The first F-ring modified ciguatoxin analogue showing significant toxicity

Yuuki Ishihara; Nayoung Lee; Naomasa Oshiro; Shigeru Matsuoka; Shuji Yamashita; Masayuki Inoue; Masahiro Hirama

doi:10.1039/b924375e

The first F-ring modified ciguatoxin analogue showing significant toxicity

Yuuki Ishihara, Nayoung Lee, Naomasa Oshiro, Shigeru Matsuoka, Shuji Yamashita, Masayuki Inoue, Masahiro Hirama

SCI - Chemistry

Research output: Contribution to journal › Article › peer-review

8 Citations (Scopus)

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.

Original language	English
Pages (from-to)	2968-2970
Number of pages	3
Journal	Chemical Communications
Volume	46
Issue number	17
DOIs	https://doi.org/10.1039/b924375e
Publication status	Published - 2010 Apr 21

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
Chemistry(all)
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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10.1039/b924375e

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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.",

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AU - Ishihara, Yuuki

AU - Lee, Nayoung

AU - Oshiro, Naomasa

AU - Matsuoka, Shigeru

AU - Yamashita, Shuji

AU - Inoue, Masayuki

AU - Hirama, Masahiro

PY - 2010/4/21

Y1 - 2010/4/21

N2 - 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.

AB - 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.

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M3 - Article

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JO - Chemical Communications

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The first F-ring modified ciguatoxin analogue showing significant toxicity

Abstract

ASJC Scopus subject areas

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