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  1. Article ; Online: Tetrodotoxin: a brief history.

    Narahashi, Toshio

    Proceedings of the Japan Academy. Series B, Physical and biological sciences

    2008  Volume 84, Issue 5, Page(s) 147–154

    Abstract: ... 1960s. This brief review describes the history of discovery of TTX action on sodium channels, and ... Tetrodotoxin (TTX), contained in puffer, has become an extremely popular chemical tool ...

    Abstract Tetrodotoxin (TTX), contained in puffer, has become an extremely popular chemical tool in the physiological and pharmacological laboratories since our discovery of its channel blocking action in the early 1960s. This brief review describes the history of discovery of TTX action on sodium channels, and represents a story primarily of my own work. TTX inhibits voltage-gated sodium channels in a highly potent and selective manner without effects on any other receptor and ion channel systems. TTX blocks the sodium channel only from outside of the nerve membrane, and is due to binding to the selectivity filter resulting in prevention of sodium ion flow. It does not impairs the channel gating mechanism. More recently, the TTX-resistant sodium channels have been discovered in the nervous system and received much attention because of their role in pain sensation. TTX is now known to be produced not by puffer but by bacteria, and reaches various species of animals via food chain.(Communicated by Masanori OTSUKA, M.J.A.).
    MeSH term(s) Action Potentials/drug effects ; Animals ; Ion Channel Gating ; Sodium Channel Blockers/pharmacology ; Sodium Channels/drug effects ; Tetraodontiformes ; Tetrodotoxin/pharmacology
    Chemical Substances Sodium Channel Blockers ; Sodium Channels ; Tetrodotoxin (4368-28-9)
    Language English
    Publishing date 2008-10-22
    Publishing country Japan
    Document type Journal Article ; Review
    ZDB-ID 161781-3
    ISSN 1349-2896 ; 0386-2208
    ISSN (online) 1349-2896
    ISSN 0386-2208
    DOI 10.2183/pjab.84.147
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  2. Article ; Online: Tetrodotoxin: History, Biology, and Synthesis.

    Makarova, Mariia / Rycek, Lukas / Hajicek, Josef / Baidilov, Daler / Hudlicky, Tomas

    Angewandte Chemie (International ed. in English)

    2019  Volume 58, Issue 51, Page(s) 18338–18387

    Abstract: This review provides a comprehensive coverage of the history, biology and chemistry of tetrodotoxin ... medicine records. The discovery of biological activity, isolation, and a brief overview of structure ... briefly summarized. Finally, the synthesis of natural and unnatural derivatives is surveyed, and ...

    Abstract This review provides a comprehensive coverage of the history, biology and chemistry of tetrodotoxin (TTX). It traces the origin of this remarkable molecule all the way back to the ancient Chinese medicine records. The discovery of biological activity, isolation, and a brief overview of structure elucidation are summarized. Next, the biology of TTX is discussed, primarily in the context of its activity in the sodium channels, its anesthetic properties, and its potential use in cancer treatment or drug addiction. Biosynthesis of TTX is covered before the discussion of the total syntheses. All total, formal or partial syntheses are covered but those total syntheses that have been discussed in previous reviews are only briefly summarized. Finally, the synthesis of natural and unnatural derivatives is surveyed, and a conclusion and outlook are provided for this very extensive field of endeavor. To the best of our knowledge the literature coverage is complete up to December 2018.
    MeSH term(s) Humans ; Tetrodotoxin
    Chemical Substances Tetrodotoxin (4368-28-9)
    Language English
    Publishing date 2019-09-23
    Publishing country Germany
    Document type Journal Article ; Research Support, Non-U.S. Gov't ; Review
    ZDB-ID 2011836-3
    ISSN 1521-3773 ; 1433-7851
    ISSN (online) 1521-3773
    ISSN 1433-7851
    DOI 10.1002/anie.201901564
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  3. Article ; Online: Synthesis of tetrodotoxin, a classic but still fascinating natural product.

    Nishikawa, Toshio / Isobe, Minoru

    Chemical record (New York, N.Y.)

    2013  Volume 13, Issue 3, Page(s) 286–302

    Abstract: ... This account describes a brief history of tetrodotoxin research and an overview of our synthetic efforts ... Tetrodotoxin, a toxic principle of puffer fish intoxication, is one of the most famous marine ... MW 319 g mol⁻¹), tetrodotoxin has long been well known as a formidable molecule in natural product ...

    Abstract Tetrodotoxin, a toxic principle of puffer fish intoxication, is one of the most famous marine natural products due to its densely functionalized structure and potent toxicity. Despite its small molecular size (MW 319 g mol⁻¹), tetrodotoxin has long been well known as a formidable molecule in natural product synthesis. We have devoted more than twenty years to developing synthetic strategies for this molecule, resulting in the preparation of a variety of analogues of tetrodotoxin for biological experiments. This account describes a brief history of tetrodotoxin research and an overview of our synthetic efforts toward tetrodotoxin with the underlying logic and strategy.
    MeSH term(s) Animals ; Biological Products/chemical synthesis ; Biological Products/chemistry ; Cycloaddition Reaction ; Cyclohexanes/chemistry ; Guanidine/chemistry ; Lactones/chemical synthesis ; Lactones/chemistry ; Models, Molecular ; Stereoisomerism ; Tetraodontiformes/metabolism ; Tetrodotoxin/chemical synthesis ; Tetrodotoxin/chemistry
    Chemical Substances Biological Products ; Cyclohexanes ; Lactones ; Tetrodotoxin (4368-28-9) ; Cyclohexane (48K5MKG32S) ; Guanidine (JU58VJ6Y3B)
    Language English
    Publishing date 2013-06
    Publishing country United States
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 2044646-9
    ISSN 1528-0691 ; 1527-8999
    ISSN (online) 1528-0691
    ISSN 1527-8999
    DOI 10.1002/tcr.201200025
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  4. Article: [Pharmacology of tetrodotoxin and molecular structure of sodium channel as its target molecule].

    Nakayama, H

    Yakushigaku zasshi

    1994  Volume 29, Issue 3, Page(s) 441–445

    Abstract: ... of the sodium channel as its target. On this special ocasion, I briefly review the pharmacology of tetrodotoxin and ... Since Dr. Y. Tawara started investigation of the lethal paralytic toxin (tetrodotoxin ...

    Abstract Since Dr. Y. Tawara started investigation of the lethal paralytic toxin (tetrodotoxin) from globefish just 100 years ago, Japanese researchers have contributed greatly at every stage of its chemical and pharmacological analysis as well as to the molecular studies which led to the discovery of the sodium channel as its target. On this special ocasion, I briefly review the pharmacology of tetrodotoxin and the molecular structure of the sodium channel.
    MeSH term(s) History, 19th Century ; History, 20th Century ; Japan ; Pharmacology/history ; Tetrodotoxin/history
    Chemical Substances Tetrodotoxin (4368-28-9)
    Language Japanese
    Publishing date 1994
    Publishing country Japan
    Document type English Abstract ; Historical Article ; Journal Article
    ISSN 0285-2314
    ISSN 0285-2314
    Database MEDical Literature Analysis and Retrieval System OnLINE

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