Marine Drugs (Apr 2016)

Assignment of the CD Cotton Effect to the Chiral Center in Pseurotins, and the Stereochemical Revision of Pseurotin A2

  • Takeshi Yamada,
  • Mina Ohshima,
  • Kaori Yuasa,
  • Takashi Kikuchi,
  • Reiko Tanaka

DOI
https://doi.org/10.3390/md14040074
Journal volume & issue
Vol. 14, no. 4
p. 74

Abstract

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Pseurotins A1 (1) and A2 (2) were ( S ) = [ (i,j ) ij ] i , j = 1 n isolated from a culture broth of the fungal strain Aspergillus fumigatus WFZ-25 as stereoisomers of pseurotin A (3) in 2011. We also isolated 1 and 2 together with 3 from A. fumigatus OUPS-T106B-5 separated from the marine fish Mugil cephalus. In this study, we re-examined the stereochemistry of 1 and 2 using chemical transformation and the CD spectra, and found the relationship between the CD Cotton effect and the absolute configurations of 1 and 2, which led us to revise the stereostructure of pseurotin A2. .

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