Linked Life Data

7132559

Source:http://linkedlifedata.com/resource/pubmed/id/7132559

Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
10
pubmed:dateCreated
1982-12-16
pubmed:abstractText
A series of analogues of dopamine (DA) with varying degrees of conformational flexibility have been examined as potential substrates or competitive inhibitors of the enzyme norepinephrine N-methyltransferase (NMT). A conformationally defined (rigid) analogue of the fully extended conformation of DA, 2-amino-6,7-dihydroxybenzonorbornene hydrobromide (3; 6,7-D2HX) proved to be a better substrate than the non-catechol parent 2-aminobenzonorbornene (4; 2HX). However, analogues 3 and 4 displayed equivalent competitive inhibitory activity toward phenylethanolamine (PEA). Neither 6,7-ADTN (5), a DA analogue in the 2-aminotetralin (2AT) system, nor 6,7-DTHIQ (7), a DA analogue in the tetrahydroisoquinoline (THIQ) system, showed substrate activity; 6,7-ADTN was a poorer competitive inhibitor than the parent 2AT but 6,7-DTHIQ was a better competitive inhibitor than its parent, THIQ (8). A tricyclic conformationally defined analogue 9 of 6,7-ADTN was devoid of either substrate or inhibitory activity. From these results it may be concluded that a fully extended side chain conformation is required for NMT substrate activity, and the better substrate activity for 6,7-D2HX compared to 4 is consistent with a proper catechol orientation for interaction with the norepinephrine (NE) binding site of NMT.
pubmed:grant
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Sep
pubmed:issn
0024-3205
pubmed:author
pubmed:issnType
Print
pubmed:day
6
pubmed:volume
31
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
993-1000
pubmed:dateRevised
2007-11-14
pubmed:meshHeading
pubmed:year
1982
pubmed:articleTitle
Conformational preferences of dopamine analogues for inhibition of norepinephrine N-methyltransferase. Conformationally defined adrenergic agents.
pubmed:publicationType
Journal Article, Research Support, U.S. Gov't, P.H.S.