title: Reaction of naphthoquinones with substituted nitromethanes. Facile synthesis and antifungal activity of naphtho[2,3-d]isoxazole-4,9-diones.
abstract: We report here a simple entry into naphtho[2,3-d]isoxazole-4,9-dione system containing a EWG in position 3 using the readily available 2,3-dichloro-1,4-naphthoquinone and nitromethyl derivatives in the presence of base. Antifungal activity of synthesised naphthoquinones was evaluated against ATCC and PYCC reference strains of Candida. The results suggest that the naphtho[2,3-d]isoxazole-4,9-dione scaffold has the potential to be developed into novel and safe therapeutic antifungal agents.
authors.affiliation: i-Med.UL, Faculdade de Farmácia, Universidade de Lisboa, Av. Forças Armadas, Lisboa, Portugal. mariasantos@ff.ul.pt
authors.forename: Maria M M
authors.initials: MM
authors.lastname: Santos
authors.forename: Natália
authors.initials: N
authors.lastname: Faria
authors.forename: Jim
authors.initials: J
authors.lastname: Iley
authors.forename: Simon J
authors.initials: SJ
authors.lastname: Coles
authors.forename: Michael B
authors.initials: MB
authors.lastname: Hursthouse
authors.forename: M Luz
authors.initials: ML
authors.lastname: Martins
authors.forename: Rui
authors.initials: R
authors.lastname: Moreira
mesh_terms: D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002175:Candida / Q000187:drug effects; D007555:Isoxazoles / Q000737:chemistry*; D008826:Microbial Sensitivity Tests; D009285:Naphthoquinones / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology
chemical_list: D000935:Antifungal Agents; D007555:Isoxazoles; D009285:Naphthoquinones; C035342:1,4-naphthoquinone