Reaction of Naphthoquinones with Substituted Nitromethanes. Facile Synthesis and antifungal activity of Naphtho[2,3-d]isoxazole-4,9-diones

Santos, Maria M.M.; Faria, Natália; Iley, Jim; Coles, Simon J.; Hursthouse, Michael B.; Martins, M. Luz and Moreira, Rui (2010). Reaction of Naphthoquinones with Substituted Nitromethanes. Facile Synthesis and antifungal activity of Naphtho[2,3-d]isoxazole-4,9-diones. Bioorganic and Medicinal Chemistry Letters, 20(1) pp. 193–195.

DOI: https://doi.org/10.1016/j.bmcl.2009.10.137

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.