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ID: ALA1833867

Journal: Bioorg Med Chem Lett

Title: Conformationally constrained analogs of BAY 59-3074 as novel cannabinoid receptor ligands.

Authors: Teng H, Thakur GA, Makriyannis A.

Abstract: To obtain information on the pharmacophoric requirements of the CB1/CB2 partial agonist BAY 59-3074 we have synthesized a series of new conformationally constrained dibenzofuran (4a-d) and dibenzopyran analogs (5). All constrained analogs exhibited reduced binding affinity at both cannabinoid receptor subtypes, suggesting that planar conformations of these ligands are less favored by both receptors. We also found that 4c, 4d, and 5 exhibited 3- to 12-fold selectivity for hCB2 over rCB1 receptors and may serve as new chemotypes for the development of CB2-selective cannabinergics.

CiteXplore: 21880487

DOI: 10.1016/j.bmcl.2011.07.017