C1'-cycloalkyl side chain pharmacophore in tetrahydrocannabinols

DP Papahatjis, VR Nahmias, SP Nikas…

Index: Tsotinis, Andrew; Vlachou, Margarita; Papahatjis, Demetris P.; Calogeropoulou, Theodora; Nikas, Spyros P.; Garratt, Peter J.; Piccio, Vincent; Vonhoff, Stefan; Davidson, Kathryn; Teh, Muy-Teck; Sugden, David Journal of Medicinal Chemistry, 2006 , vol. 49, # 12 p. 3509 - 3519

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Citation Number: 30

Abstract

In earlier work we have provided evidence for the presence of a subsite within the CB1 and CB2 cannabinoid receptor binding domains of classical cannabinoids. This putative subsite corresponds to substituents on the C1'-position of the C3-alkyl side chain, a key pharmacophoric feature in this class of compounds. We have now refined this work through the synthesis of additional C1'-cycloalkyl compounds using newly developed approaches. ...