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Biosynthetic Studies of the Notoamides: Isotopic Synthesis of Stephacidin A and Incorporation into Notoamide B and Sclerotiamide

  作者 FINEFIELD JENNIFER M; KATO HIKARU; GRESHOOK THOMAS J; SHERMAN DAVID H; TSUKAMOTO SACHIKO; WILLIAMS ROBERT M  
  选自 期刊  Organic Letters;  卷期  2011年13-15;  页码  3802-3805  
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[摘要]The advanced natural product stephacidin A is proposed as a biosynthetic precursor to notoamide B in various Aspergillus species. Doubly (13)C-labeled racemic stephacidin A was synthesized and fed to cultures of the terrestrial-derived fungus, Aspergillus versicolor NRRL 35600, and the marine-derived fungus, Aspergillus sp. MF297-2. Analysis of the metabolites revealed enantiospecific Incorporation of Intact (-)-stephacidin A into (+)-notoamide B in Aspergillus versicolor and (+)-stephacidin A Into (-)-notoamide B in Aspergillus sp. MF297-2. (13)C-Labeled sclerotiamide was also isolated from both fungal cultures.

 
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