title: Synthesis, antitumor, antitrypanosomal and antileishmanial activities of benzo[4,5]canthin-6-ones bearing the N'-(Substituted benzylidene)-carbohydrazide and N-Alkylcarboxamide groups at C-2.
abstract: A series of novel benzo[4,5]canthin-6-ones, bearing the N'-(substituted benzylidene)-carbohydrazide (11a-e) and N-alkylcarboxamide (13a-g) moieties at position-2, were synthesized and screened for their in vitro antitumor activity, against seven human cancer cell lines, and for antitrypanosomal and antileishmanial activities against Trypanosoma cruzi and Leishmania amazonensis. The results indicated that N-methylpiperazyl-6-oxobenzo[4,5]canthine-2-carboxamide (13f) displayed potent antitumor activity with IC(50) values in the range of 1.15-8.46 µM for all cell lines tested. Compounds 13f and 13g bearing an N-methylpiperazylcarboxamide and N-morpholylcarboxamide at C-2, respectively, showed potent activities towards both Trypanosoma cruzi and Leishmania amazonensis parasites, with IC(50) in the range of 0.4 to 16.70 µM.
authors.affiliation: Departamento de Química, Universidade Estadual de Maringá.
authors.forename: Camila Mareco Bento
authors.initials: CM
authors.lastname: Leite Silva
authors.forename: Francielle Pelegrin
authors.initials: FP
authors.lastname: Garcia
authors.forename: Jean Henrique da Silva
authors.initials: JH
authors.lastname: Rodrigues
authors.forename: Celso Vataru
authors.initials: CV
authors.lastname: Nakamura
authors.forename: Tania
authors.initials: T
authors.lastname: Ueda-Nakamura
authors.forename: Emerson
authors.initials: E
authors.lastname: Meyer
authors.forename: Ana Lucia Tasca Gois
authors.initials: AL
authors.lastname: Ruiz
authors.forename: Mary Ann
authors.initials: MA
authors.lastname: Foglio
authors.forename: João Ernesto
authors.initials: JE
authors.lastname: de Carvalho
authors.forename: Willian Ferreira
authors.initials: WF
authors.lastname: da Costa
authors.forename: Maria Helena
authors.initials: MH
authors.lastname: Sarragiotto
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D001597:Benzylidene Compounds / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D002243:Carbolines; D045744:Cell Line, Tumor; D014355:Chagas Disease / Q000188:drug therapy; D006801:Humans; D026121:Indole Alkaloids; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D020128:Inhibitory Concentration 50; D007891:Leishmania / Q000187:drug effects; D007896:Leishmaniasis / Q000188:drug therapy; D009287:Naphthyridines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D009369:Neoplasms / Q000188:drug therapy; D014344:Trypanocidal Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D014349:Trypanosoma cruzi / Q000187:drug effects
chemical_list: D000970:Antineoplastic Agents; D001597:Benzylidene Compounds; D002243:Carbolines; D026121:Indole Alkaloids; D007211:Indoles; D009287:Naphthyridines; D014344:Trypanocidal Agents; C453379:canthin-6-one