Design, total synthesis, and biological evaluation of neodysiherbaine A derivative as potential probes

Makoto Sasaki; Koichi Tsubone; Muneo Shoji; Masato Oikawa; Keiko Shimamoto; Ryuichi Sakai

doi:10.1016/j.bmcl.2006.08.082

Design, total synthesis, and biological evaluation of neodysiherbaine A derivative as potential probes

Makoto Sasaki, Koichi Tsubone, Muneo Shoji, Masato Oikawa, Keiko Shimamoto, Ryuichi Sakai

LIF - Molecular and Chemical Life Science

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

21 Citations (Scopus)

Abstract

To enable studies to elucidate the detailed biological function of dysiherbaine and neodysiherbaine A, potent and subunit-selective agonists for ionotropic glutamate receptors, the derivative with a hydroxymethyl substituent at the C10 position has been developed. Preliminary biological evaluation of the analogue showed that a C10 hydroxymethyl substituent produced significant alterations in binding affinities for the ionotropic glutamate receptor subtypes.

Original language	English
Pages (from-to)	5784-5787
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	16
Issue number	22
DOIs	https://doi.org/10.1016/j.bmcl.2006.08.082
Publication status	Published - 2006 Nov 15

Keywords

AMPA receptors
Dysiherbaine
Excitatory amino acid
Glutamate receptors
Kainate receptors
Neodysiherbaine A
Total synthesis

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/j.bmcl.2006.08.082

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title = "Design, total synthesis, and biological evaluation of neodysiherbaine A derivative as potential probes",

abstract = "To enable studies to elucidate the detailed biological function of dysiherbaine and neodysiherbaine A, potent and subunit-selective agonists for ionotropic glutamate receptors, the derivative with a hydroxymethyl substituent at the C10 position has been developed. Preliminary biological evaluation of the analogue showed that a C10 hydroxymethyl substituent produced significant alterations in binding affinities for the ionotropic glutamate receptor subtypes.",

keywords = "AMPA receptors, Dysiherbaine, Excitatory amino acid, Glutamate receptors, Kainate receptors, Neodysiherbaine A, Total synthesis",

author = "Makoto Sasaki and Koichi Tsubone and Muneo Shoji and Masato Oikawa and Keiko Shimamoto and Ryuichi Sakai",

note = "Funding Information: This work was financially supported by a Grant-in-Aid for Scientific Research on Priority Area {\textquoteleft}Creation of Biologically Functional Molecules{\textquoteright} (No. 16073202) from the Ministry of Education, Culture, Sports, Science and Technology, Japan.",

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doi = "10.1016/j.bmcl.2006.08.082",

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journal = "Bioorganic and Medicinal Chemistry Letters",

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T1 - Design, total synthesis, and biological evaluation of neodysiherbaine A derivative as potential probes

AU - Sasaki, Makoto

AU - Tsubone, Koichi

AU - Shoji, Muneo

AU - Oikawa, Masato

AU - Shimamoto, Keiko

AU - Sakai, Ryuichi

N1 - Funding Information: This work was financially supported by a Grant-in-Aid for Scientific Research on Priority Area ‘Creation of Biologically Functional Molecules’ (No. 16073202) from the Ministry of Education, Culture, Sports, Science and Technology, Japan.

PY - 2006/11/15

Y1 - 2006/11/15

N2 - To enable studies to elucidate the detailed biological function of dysiherbaine and neodysiherbaine A, potent and subunit-selective agonists for ionotropic glutamate receptors, the derivative with a hydroxymethyl substituent at the C10 position has been developed. Preliminary biological evaluation of the analogue showed that a C10 hydroxymethyl substituent produced significant alterations in binding affinities for the ionotropic glutamate receptor subtypes.

AB - To enable studies to elucidate the detailed biological function of dysiherbaine and neodysiherbaine A, potent and subunit-selective agonists for ionotropic glutamate receptors, the derivative with a hydroxymethyl substituent at the C10 position has been developed. Preliminary biological evaluation of the analogue showed that a C10 hydroxymethyl substituent produced significant alterations in binding affinities for the ionotropic glutamate receptor subtypes.

KW - AMPA receptors

KW - Dysiherbaine

KW - Excitatory amino acid

KW - Glutamate receptors

KW - Kainate receptors

KW - Neodysiherbaine A

KW - Total synthesis

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JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 22

ER -

Design, total synthesis, and biological evaluation of neodysiherbaine A derivative as potential probes

Abstract

Keywords

ASJC Scopus subject areas

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