dc.contributor.author |
Rennison, David |
en |
dc.contributor.author |
Moynihan, H |
en |
dc.contributor.author |
Traynor, JR |
en |
dc.contributor.author |
Lewis, JW |
en |
dc.contributor.author |
Husbands, SM |
en |
dc.date.accessioned |
2012-06-11T20:10:37Z |
en |
dc.date.issued |
2006-10-05 |
en |
dc.identifier.citation |
JOURNAL OF MEDICINAL CHEMISTRY 49(20):6104-6110 05 Oct 2006 |
en |
dc.identifier.issn |
0022-2623 |
en |
dc.identifier.uri |
http://hdl.handle.net/2292/18921 |
en |
dc.description.abstract |
The 14-aminodihydromorphinone and codeinone series of opioid ligands have produced a number of ligands of substantial interest. To investigate the importance of the 14-substituent, a series of analogues in which the side chain length is varied and the amide and alkene functions are reduced have been prepared. Binding affinity, particularly at the mu-opioid receptor (MOR), was largely determined by the aromatic group of the side chain. In the [S-35] GTP gamma S functional assay, the ligands having a three-carbon side chain were more potent antagonists than their longer chain counterparts, while shorter, two-carbon chain analogues were of higher MOR efficacy, an effect that was confirmed in vivo. Wash-resistant binding was observed within this series and appeared to be unrelated to side-chain length. |
en |
dc.language |
English |
en |
dc.publisher |
AMER CHEMICAL SOC |
en |
dc.relation.ispartofseries |
Journal of Medicinal Chemistry |
en |
dc.rights |
Items in ResearchSpace are protected by copyright, with all rights reserved, unless otherwise indicated. Previously published items are made available in accordance with the copyright policy of the publisher. Details obtained from http://www.sherpa.ac.uk/romeo/issn/0022-2623/ |
en |
dc.rights.uri |
https://researchspace.auckland.ac.nz/docs/uoa-docs/rights.htm |
en |
dc.subject |
Science & Technology |
en |
dc.subject |
Life Sciences & Biomedicine |
en |
dc.subject |
Chemistry, Medicinal |
en |
dc.subject |
Pharmacology & Pharmacy |
en |
dc.subject |
PHOSPHONATES |
en |
dc.subject |
CLOCINNAMOX |
en |
dc.subject |
ANTAGONIST |
en |
dc.subject |
BINDING |
en |
dc.subject |
ANALOGS |
en |
dc.title |
Structural determinants of opioid activity in derivatives of 14-aminomorphinones: Effects of changes to the chain linking of the C-14-amino group to the aryl ring |
en |
dc.type |
Journal Article |
en |
dc.identifier.doi |
10.1021/jm060595u |
en |
pubs.issue |
20 |
en |
pubs.begin-page |
6104 |
en |
pubs.volume |
49 |
en |
dc.rights.holder |
Copyright: 2006 American Chemical Society |
en |
dc.identifier.pmid |
17004724 |
en |
pubs.author-url |
http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=000240826200025&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=6e41486220adb198d0efde5a3b153e7d |
en |
pubs.end-page |
6110 |
en |
dc.rights.accessrights |
http://purl.org/eprint/accessRights/RestrictedAccess |
en |
pubs.subtype |
Article |
en |
pubs.elements-id |
112469 |
en |
pubs.org-id |
Science |
en |
pubs.org-id |
Chemistry |
en |
pubs.record-created-at-source-date |
2012-06-12 |
en |
pubs.dimensions-id |
17004724 |
en |