Reaction of naphthoquinones with substituted nitromethanes. Facile synthesis and antifungal activity of naphtho[2,3-d]isoxazole-4,9-diones

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

卷:20

Article

Santos, Maria M. M.¹  Faria, Natalia²  Iley, Jim³  Coles, Simon J.⁴  Hursthouse, Michael B.⁴  Martins, M. Luz²  Moreira, Rui¹ 

[1] Univ Lisbon, I Med UL, Fac Farm, P-1699 Lisbon, Portugal

[2] Univ Nova Lisboa, Mycol Lab, IHMT CREM, Lisbon, Portugal

[3] Open Univ, Dept Chem, Milton Keynes MK7 6AA, Bucks, England

[4] Univ Southampton, EPSRC Natl Crystallog Serv, Sch Chem, Southampton, Hants, England

关键词: Quinones;    Isoxazoles;    Heterocycles;    Antifungal agents;   

DOI  :  10.1016/j.bmcl.2009.10.137

来源: Elsevier

【 摘 要 】

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. (C) 2009 Elsevier Ltd. All rights reserved.

【 授权许可】

Free