title: Synthesis and biological evaluation of 4-nitroindole derivatives as 5-HT2A receptor antagonists.
abstract: A novel series of 4-nitroindole sulfonamides containing a methyleneamino-N,N-dimethylformamidine were prepared. The binding of these compounds to 5-HT2A and 5-HT2C was evaluated, and most of the compounds showed IC50 values of less than 1μM, and exhibited high selectivity for the 5-HT2C receptor. However, little selectivity was observed in the functional assay for 5-HT6 receptors. The computational modeling studies further validated the biological results and also demonstrated a reasonable correlation between the activity of compounds and the mode of superimposition with specified pharmacophoric features.
authors: College of Pharmacy & Division of Life & Pharmaceutical Sciences, Ewha Womans University, Seoul 120-750, Republic of Korea.
authors: Faisal
authors: F
authors: Hayat
authors: Center for Neuro-Medicine, Korea Institute of Science & Technology, PO Box 131, Cheongryang, Seoul 130-650, Republic of Korea; Department of Biological Chemistry, School of Science, Korea University of Science and Technology, 52 Eoeun Dong, Yuseong-Gu, 305-333 Daejeon, Republic of Korea.
authors: Ambily Nath Indu
authors: AN
authors: Viswanath
authors: Center for Neuro-Medicine, Korea Institute of Science & Technology, PO Box 131, Cheongryang, Seoul 130-650, Republic of Korea; Department of Biological Chemistry, School of Science, Korea University of Science and Technology, 52 Eoeun Dong, Yuseong-Gu, 305-333 Daejeon, Republic of Korea.
authors: Ae Nim
authors: AN
authors: Pae
authors: Center for Neuro-Medicine, Korea Institute of Science & Technology, PO Box 131, Cheongryang, Seoul 130-650, Republic of Korea.
authors: Hyewhon
authors: H
authors: Rhim
authors: Pharmaceutical Screening Research Team, Korea Research Institute of Chemical Technology, Daejeon 305-343, Republic of Korea.
authors: Woo-Kyu
authors: WK
authors: Park
authors: College of Pharmacy & Division of Life & Pharmaceutical Sciences, Ewha Womans University, Seoul 120-750, Republic of Korea. Electronic address: hypark@ewha.ac.kr.
authors: Hea-Young Park
authors: HY
authors: Choo
mesh_terms: D004305:Dose-Response Relationship, Drug; D006801:Humans; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D015394:Molecular Structure; D009574:Nitro Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D044402:Receptor, Serotonin, 5-HT2A / Q000378:metabolism*; D011994:Recombinant Proteins / Q000378:metabolism; D058830:Serotonin 5-HT2 Receptor Antagonists / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D007211:Indoles; D009574:Nitro Compounds; D044402:Receptor, Serotonin, 5-HT2A; D011994:Recombinant Proteins; D058830:Serotonin 5-HT2 Receptor Antagonists
keywords: 4-Nitroindole; 5-HT(2A); 5-HT(2C); 5-HT(6) receptor; Methyleneamino-N,N-dimethylformamidine group; Sulfonamides