Fig. 1: In vitro monoamine transporters and 5-HT receptors interaction assays.

Structures of 25C-NBF (A), 25B-NBF (B) and 25I-NBF (C). Concentration-effect curves of 25C-NBF, 25B-NBF, 25I-NBF on [³H]MPP + uptake at hDAT (D) and [³H]5-HT uptake at hSERT (E) in comparison with MDMA. Data are expressed as percentage of control uptake (absence of compound). Effect of 25C-NBF on transport-mediated release of preloaded [³H]5-HT from HEK293 cells stably expressing hSERT (F). MON = monensin. Competition [³H]Imipramine binding curves of NBFs compounds at hSERT in comparison with MDMA (G). Competition [³H]8-OH-DPAT, [³H]Ketanserin and [³H]Mesulergine binding curves of 25C-NBF, 25B-NBF and 25I-NBF at 5-HT_1AR (H), 5-HT_2AR (I) and 5-HT_2B/2CR (J and K), respectively, in comparison with DMT and MDMA. Data are expressed as percentage of control binding (absence of compound). 5-HT_2AR-mediated calcium mobilization assay of the tested NBFs and reference compounds 5-HT (full agonist) and DA (partial agonist) (L). Concentration-response curves of NBFs in the β-arrestin 2 (M) and miniGα_q (N) recruitment assays at the 5-HT_2AR normalized to the E_max of LSD. All data are expressed as means ± SD for n ≥ 3 experiments.