Reaction of naphthoquinones with substituted nitromethanes. Facile synthesis and antifungal activity of naphtho[2,3-d]isoxazole-4,9-diones.
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.
Santos
Maria M M
MM
i-Med.UL, Faculdade de Farmácia, Universidade de Lisboa, Av. Forças Armadas, Lisboa, Portugal. mariasantos@ff.ul.pt
Faria
Natália
N
Iley
Jim
J
Coles
Simon J
SJ
Hursthouse
Michael B
MB
Martins
M Luz
ML
Moreira
Rui
R
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
D000935:Antifungal Agents; D007555:Isoxazoles; D009285:Naphthoquinones; C035342:1,4-naphthoquinone