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Keywords:

  • biosynthesis;
  • biotransformations;
  • isotopic labeling;
  • natural products;
  • nitrogen heterocycles
Thumbnail image of graphical abstract

All in the family: Knowledge of the biosynthesis of N[BOND]N containing natural products is limited. Feeding experiments with 13C and 15N-labeled molecules establish that the phthalazinone core of azamerone is derived from the diazo chlorinated meroterpenoid SF2415A3. A biosynthetic mechanism involving an oxidative rearrangement of the aryl diazoketone followed by rearomatization with the dinitrogen group is proposed.