title: Synthesis and antiviral evaluation of benzimidazoles, quinoxalines and indoles from dehydroabietic acid.
abstract: Several heterocycles, such as benzimidazoles, quinoxalines and indoles incorporated into a hydrophenanthrene and naphthalene skeleton, were synthesised from two useful ortho-bromonitro precursors derived from dehydroabietic acid: methyl 12-bromo-13-nitro-deisopropyldehydroabietate and methyl 12-bromo-13,14-dinitro-deisopropyldehydroabietate. The new heterocycles were evaluated for their activity in vitro against several RNA and DNA viruses.
authors.affiliation: INETI-Departamento deTecnologia de Indústrias Qui;micas, Estrada do Paço do Lumiar, 1649-038, Lisbon, Portugal.
authors.forename: Tatiana
authors.initials: T
authors.lastname: Fonseca
authors.forename: Bárbara
authors.initials: B
authors.lastname: Gigante
authors.forename: M Matilde
authors.initials: MM
authors.lastname: Marques
authors.forename: Thomas L
authors.initials: TL
authors.lastname: Gilchrist
authors.forename: Erik
authors.initials: E
authors.lastname: De Clercq
mesh_terms: D045784:Abietanes / Q000138:chemical synthesis* / Q000494:pharmacology; D000818:Animals; D000998:Antiviral Agents / Q000494:pharmacology*; D001562:Benzimidazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D002460:Cell Line; D002522:Chlorocebus aethiops; D003587:Cytomegalovirus / Q000187:drug effects; D004353:Drug Evaluation, Preclinical / Q000379:methods; D005347:Fibroblasts / Q000187:drug effects / Q000821:virology; D006367:HeLa Cells; D018259:Herpesvirus 1, Human / Q000187:drug effects; D018258:Herpesvirus 2, Human / Q000187:drug effects; D014645:Herpesvirus 3, Human / Q000187:drug effects; D006801:Humans; D007211:Indoles / Q000138:chemical synthesis* / Q000494:pharmacology; D011810:Quinoxalines / Q000138:chemical synthesis* / Q000494:pharmacology; D012845:Sindbis Virus / Q000187:drug effects; D014709:Vero Cells
chemical_list: D045784:Abietanes; D000998:Antiviral Agents; D001562:Benzimidazoles; D007211:Indoles; D011810:Quinoxalines; C013913:dehydroabietic acid