Kim, Youngjae Yeom, Miyoung Lee, Soyeon Tae, Jinsung Kim, Hak Joong Rhim, Hyewhon Seong, Jihye Choi, Kyung Il Min, Sun-Joon Choo, Hyunah 2024-01-19T22:01:39Z 2024-01-19T22:01:39Z 2021-09-03 2018-09 0253-2964 https://pubs.kist.re.kr/handle/201004/120973 We designed and synthesized a series of N-alkyl-carbazoles with different alkyl chains and amine moieties, and biological evaluation was performed to discover novel 5-HT7R antagonists. Among 27 synthesized compounds, 20, 21, 23, and 24 showed excellent binding affinities to 5-HT7R (K-i = 65, 64, 55, and 31 nM, respectively), and good selectivity profiles over other serotonin receptors. In functional assays, those compounds showed weak antagonistic activities against 5-HT7R. In particular, the compound 24, 2-(4-(5-(9H-carbazol-9-yl)pentyl)piperazin-1-yl)phenol, could be considered as a potent and selective 5-HT7R ligand with weak antagonistic effect. From the molecular docking study, the aromatic hydroxyl group in 24 was shown to play an important role in binding to 5-HT7R through a hydrogen bonding interaction with Asp142 in the ligand binding pocket of 5-HT7R. English 대한화학회 Synthesis of N-Alkyl-Carbazole Derivatives as 5-HT7R Antagonists Article 10.1002/bkcs.11555 1 Bulletin of the Korean Chemical Society, v.39, no.9, pp.1083 - 1089 Bulletin of the Korean Chemical Society 39 9 1083 1089 N scie scopus kci ART002384238 000444410200011 2-s2.0-85053235534 Chemistry, Multidisciplinary Chemistry Article ANTIDEPRESSANT-LIKE BEHAVIOR EYE-MOVEMENT SLEEP RECEPTOR ANTAGONIST SEROTONIN RECEPTORS NEURONAL MORPHOLOGY DEPRESSION LIGANDS BINDING PHARMACOPHORE SB-269970 5-HT7 receptor Antagonist N-alkyl-carbazole Serotonin GPCR