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Synthesis and Bioconversions of Notoamide T: A Biosynthetic Precursor to Stephacidin A and Notoamide B

  作者 SUNDERHAUS JAMES D; MCAFOOS TIMOTHY J; FINEFIELD JENNIFER M; KATO HIKARU; LI SHENGYING; TSUKAMOTO SACHIKO; SHERMAN DAVID H; WILLIAMS ROBERT M  
  选自 期刊  Organic Letters;  卷期  2013年15-1;  页码  22-25  
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[摘要]In an effort to further elucidate the biogenesis of the stephacidin and notoamide families of natural products, notoamide T has been identified as the likely precursor to stephacidin A. The total synthesis of notoamide T is described along with it is C-6-epimer, 6-epi-notoamide T. The chemical conversion of stephacidin A to notoamide T by reductive ring opening is described as well as the oxidative conversion of notoamide T to stephacidin A. Furthermore, [C-13](2)-notoamide T was synthesized and provided to Aspergillus versicolor and Aspergillus sp. MF297-2, in which significant incorporation was observed in the advanced metabolite, notoamide B.

 
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