Synthesis and antiviral evaluation of benzimidazoles, quinoxalines and indoles from dehydroabietic acid.
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.
Fonseca
Tatiana
T
INETI-Departamento deTecnologia de Indústrias Qui;micas, Estrada do Paço do Lumiar, 1649-038, Lisbon, Portugal.
Gigante
Bárbara
B
Marques
M Matilde
MM
Gilchrist
Thomas L
TL
De Clercq
Erik
E
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
D045784:Abietanes; D000998:Antiviral Agents; D001562:Benzimidazoles; D007211:Indoles; D011810:Quinoxalines; C013913:dehydroabietic acid