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From a Natural Product to Its Biosynthetic Gene Cluster: A Demonstration Using Polyketomycin from Streptomyces diastatochromogenes Tü6028
Published on: January 13, 2017
Total Syntheses of Stereoisomeric Congeners of Rufomycin Natural Products Having Anti-Mycobacterial Activity
Fan Fei1, Shichun Lun2, Alexander Pacheco1
1Department of Pharmaceutical Chemistry, University of California, San Francisco, San Francisco, California 94143, United States.
Abstract:
Syntheses of bioactive rufomycin natural product congeners that differ in stereochemistry at a conserved methyl-substituted amino-hydroxy-piperidone (Ahp) moiety have been achieved for the first time. In addition to gaining new insights into the formation and conformation of the Ahp stereoisomers, we were intrigued to find that theirs reduction improves rufomycin bioactivity significantly.
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