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; Moreira, Rui

http://hdl.handle.net/10451/3852

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Authors

Hursthouse, Michael B.

Martins, M. Luz

Moreira, Rui

Abstract(s)

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.

Keywords

Quinones Isoxazoles Heterocycles Antifungal agents

URI

http://dx.doi.org/10.1016/j.bmcl.2009.10.137
http://hdl.handle.net/10451/3852

Citation

Santos, Maria M. M.; Faria, Natália; Iley, Jim; Coles, Simon J.; Hursthouse, Michael B.; Martins, M. Luz; Moreira, Rui. 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, 193-195, 2010.