Guanidino N-Substituted and N,N-Disubstituted Derivatives of the κ-Opioid Antagonist GNTI

Shannon L. Black; Cedric Chauvignac; Peter Grundt; Carl N. Miller; Susan Wood; John R. Traynor; John W. Lewis; Stephen M. Husbands

doi:10.1021/jm0309203

Guanidino N-Substituted and N,N-Disubstituted Derivatives of the κ-Opioid Antagonist GNTI

Shannon L. Black
, Cedric Chauvignac
, Peter Grundt
, Carl N. Miller
, Susan Wood
, John R. Traynor
, John W. Lewis
, Stephen M. Husbands

Chemistry & Biochemistry

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

14 Scopus citations

Abstract

Derivatives of the highly selective κ-opioid receptor antagonist GNTI (2a) have been prepared. Binding and functional studies conducted on cloned human opioid receptors expressed in Chinese hamster ovarian (CHO) cells suggested that adding a benzyl or a substituted benzyl group to the guanidino moiety led, in general, to a retention of high κ-affinity and antagonist potency. Disubstitution of the guanidino moiety led to reduced κ-selectivity.

Original language	English (US)
Pages (from-to)	5505-5511
Number of pages	7
Journal	Journal of medicinal chemistry
Volume	46
Issue number	25
DOIs	https://doi.org/10.1021/jm0309203
State	Published - Dec 4 2003

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title = "Guanidino N-Substituted and N,N-Disubstituted Derivatives of the κ-Opioid Antagonist GNTI",

abstract = "Derivatives of the highly selective κ-opioid receptor antagonist GNTI (2a) have been prepared. Binding and functional studies conducted on cloned human opioid receptors expressed in Chinese hamster ovarian (CHO) cells suggested that adding a benzyl or a substituted benzyl group to the guanidino moiety led, in general, to a retention of high κ-affinity and antagonist potency. Disubstitution of the guanidino moiety led to reduced κ-selectivity.",

author = "Black, \{Shannon L.\} and Cedric Chauvignac and Peter Grundt and Miller, \{Carl N.\} and Susan Wood and Traynor, \{John R.\} and Lewis, \{John W.\} and Husbands, \{Stephen M.\}",

year = "2003",

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doi = "10.1021/jm0309203",

language = "English (US)",

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T1 - Guanidino N-Substituted and N,N-Disubstituted Derivatives of the κ-Opioid Antagonist GNTI

AU - Black, Shannon L.

AU - Chauvignac, Cedric

AU - Grundt, Peter

AU - Miller, Carl N.

AU - Wood, Susan

AU - Traynor, John R.

AU - Lewis, John W.

AU - Husbands, Stephen M.

PY - 2003/12/4

Y1 - 2003/12/4

N2 - Derivatives of the highly selective κ-opioid receptor antagonist GNTI (2a) have been prepared. Binding and functional studies conducted on cloned human opioid receptors expressed in Chinese hamster ovarian (CHO) cells suggested that adding a benzyl or a substituted benzyl group to the guanidino moiety led, in general, to a retention of high κ-affinity and antagonist potency. Disubstitution of the guanidino moiety led to reduced κ-selectivity.

AB - Derivatives of the highly selective κ-opioid receptor antagonist GNTI (2a) have been prepared. Binding and functional studies conducted on cloned human opioid receptors expressed in Chinese hamster ovarian (CHO) cells suggested that adding a benzyl or a substituted benzyl group to the guanidino moiety led, in general, to a retention of high κ-affinity and antagonist potency. Disubstitution of the guanidino moiety led to reduced κ-selectivity.

UR - https://www.scopus.com/pages/publications/0345412537

UR - https://www.scopus.com/pages/publications/0345412537#tab=citedBy

U2 - 10.1021/jm0309203

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EP - 5511

JO - Journal of medicinal chemistry

JF - Journal of medicinal chemistry

IS - 25

ER -

Guanidino N-Substituted and N,N-Disubstituted Derivatives of the κ-Opioid Antagonist GNTI

Abstract

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