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Updated: Aug 29, 2025

From a Natural Product to Its Biosynthetic Gene Cluster: A Demonstration Using Polyketomycin from Streptomyces diastatochromogenes Tü6028
Published on: January 13, 2017
Catalysis Driven Six-Step Synthesis of Apratoxin A Key Polyketide Fragment
Na Shao1, Jean Rodriguez1, Adrien Quintard1,2
1Aix Marseille Univ, CNRS, Centrale Marseille, iSm2, 13007 Marseille, France.
Abstract:
Apratoxin A is a potent anticancer natural product whose key polyketide fragment constitutes a considerable challenge for organic synthesis, with five prior syntheses requiring 12 to 20 steps for its preparation. By combining different redox-economical catalytic stereoselective transformations, the key polyketide fragment could be rapidly prepared. Followed by a site-selective protection of the diol, this strategy enables the preparation of the apratoxin A fragment in only six steps, representing the shortest route to this polyketide.
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