title: Synthesis and biological activity of kalkitoxin and its analogues.
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.
authors: Division of Environmental Materials Science, Graduate School of Environmental Science, Hokkaido University, Sapporo 060-0810, Japan.
authors: Taiki
authors: T
authors: Umezawa
authors: Manabu
authors: M
authors: Sueda
authors: Takao
authors: T
authors: Kamura
authors: Teppei
authors: T
authors: Kawahara
authors: Xuerong
authors: X
authors: Han
authors: Tatsufumi
authors: T
authors: Okino
authors: Fuyuhiko
authors: F
authors: Matsuda
mesh_terms: D000818:Animals; D001156:Artemia / Q000737:chemistry*; D008055:Lipids / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism; D013844:Thiazoles / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D008055:Lipids; D013844:Thiazoles; C121885:kalkitoxin