title: Synthesis and evaluation of antimalarial activity of oxygenated 3-alkylpyridine marine alkaloid analogues.
abstract: A series of new oxygenated analogues of marine 3-alkylpyridine alkaloids were prepared from 3-pyridinepropanol in few steps and in good yields. The key step for the synthesis of these compounds was a Williamson etherification under phase-transfer conditions. All new compounds were evaluated for their antiplasmodial activity and cytotoxicity. A significant reduction in parasitaemia was observed for some of the prepared compounds, and the majority of them exhibited a selectivity index (SI) ranging from 2.78 to 15.58, which suggests that these compounds may be a promising class of substances with antimalarial activity.
authors.affiliation: Departamento de Química, ICEx, UFMG, Av. Pres. Antonio Carlos, 6627, Pampulha, Belo Horizonte, MG, 31270-901, Brazil.
authors.forename: Flaviane F
authors.initials: FF
authors.lastname: Hilário
authors.forename: Renata Cristina
authors.initials: RC
authors.lastname: de Paula
authors.forename: Mariana L T
authors.initials: ML
authors.lastname: Silveira
authors.forename: Gustavo H R
authors.initials: GH
authors.lastname: Viana
authors.forename: Rosemeire B
authors.initials: RB
authors.lastname: Alves
authors.forename: Juliana R C S
authors.initials: JR
authors.lastname: Pereira
authors.forename: Luciana Maria
authors.initials: LM
authors.lastname: Silva
authors.forename: Rossimiriam P
authors.initials: RP
authors.lastname: de Freitas
authors.forename: Fernando
authors.initials: F
authors.lastname: de Pilla Varotti
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D000962:Antimalarials / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D006801:Humans; D016778:Malaria, Falciparum / Q000188:drug therapy*; D010963:Plasmodium falciparum / Q000187:drug effects*; D011725:Pyridines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: D000470:Alkaloids; D000962:Antimalarials; D011725:Pyridines