title: The synthesis and comparative receptor binding affinities of novel, isomeric pyridoindolobenzazepine scaffolds.
abstract: Compounds 7, 8, and 9, derived from the novel scaffolds 3, 5, and 6, were synthesized and evaluated in vitro. The b,c→c,d shift of the E-phenyl ring resulted in a large decrease (ca. 20- to 1000-fold) in binding to the 5-HT2A, 5-HT2C and H2, receptors, and a modest decrease (ca. 10- to 20-fold) in binding to the 5-HT5A, D2, D5, and α1D, receptors. The b,c→d,e shift resulted in a large decrease in binding to the 5-HT1D, 5-HT2C, 5-HT6, and H1 receptors, a modest decrease in binding to 5-HT1A, 5-HT5A and D2, D5, α2B, and H2 receptors, and a large increase in affinity to the 5-HT3, 5-HT6, and σ1 receptors.
authors.affiliation: Daya Drug Discoveries, Inc., University of Missouri, St. Louis, One University Blvd., St. Louis, MO 63303, USA.
authors.forename: Raghavan
authors.initials: R
authors.lastname: Rajagopalan
authors.affiliation: Daya Drug Discoveries, Inc., University of Missouri, St. Louis, One University Blvd., St. Louis, MO 63303, USA.
authors.forename: Acintya
authors.initials: A
authors.lastname: Bandyopadhyaya
authors.affiliation: Daya Drug Discoveries, Inc., University of Missouri, St. Louis, One University Blvd., St. Louis, MO 63303, USA.
authors.forename: Desikan R
authors.initials: DR
authors.lastname: Rajagopalan
authors.affiliation: Daya Drug Discoveries, Inc., University of Missouri, St. Louis, One University Blvd., St. Louis, MO 63303, USA. Electronic address: ramajayam30@yahoo.com.
authors.forename: Parthasarathi
authors.initials: P
authors.lastname: Rajagopalan
mesh_terms: D001570:Benzodiazepinones / Q000737:chemistry* / Q000378:metabolism*; D007536:Isomerism; D011485:Protein Binding / Q000502:physiology; D017434:Protein Structure, Tertiary; D011956:Receptors, Cell Surface / Q000737:chemistry* / Q000378:metabolism*
chemical_list: D001570:Benzodiazepinones; D011956:Receptors, Cell Surface; C003256:propizepine
keywords: Dopamine; Gamma carboline; Histamine; Pyridoindolobenzazepine; Serotonin