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

Maria da Luz Marques Martins

doi:10.1016/j.bmcl.2009.10.137

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

Maria da Luz Marques Martins

Instituto de Higiene e Medicina Tropical (IHMT)

Research output: Contribution to journal › Article › peer-review

103 Citations (Scopus)

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

Original language	Unknown
Pages (from-to)	193-195
Journal	Bioorganic & Medicinal Chemistry Letters
Volume	20
Issue number	1
DOIs	https://doi.org/10.1016/j.bmcl.2009.10.137
Publication status	Published - 1 Jan 2010

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10.1016/j.bmcl.2009.10.137

Cite this

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

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AB - 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.

KW - Quinones

KW - Heterocycles

KW - Antifungal

KW - Isoxazoles

KW - nitroacetate

KW - agents

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DO - 10.1016/j.bmcl.2009.10.137

M3 - Article

SN - 0960-894X

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EP - 195

JO - Bioorganic & Medicinal Chemistry Letters

JF - Bioorganic & Medicinal Chemistry Letters

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