Novel conformationally restricted tetracyclic analogs of Delta(8)-tetrahydrocannabinol

Authors
Khanolkar, AD Lu, D Fan, PS Tian, XY Makriyannis, A
Citation
Ad. Khanolkar et al., Novel conformationally restricted tetracyclic analogs of Delta(8)-tetrahydrocannabinol, BIOORG MED, 9(15), 1999, pp. 2119-2124
Citations number
15
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
ISSN journal
0960894X → ACNP
Volume
9
Issue
15
Year of publication
1999
Pages
2119 - 2124
Database
ISI
SICI code
0960-894X(19990802)9:15<2119:NCRTAO>2.0.ZU;2-O
Abstract
Novel analogs of (-)-Delta(8)-tetrahydrocannabinol (Delta(8)-THC) in which the conformation of the side chain was restricted by incorporating the firs t one or two carbons into a six membered ring fused with the aromatic pheno lic A ring were synthesized. The affinities of the novel ligands for CB1 an d CB2 indicated that the "southbound" chain conformer retained the highest affinity for both receptors. (C) 1999 Elsevier Science Ltd. All rights rese rved.