Novel conformationally restricted tetracyclic analogs of Δ 8-tetrahydrocannabinol

…, D Lu, P Fan, X Tian, A Makriyannis

Index: Khanolkar, Atmaram D.; Lu, Dai; Fan, Pusheng; Tian, Xiaoyu; Makriyannis, Alexandros Bioorganic and Medicinal Chemistry Letters, 1999 , vol. 9, # 15 p. 2119 - 2124

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Citation Number: 35

Abstract

Novel analogs of (−)-Δ8-tetrahydrocannabinol (Δ8-THC) in which the conformation of the side chain was restricted by incorporating the first one or two carbons into a six membered ring fused with the aromatic phenolic A ring were synthesized. The affinities of the novel ligands for CB1 and CB2 indicated that the “southbound” chain conformer retained the highest affinity for both receptors.