THE STEREOCHEMICAL REQUIREMENTS OF THE NOVEL DELTA-OPIOID SELECTIVE DIPEPTIDE ANTAGONIST TMT-TIC

Citation
Sb. Liao et al., THE STEREOCHEMICAL REQUIREMENTS OF THE NOVEL DELTA-OPIOID SELECTIVE DIPEPTIDE ANTAGONIST TMT-TIC, Bioorganic & medicinal chemistry letters, 7(23), 1997, pp. 3049-3052
Citations number
18
Language
INGLESE
art.tipo
Article
ISSN journal
0960-894X
Volume
7
Issue
23
Year of publication
1997
Pages
3049 - 3052
Database
ISI
SICI code
0960-894X(1997)7:23<3049:TSROTN>2.0.ZU;2-E
Abstract
Five conformationally constrained dipeptide TMT-L-Tic analogues have b een synthesized and evaluated for their bioactivity using in vitro bio assays. The most potent and selective analogue (2S,SR)-TMT-L-Tic showe d 9 nM binding affinity and 4000-fold selectivity for the delta vs mu opioid receptor. The lowest-energy conformation of(2S,3R)-TMT-L-Tic is suggested to be bioactive one in which the chi(1) torsional angle is trans for TMT and gauche (+) for Tic. (C) 1997 Elsevier Science Ltd.