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

7 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

Access to Document

10.1039/b924375e

Fingerprint Dive into the research topics of 'The first F-ring modified ciguatoxin analogue showing significant toxicity'. Together they form a unique fingerprint.

Cite this

@article{6305ee7ba2fa4ec686fea49a65d93889,

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.",

author = "Yuuki Ishihara and Nayoung Lee and Naomasa Oshiro and Shigeru Matsuoka and Shuji Yamashita and Masayuki Inoue and Masahiro Hirama",

year = "2010",

month = apr,

day = "21",

doi = "10.1039/b924375e",

language = "English",

volume = "46",

pages = "2968--2970",

journal = "Chemical Communications",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

number = "17",

}

TY - JOUR

T1 - The first F-ring modified ciguatoxin analogue showing significant toxicity

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.

UR - http://www.scopus.com/inward/record.url?scp=77950953747&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=77950953747&partnerID=8YFLogxK

U2 - 10.1039/b924375e

DO - 10.1039/b924375e

M3 - Article

C2 - 20386839

AN - SCOPUS:77950953747

VL - 46

SP - 2968

EP - 2970

JO - Chemical Communications

JF - Chemical Communications

SN - 1359-7345

IS - 17

ER -