Total Synthesis and Determination of the Absolute Configuration of Shodoamide C: An Amphotericin B Potentiator against Candida albicans.

The total synthesis and structural determination of shodoamide C (1), a compound that enhances the activity of amphotericin B against Candida albicans, have been achieved. A synthetic strategy for compound 1 facilitated the efficient synthesis of all 16 stereoisomers, allowing for the identification of the four previously unknown stereocenters of 1 through the chiral recycle HPLC analyses. All stereoisomers of 1 showed similar activity, indicating that their stereochemistries minimally influenced it.