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- W2156902430 abstract "The marine ladder toxin class of natural products has generated considerable interest from the synthetic and biomedical communities because of their fascinating structures and biological activities.1,2 This group includes a target that has recently become of interest to us, adriatoxin (Scheme 1), a polyether toxin isolated by Fattorusso and coworkers from the digestive gland of the Adriatic mussel Mytilus galloprovincialis.3-5 Synthetically, our fascination with adriatoxin came out of an interest in determining whether our recently described coupling protocol, which leads to the pairing of two subunits and the generation of two additional rings, would enable us to carry out a convergent synthesis of the ten-ring system from three bicyclic precursors representing the AB ring (1), the EF ring (2), and the IJ ring (3).6 Biologically, that adriatoxin had been implicated in diarrhetic shellfish poisoning would allow us to continue our collaborative studies which have been focused on the ability of natural and non-natural polyethers to bind to ion channels.7 In addition to this, that Shimizu has identified structurally related yessotoxin analogues as having exceptional cytotoxic activity against human cancer cell lines was also intriguing.8" @default.
- W2156902430 created "2016-06-24" @default.
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- W2156902430 date "2008-10-06" @default.
- W2156902430 modified "2023-10-16" @default.
- W2156902430 title "Harnessing Glycal-Epoxide Rearrangements: The Generation of the AB, EF, and IJ Rings of Adriatoxin" @default.
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- W2156902430 doi "https://doi.org/10.1002/anie.200803791" @default.
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