The Synthesis and Nicotinic Binding Activity of (±)-Epiquinamide and (±)-C(1)-Epiepiquinamide

A Kanakubo; D Gray; N Innocent; S Wonnacott; T Gallagher

doi:10.1016/j.bmcl.2006.05.100

The Synthesis and Nicotinic Binding Activity of (±)-Epiquinamide and (±)-C(1)-Epiepiquinamide

A Kanakubo
, D Gray
, N Innocent
, S Wonnacott
, T Gallagher

Research output: Contribution to journal › Article (Academic Journal) › peer-review

26 Citations (Scopus)

Abstract

The synthesis of (±)-epiquinamide 1 and (±)-C(1)-epiepiquinamide 2 based on the use of a Curtius rearrangement to introduce the C(1) amino residue is reported. In a competition binding assay for [3H]epibatidine binding to rat brain membranes neither (±)-1 nor (±)-2 showed any significant level of nicotinic activity.

Translated title of the contribution	The Synthesis and Nicotinic Binding Activity of (±)-Epiquinamide and (±)-C(1)-Epiepiquinamide
Original language	English
Pages (from-to)	4648 - 4651
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	16 (17)
DOIs	https://doi.org/10.1016/j.bmcl.2006.05.100
Publication status	Published - Sept 2006

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Publisher: Elsevier

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title = "The Synthesis and Nicotinic Binding Activity of (±)-Epiquinamide and (±)-C(1)-Epiepiquinamide",

abstract = "The synthesis of (±)-epiquinamide 1 and (±)-C(1)-epiepiquinamide 2 based on the use of a Curtius rearrangement to introduce the C(1) amino residue is reported. In a competition binding assay for [3H]epibatidine binding to rat brain membranes neither (±)-1 nor (±)-2 showed any significant level of nicotinic activity.",

author = "A Kanakubo and D Gray and N Innocent and S Wonnacott and T Gallagher",

note = "Publisher: Elsevier",

year = "2006",

month = sep,

doi = "10.1016/j.bmcl.2006.05.100",

language = "English",

volume = "16 (17)",

pages = "4648 -- 4651",

journal = "Bioorganic and Medicinal Chemistry Letters",

issn = "1464-3405",

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TY - JOUR

T1 - The Synthesis and Nicotinic Binding Activity of (±)-Epiquinamide and (±)-C(1)-Epiepiquinamide

AU - Kanakubo, A

AU - Gray, D

AU - Innocent, N

AU - Wonnacott, S

AU - Gallagher, T

N1 - Publisher: Elsevier

PY - 2006/9

Y1 - 2006/9

N2 - The synthesis of (±)-epiquinamide 1 and (±)-C(1)-epiepiquinamide 2 based on the use of a Curtius rearrangement to introduce the C(1) amino residue is reported. In a competition binding assay for [3H]epibatidine binding to rat brain membranes neither (±)-1 nor (±)-2 showed any significant level of nicotinic activity.

AB - The synthesis of (±)-epiquinamide 1 and (±)-C(1)-epiepiquinamide 2 based on the use of a Curtius rearrangement to introduce the C(1) amino residue is reported. In a competition binding assay for [3H]epibatidine binding to rat brain membranes neither (±)-1 nor (±)-2 showed any significant level of nicotinic activity.

U2 - 10.1016/j.bmcl.2006.05.100

DO - 10.1016/j.bmcl.2006.05.100

M3 - Article (Academic Journal)

SN - 1464-3405

VL - 16 (17)

SP - 4648

EP - 4651

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

ER -

The Synthesis and Nicotinic Binding Activity of (±)-Epiquinamide and (±)-C(1)-Epiepiquinamide

Abstract

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