Synthesis and structural revision of eurypamides isolated from the Palauan sponge Microciona eurypa |
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Authors: | Miyuki ItoMaki Yamanaka Noriki KutsumuraShigeru Nishiyama |
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Institution: | Department of Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi 3-14-1, Kohoku-ku, Yokohama 223-8522, Japan |
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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. |
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Keywords: | Microciona eurypa isodityrosine phenolic oxidation thallium(III) nitrate dihydroxyarginine |
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