Total synthesis of norzoanthamine |
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Authors: | Miyashita Masaaki Sasaki Minoru Hattori Izumi Sakai Mio Tanino Keiji |
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Affiliation: | Division of Chemistry, Graduate School of Science, Hokkaido University, Sapporo 060-0810, Japan. miyasita@sci.hokudai.ac.jp |
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Abstract: | Norzoanthamine, an alkaloid isolated from Zoanthus sp., can suppress the loss of bone weight and strength in ovariectomized mice. Norzoanthamine derivatives can also strongly inhibit the growth of P-388 murine leukemia cell lines and human platelet aggregation. However, norzoanthamine's densely functionalized complex stereostructure and scarce availability from natural sources have proved a synthetic challenge. We report the stereoselective total synthesis of norzoanthamine in 41 steps, with an overall yield of 3.5% (an average of 92% yield each step). |
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