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

Reaction of naphthoquinones with substituted nitromethanes. Facile synthesis and antifungal activity of naphtho[2,3-d]isoxazole-4,9-diones
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.
193-195
Santos, Maria M.M.
12a4af92-463f-4265-8147-9d32636650a4
Faria, Natália
3c01b638-4e69-4893-a6be-dfb33f171e34
Iley, Jim
1b8a12ce-eac3-405c-ac57-c3929a895236
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Hursthouse, Michael B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Martins, M. Luz
c70e4669-8c29-4712-81a3-a967ba0eb0e1
Moreira, Rui
d7a6f33d-f4d9-493e-a5b7-c9fa467e98d4
Santos, Maria M.M.
12a4af92-463f-4265-8147-9d32636650a4
Faria, Natália
3c01b638-4e69-4893-a6be-dfb33f171e34
Iley, Jim
1b8a12ce-eac3-405c-ac57-c3929a895236
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Hursthouse, Michael B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Martins, M. Luz
c70e4669-8c29-4712-81a3-a967ba0eb0e1
Moreira, Rui
d7a6f33d-f4d9-493e-a5b7-c9fa467e98d4

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 & Medicinal Chemistry Letters, 20 (1), 193-195. (doi:10.1016/j.bmcl.2009.10.137). (PMID:19926280)

Record type: Article

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.

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More information

Published date: 1 January 2010
Organisations: Organic Chemistry: Synthesis, Catalysis and Flow

Identifiers

Local EPrints ID: 347465
URI: http://eprints.soton.ac.uk/id/eprint/347465
PURE UUID: 7d622914-2d98-4af7-b233-6f846bd3418c
ORCID for Simon J. Coles: ORCID iD orcid.org/0000-0001-8414-9272

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Date deposited: 01 Feb 2013 14:17
Last modified: 15 Mar 2024 03:01

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Contributors

Author: Maria M.M. Santos
Author: Natália Faria
Author: Jim Iley
Author: Simon J. Coles ORCID iD
Author: M. Luz Martins
Author: Rui Moreira

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