynthetic pathway, (13)C](2)-(15)N]-6-hydroxydeoxybrevianamide E was synthesized and fed to Aspergillus versicolor. Analysis of the metabolites showed incorporation of the intermediate only into the natural product notoamide J. |
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