An antibacterial hydroxy fusidic acid analogue from Acremonium crotocinigenum

Liam Evans; John N. Hedger; David Brayford; Michael Stavri; Eileen Smith; Gemma O'Donnell; Alexander I. Gray; Gareth W. Griffith; Simon Gibbons

doi:10.1016/j.phytochem.2006.06.033

An antibacterial hydroxy fusidic acid analogue from Acremonium crotocinigenum

Liam Evans, John N. Hedger, David Brayford, Michael Stavri, Eileen Smith, Gemma O'Donnell, Alexander I. Gray, Gareth W. Griffith, Simon Gibbons

Department of Life Sciences

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

15 Citations (Scopus)

Abstract

A fusidane triterpene, 16-deacetoxy-7-β-hydroxy-fusidic acid (1), was isolated from a fermentation of the mitosporic fungus Acremonium crotocinigenum. Full unambiguous assignment of all 1H and 13C data of 1 was carried out by extensive one- and two-dimensional NMR studies employing HMQC and HMBC spectra. Compound 1 was tested against a panel of multidrug-resistant (MDR) and methicillin-resistant Staphylococcus aureus (MRSA) strains and showed minimum inhibitory concentration values of 16 μg/ml. Bioautography-led isolation of an extract of the fermentation of the mitosporic fungus Acremonium crotocinigenum resulted in the characterisation of the fusidane triterpene related to fusidic acid, 1, as the major anti-staphylococcal natural product. Against efflux strains, 1 had MIC values of 16 μg/ml.

Original language	English
Pages (from-to)	2110-2114
Number of pages	5
Journal	Phytochemistry
Volume	67
Issue number	19
Early online date	22 Aug 2006
DOIs	https://doi.org/10.1016/j.phytochem.2006.06.033
Publication status	Published - 01 Oct 2006

Keywords

Acrmonium crotocinigenum
Fusidane triterpene
fusidic acid
antibacterial
MRSA
MDR
Staphylococcus aureus

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10.1016/j.phytochem.2006.06.033

http://hdl.handle.net/2160/2695

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title = "An antibacterial hydroxy fusidic acid analogue from Acremonium crotocinigenum",

abstract = "A fusidane triterpene, 16-deacetoxy-7-β-hydroxy-fusidic acid (1), was isolated from a fermentation of the mitosporic fungus Acremonium crotocinigenum. Full unambiguous assignment of all 1H and 13C data of 1 was carried out by extensive one- and two-dimensional NMR studies employing HMQC and HMBC spectra. Compound 1 was tested against a panel of multidrug-resistant (MDR) and methicillin-resistant Staphylococcus aureus (MRSA) strains and showed minimum inhibitory concentration values of 16 μg/ml. Bioautography-led isolation of an extract of the fermentation of the mitosporic fungus Acremonium crotocinigenum resulted in the characterisation of the fusidane triterpene related to fusidic acid, 1, as the major anti-staphylococcal natural product. Against efflux strains, 1 had MIC values of 16 μg/ml.",

keywords = "Acrmonium crotocinigenum, Fusidane triterpene, fusidic acid, antibacterial, MRSA, MDR, Staphylococcus aureus",

author = "Liam Evans and Hedger, {John N.} and David Brayford and Michael Stavri and Eileen Smith and Gemma O'Donnell and Gray, {Alexander I.} and Griffith, {Gareth W.} and Simon Gibbons",

note = "Evans, L., Hedger, J. N., Brayford, D., Stavri, M., Smith, E., O'Donnell, G., Gray, A. I., Griffith,. G. W., Gibbons, S. (2006).. An antibacterial hydroxy fusidic acid analogue from Acremonium crotocinigenum . Phytochemistry, 67, (19), 2110-2114. Keywords: Acremonium crotocinigenum; Fusidane triterpene; Fusidic acid; Antibacterial; MRSA; MDR; Staphylococcus aureus Sponsorship: EPSRC (Grant No. GR/R47646/01)",

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doi = "10.1016/j.phytochem.2006.06.033",

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T1 - An antibacterial hydroxy fusidic acid analogue from Acremonium crotocinigenum

AU - Evans, Liam

AU - Hedger, John N.

AU - Brayford, David

AU - Stavri, Michael

AU - Smith, Eileen

AU - O'Donnell, Gemma

AU - Gray, Alexander I.

AU - Griffith, Gareth W.

AU - Gibbons, Simon

N1 - Evans, L., Hedger, J. N., Brayford, D., Stavri, M., Smith, E., O'Donnell, G., Gray, A. I., Griffith,. G. W., Gibbons, S. (2006).. An antibacterial hydroxy fusidic acid analogue from Acremonium crotocinigenum . Phytochemistry, 67, (19), 2110-2114. Keywords: Acremonium crotocinigenum; Fusidane triterpene; Fusidic acid; Antibacterial; MRSA; MDR; Staphylococcus aureus Sponsorship: EPSRC (Grant No. GR/R47646/01)

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N2 - A fusidane triterpene, 16-deacetoxy-7-β-hydroxy-fusidic acid (1), was isolated from a fermentation of the mitosporic fungus Acremonium crotocinigenum. Full unambiguous assignment of all 1H and 13C data of 1 was carried out by extensive one- and two-dimensional NMR studies employing HMQC and HMBC spectra. Compound 1 was tested against a panel of multidrug-resistant (MDR) and methicillin-resistant Staphylococcus aureus (MRSA) strains and showed minimum inhibitory concentration values of 16 μg/ml. Bioautography-led isolation of an extract of the fermentation of the mitosporic fungus Acremonium crotocinigenum resulted in the characterisation of the fusidane triterpene related to fusidic acid, 1, as the major anti-staphylococcal natural product. Against efflux strains, 1 had MIC values of 16 μg/ml.

AB - A fusidane triterpene, 16-deacetoxy-7-β-hydroxy-fusidic acid (1), was isolated from a fermentation of the mitosporic fungus Acremonium crotocinigenum. Full unambiguous assignment of all 1H and 13C data of 1 was carried out by extensive one- and two-dimensional NMR studies employing HMQC and HMBC spectra. Compound 1 was tested against a panel of multidrug-resistant (MDR) and methicillin-resistant Staphylococcus aureus (MRSA) strains and showed minimum inhibitory concentration values of 16 μg/ml. Bioautography-led isolation of an extract of the fermentation of the mitosporic fungus Acremonium crotocinigenum resulted in the characterisation of the fusidane triterpene related to fusidic acid, 1, as the major anti-staphylococcal natural product. Against efflux strains, 1 had MIC values of 16 μg/ml.

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KW - Fusidane triterpene

KW - fusidic acid

KW - antibacterial

KW - MRSA

KW - MDR

KW - Staphylococcus aureus

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DO - 10.1016/j.phytochem.2006.06.033

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JO - Phytochemistry

JF - Phytochemistry

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ER -

An antibacterial hydroxy fusidic acid analogue from Acremonium crotocinigenum

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Keywords

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