New Antifungal Compounds from Aspergillus terreus Isolated from Desert Soil
Version of Record online: 16 MAR 2012
Copyright © 2012 John Wiley & Sons, Ltd.
Volume 26, Issue 12, pages 1872–1877, December 2012
How to Cite
Awaad, A. S., Nabilah, A.-J. A. and Zain, M. E. (2012), New Antifungal Compounds from Aspergillus terreus Isolated from Desert Soil. Phytother. Res., 26: 1872–1877. doi: 10.1002/ptr.4668
- Issue online: 11 DEC 2012
- Version of Record online: 16 MAR 2012
- Manuscript Accepted: 15 FEB 2012
- Manuscript Revised: 6 FEB 2012
- Manuscript Received: 15 NOV 2011
- Aspergillus terreus Thom;
- Aspergillus fumigatus Fresen;
- antifungal activity;
- butyrolactone I
Two new butyrolactone I derivatives: 3-[3-hydroxy-4-(3-methyl-but-2-enyl)-phenyl]-5-(−4-hydroxybenzyl)-4-methyl-dihydrofuran-2(3H)-one (1) and (Z)-3-[3-hydroxy-4-(3-methyl-but-2-enyl)-phenyl]-5-(−4-hydroxybenzylidene)-4-methyl-dihydrofuran-2(3H)-one (2), in addition to the previously described (S)-methyl-4-hydroxy-2-[4-hydroxy-3-(3-methyl-but-2-enyl)-benzyl]-3-(4-hydroxy-phenyl)-5-oxo-2,5-dihydro-furan-2-carboxylic acid methyl ester (3), were identified from a strain of Aspergillus terreus Thom (Trichocomaceae) isolated from desert soil. The antifungal activities of both intra- and extracellular metabolites of A. terreus grown on yeast extract sucrose and malt extract media were determined. Only the secondary metabolites of A. terreus grown on yeast extract sucrose medium were active against Aspergillus fumigatus RCMB 002008. The antifungal activity of A. terreus was attributed to the presence of the compounds (1) and (2), whose minimum inhibitory concentrations (MIC) against A. fumigatus were found to be 32.00 and 16.00 µg/mL respectively. Structure elucidation was carried out using UV spectrometry, electrospray ionization mass spectrometry (ESIMS), high resolution electron impact (HREIMS) spectrometry, 1H- and 13 C-NMR, proton–proton correlation spectroscopy (1H–1H Cosy), distortionless enhancement by polarization transfer (DEPT), heteronuclear single quantum coherence (HSQC) and heteronuclear multiple bond correlations (HMBC) spectroscopy. Copyright © 2012 John Wiley & Sons, Ltd.