Biaryl cannabinoid mimetics-Synthesis and structure-activity relationship

Karin Worm; Q. Jean Zhou; Gabriel J. Stabley; Robert N. DeHaven; Roland E. Dolle

doi:10.1016/j.bmcl.2007.04.059

Biaryl cannabinoid mimetics-Synthesis and structure-activity relationship

Karin Worm
, Q. Jean Zhou
, Gabriel J. Stabley
, Robert N. DeHaven
, Roland E. Dolle

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

12 Scopus citations

Abstract

Synthesis, in vitro biological evaluation, and structure-activity relationships of a biaryl cannabinoid mimetic 2 are reported. Variations in the substitution pattern yielded a number of agonists with low nanomolar affinity. Replacing the phenol group by a methyl morpholino acetate group led to compound 28, a 500-fold selective CB₂ receptor agonist.

Original language	English
Pages (from-to)	3652-3656
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	17
Issue number	13
DOIs	https://doi.org/10.1016/j.bmcl.2007.04.059
State	Published - Jul 1 2007

Keywords

Cannabinoid CB receptors
Cannabinoid CB receptors
Structure-activity relationships

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10.1016/j.bmcl.2007.04.059

Cite this

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title = "Biaryl cannabinoid mimetics-Synthesis and structure-activity relationship",

abstract = "Synthesis, in vitro biological evaluation, and structure-activity relationships of a biaryl cannabinoid mimetic 2 are reported. Variations in the substitution pattern yielded a number of agonists with low nanomolar affinity. Replacing the phenol group by a methyl morpholino acetate group led to compound 28, a 500-fold selective CB2 receptor agonist.",

keywords = "Cannabinoid CB receptors, Cannabinoid CB receptors, Structure-activity relationships",

author = "Karin Worm and Zhou, \{Q. Jean\} and Stabley, \{Gabriel J.\} and DeHaven, \{Robert N.\} and Dolle, \{Roland E.\}",

year = "2007",

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doi = "10.1016/j.bmcl.2007.04.059",

language = "English",

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journal = "Bioorganic and Medicinal Chemistry Letters",

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T1 - Biaryl cannabinoid mimetics-Synthesis and structure-activity relationship

AU - Worm, Karin

AU - Zhou, Q. Jean

AU - Stabley, Gabriel J.

AU - DeHaven, Robert N.

AU - Dolle, Roland E.

PY - 2007/7/1

Y1 - 2007/7/1

N2 - Synthesis, in vitro biological evaluation, and structure-activity relationships of a biaryl cannabinoid mimetic 2 are reported. Variations in the substitution pattern yielded a number of agonists with low nanomolar affinity. Replacing the phenol group by a methyl morpholino acetate group led to compound 28, a 500-fold selective CB2 receptor agonist.

AB - Synthesis, in vitro biological evaluation, and structure-activity relationships of a biaryl cannabinoid mimetic 2 are reported. Variations in the substitution pattern yielded a number of agonists with low nanomolar affinity. Replacing the phenol group by a methyl morpholino acetate group led to compound 28, a 500-fold selective CB2 receptor agonist.

KW - Cannabinoid CB receptors

KW - Structure-activity relationships

UR - https://www.scopus.com/pages/publications/34250179461

U2 - 10.1016/j.bmcl.2007.04.059

DO - 10.1016/j.bmcl.2007.04.059

M3 - Article

C2 - 17507224

AN - SCOPUS:34250179461

SN - 0960-894X

VL - 17

SP - 3652

EP - 3656

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 13

ER -

Biaryl cannabinoid mimetics-Synthesis and structure-activity relationship

Abstract

Keywords

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