title: Triggering the directional selectivity of a ring-closure reaction leads to pyridoazacarbazoles with anticancer properties.
abstract: We herein describe a facile and versatile synthetic route to the tetracyclic system of 6-substituted 5,6-dihydro-11H-pyrido[3,2-i]-1-azacarbazoles with promising anticancer properties. These derivatives are built up by an elegant one-step base-catalyzed synthetic procedure from commercially available building blocks. One additional step provides the corresponding skeleton hitherto unknown in the literature. The possibility to synthesize a large library of compounds with various substitution patterns utilizing this method underlines the importance of this synthetic procedure.
authors.affiliation: Pharmazeutisches Institut, Lehrstuhl für Pharmazeutische Chemie, Universität Kiel, Gutenbergstrasse 76, 24118 Kiel (Germany), Fax: (+49) 431-880-1352.
authors.forename: Tamara N
authors.initials: TN
authors.lastname: Steinhauer
authors.forename: Daniel S
authors.initials: DS
authors.lastname: Längle
authors.forename: Christopher
authors.initials: C
authors.lastname: Meier
authors.forename: Ulrich
authors.initials: U
authors.lastname: Girreser
authors.forename: Lars
authors.initials: L
authors.lastname: Stenzel
authors.forename: Dieter
authors.initials: D
authors.lastname: Heber
authors.forename: Bernd
authors.initials: B
authors.lastname: Clement
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002227:Carbazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D003500:Cyclization; D006801:Humans; D015394:Molecular Structure; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
chemical_list: D000970:Antineoplastic Agents; D002227:Carbazoles; D011725:Pyridines
keywords: antitumor agents; heterocycles; one-step synthesis; pyridoazacarbazoles; synthetic methods