Synthesis and Investigation of the Abiotic Formation of Pyonitrins A-D.
Org Lett. 2020 Feb 04;:
Authors: Shingare RD, Aniebok V, Lee HW, MacMillan JB
Pyonitrins A-D are recently isolated natural products from the insect-associated Pseudomonas protegens strain, which were isolated from complex fractions that exhibited antifungal activity via an in vivo murine candidiasis assay. Genomic studies of Pseudomonas protegens suggested that pyonitrins A-D are formed via a spontaneous nonenzymatic reaction between biosynthetic intermediates of two well-known natural products pyochelin and pyrrolnitrin. Herein we have accomplished the first biomimetic total synthesis of pyonitrins A-D in three steps and studied the nonenzymatic formation of the pyonitrins using 15N NMR spectroscopy.
PMID: 32017580 [PubMed - as supplied by publisher]