Synthesis and biological activity of dysiherbaine model compound

Makoto Sasaki; Takahiro Maruyama; Ryuichi Sakai; Kazuo Tachibana

doi:10.1016/S0040-4039(99)00413-X

Synthesis and biological activity of dysiherbaine model compound

Makoto Sasaki, Takahiro Maruyama, Ryuichi Sakai, Kazuo Tachibana

LIF - Molecular and Chemical Life Science

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

43 Citations (Scopus)

Abstract

Synthesis of dysiherbaine model compound 2 and its diastereomer 3 is described. The structurally simplified model compound 2, lacking the hydroxyl and N-methyl groups on the tetrahydropyran ring, induced convulsive behavior in mice upon intracerebral injections.

Original language	English
Pages (from-to)	3195-3198
Number of pages	4
Journal	Tetrahedron Letters
Volume	40
Issue number	16
DOIs	https://doi.org/10.1016/S0040-4039(99)00413-X
Publication status	Published - 1999 Apr 16

Keywords

Amino acids and derivatives
Marine metabolites
Natural products
Toxins

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(99)00413-X

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title = "Synthesis and biological activity of dysiherbaine model compound",

abstract = "Synthesis of dysiherbaine model compound 2 and its diastereomer 3 is described. The structurally simplified model compound 2, lacking the hydroxyl and N-methyl groups on the tetrahydropyran ring, induced convulsive behavior in mice upon intracerebral injections.",

keywords = "Amino acids and derivatives, Marine metabolites, Natural products, Toxins",

author = "Makoto Sasaki and Takahiro Maruyama and Ryuichi Sakai and Kazuo Tachibana",

note = "Funding Information: Acknowledgment: We thank Dr. T. Kan, Graduate School of Pharmaceutical Science, The University of Tokyo, for X-ray crystallographic analysis. This work was financially supported by the Grant-in-Aid for Scientific Research (C) from the Ministry of Education, Science, Sports and Culture of Japan to M.S.",

year = "1999",

month = apr,

day = "16",

doi = "10.1016/S0040-4039(99)00413-X",

language = "English",

volume = "40",

pages = "3195--3198",

journal = "Tetrahedron Letters",

issn = "0040-4039",

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TY - JOUR

T1 - Synthesis and biological activity of dysiherbaine model compound

AU - Sasaki, Makoto

AU - Maruyama, Takahiro

AU - Sakai, Ryuichi

AU - Tachibana, Kazuo

N1 - Funding Information: Acknowledgment: We thank Dr. T. Kan, Graduate School of Pharmaceutical Science, The University of Tokyo, for X-ray crystallographic analysis. This work was financially supported by the Grant-in-Aid for Scientific Research (C) from the Ministry of Education, Science, Sports and Culture of Japan to M.S.

PY - 1999/4/16

Y1 - 1999/4/16

N2 - Synthesis of dysiherbaine model compound 2 and its diastereomer 3 is described. The structurally simplified model compound 2, lacking the hydroxyl and N-methyl groups on the tetrahydropyran ring, induced convulsive behavior in mice upon intracerebral injections.

AB - Synthesis of dysiherbaine model compound 2 and its diastereomer 3 is described. The structurally simplified model compound 2, lacking the hydroxyl and N-methyl groups on the tetrahydropyran ring, induced convulsive behavior in mice upon intracerebral injections.

KW - Amino acids and derivatives

KW - Marine metabolites

KW - Natural products

KW - Toxins

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U2 - 10.1016/S0040-4039(99)00413-X

DO - 10.1016/S0040-4039(99)00413-X

M3 - Article

AN - SCOPUS:0033574702

VL - 40

SP - 3195

EP - 3198

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 16

ER -