Publications by authors named "Yoshihiko Nokura"

Article Synopsis
  • Recent interest in marine cyanobacteria natural products, particularly aplysiatoxin (ATX) and oscillatoxin (OTX), has increased due to the discovery of new analogues with interesting biological activities.
  • The study proposes that ATX can be a common biosynthetic precursor to synthesize five different analogues, revealing unique reactivities in its core structure.
  • The successful synthesis of these analogues, including modifications and new lactones, led to revisions in the configuration of certain compounds, showcasing the versatility of ATX as an intermediate.
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Oscillatoxins (OTXs) and aplysiatoxins are biosynthetically related polyketides produced by marine cyanobacteria. We previously developed a synthetic route to phenolic O-methyl analogs of OTX-D and 30-methyl-OTX-D during collective synthesis of these natural products. According to our synthetic strategy, we achieved total synthesis of OTX-D, 30-methyl-OTX-D, OTX-E, and OTX-F by deprotecting the O-methyl group in an earlier intermediate, and determined their biological activities.

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O-Methyloscillatoxin D and its analogues were concisely synthesized by a bioinspired intramolecular Mukaiyama aldol reaction as a key step, which involves the construction of a novel spiro-ether moiety.

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