title: Synthesis and evaluation of new β-carboline-3-(4-benzylidene)-4H-oxazol-5-one derivatives as antitumor agents.
abstract: In the present work, we report the synthesis and in vitro anticancer and antimicrobial activity evaluation of a new series of 1-substituted-β-carboline derivatives bearing a 4-benzylidene-4H-oxazol-5-one unity at C-3. The compound 2-[1-(4-methoxyphenyl)-9H-β-carbolin-3-yl]-4-(benzylidene)-4H-oxazol-5-one (11) was the most active derivative, exhibiting a potent cytotoxic activity against glioma (U251), prostate (PC-3) and ovarian (OVCAR-03) cancer cell lines with IC50 values of 0.48, 1.50 and 1.07 µM, respectively. An in silico study of the ADME properties of the novel synthesized β-carboline derivatives was also performed.
authors.affiliation: Departamento de Química, Centro de Ciências Exatas, Universidade Estadual de Maringá, Av. Colombo, 5790, Maringá, 87020-900 PR, Brazil.
authors.forename: Franciele Cristina
authors.initials: FC
authors.lastname: Savariz
authors.forename: Mary Ann
authors.initials: MA
authors.lastname: Foglio
authors.forename: João Ernesto
authors.initials: JE
authors.lastname: de Carvalho
authors.forename: Ana Lúcia T G
authors.initials: AL
authors.lastname: Ruiz
authors.forename: Marta C T
authors.initials: MC
authors.lastname: Duarte
authors.forename: Mauricio Ferreira
authors.initials: MF
authors.lastname: da Rosa
authors.forename: Emerson
authors.initials: E
authors.lastname: Meyer
authors.forename: Maria Helena
authors.initials: MH
authors.lastname: Sarragiotto
mesh_terms: D000890:Anti-Infective Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects; D002243:Carbolines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D005658:Fungi / Q000187:drug effects; D006801:Humans; D020128:Inhibitory Concentration 50; D010080:Oxazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D000890:Anti-Infective Agents; D000970:Antineoplastic Agents; D002243:Carbolines; D010080:Oxazoles; C575015:beta-carboline-3-(4-benzylidene)-4H-oxazol-5-one