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Synthesis and structural revision of eurypamides isolated from the Palauan sponge Microciona eurypa
Authors:Miyuki ItoMaki Yamanaka  Noriki KutsumuraShigeru Nishiyama
Institution:Department of Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi 3-14-1, Kohoku-ku, Yokohama 223-8522, Japan
Abstract:Eurypamides A and B, 1 and 2, were successfully synthesized by employing Tl(NO3)3 (TTN) oxidation of the corresponding halogenated phenols, 9, 16, and 26. This investigation revealed that the dihydroxyarginine residue of 1 should be revised to possess (2S,3R,4S)-configuration. In addition, the synthesis of 2 provided a pure sample, which was previously characterized in a mixture.
Keywords:Microciona eurypa  isodityrosine  phenolic oxidation  thallium(III) nitrate  dihydroxyarginine
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