title: The first F-ring modified ciguatoxin analogue showing significant toxicity.
abstract: Ciguatoxins, the principal causative toxins of ciguatera seafood poisoning, are potent neurotoxic polycyclic ethers. We report herein the total synthesis of a 10-membered F-ring analogue of 51-hydroxyCTX3C, which constitutes the first example of an F-ring modified ciguatoxin that exhibits potent cytotoxicity as well as mouse acute toxicity.
authors.affiliation: Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan.
authors.forename: Yuuki
authors.initials: Y
authors.lastname: Ishihara
authors.forename: Nayoung
authors.initials: N
authors.lastname: Lee
authors.forename: Naomasa
authors.initials: N
authors.lastname: Oshiro
authors.forename: Shigeru
authors.initials: S
authors.lastname: Matsuoka
authors.forename: Shuji
authors.initials: S
authors.lastname: Yamashita
authors.forename: Masayuki
authors.initials: M
authors.lastname: Inoue
authors.forename: Masahiro
authors.initials: M
authors.lastname: Hirama
mesh_terms: D000818:Animals; D036841:Ciguatera Poisoning; D002922:Ciguatoxins / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000633:toxicity; D007274:Injections, Intraperitoneal; D051379:Mice; D008968:Molecular Conformation
chemical_list: D002922:Ciguatoxins