Synthesis and biological activity of kalkitoxin and its analogues |
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| Authors: | Umezawa Taiki Sueda Manabu Kamura Takao Kawahara Teppei Han Xuerong Okino Tatsufumi Matsuda Fuyuhiko |
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| Institution: | Division of Environmental Materials Science, Graduate School of Environmental Science, Hokkaido University, Sapporo 060-0810, Japan. |
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| Abstract: | Total syntheses of kalkitoxin, isolated from the Caribbean Lyngbya majuscula, and its analogues, 3-epi-, 7-epi-, 8-epi-, 10-epi-, 10-nor-, and 16-nor-kalkitoxin, were achieved via oxazolidinone-based diastereoselective 1,4-addition reaction of a methyl group and efficient TiCl(4)-mediated thiazoline ring formation as the key steps. The biological activities of synthetic kalkitoxin and its analogues were evaluated with brine shrimp. |
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