2004
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Abstract: A new antifungal compound, (3S)-4,6-dihydro-8-methoxy-3,5-dimethyl-6-oxo-3H-2-benzopyran (4), was isolated from Penicillium expansum. During the isolation procedure 4 was determined to be unstable and readily reacted with methanol, ethanol, and water, forming three new isochromans, (1S,3S)-6-hydroxy-1,8-dimethoxy-3,5-dimethylisochroman (1), 1-ethoxy-6-hydroxy-8-methoxy-3,5-dimethylisochroman (2), and 1,6-dihydroxy-8-methoxy-3,5-dimethylisochroman (3), respectively. (3S)-6-Hydroxy-8-methoxy-3,5-dimethylisochrom… Show more

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Cited by 29 publications
(18 citation statements)
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References 23 publications
(18 reference statements)
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“…17,18) However, E. typhina was not used as the test fungus, so we checked the antifungal activity of phleichrome against E. thyphina under darkness and light. We carried out a fungicide disc assay 19) using phleichrome at the concentration of 50 mg/ml. Pleichrome inhibited the growth of E. typhina by 20.9% in the dark and by 62.9% in the light ( Table 1), indicating that phleichrome had antifungal activity against E. typhina, and that light was important for this activity.…”
Section: Results and Disscussionmentioning
confidence: 99%
“…17,18) However, E. typhina was not used as the test fungus, so we checked the antifungal activity of phleichrome against E. thyphina under darkness and light. We carried out a fungicide disc assay 19) using phleichrome at the concentration of 50 mg/ml. Pleichrome inhibited the growth of E. typhina by 20.9% in the dark and by 62.9% in the light ( Table 1), indicating that phleichrome had antifungal activity against E. typhina, and that light was important for this activity.…”
Section: Results and Disscussionmentioning
confidence: 99%
“…corrugata and identified by analysis of spectroscopic data along with comparison with literature data (Sundholm, 1978). The structure and absolute stereochemistry of (S)-8-methoxy-3,5-dimethylisochroman-6-ol (2), isolated from P. steckii obtained from an alga belonging to the genus Sargassum, could be established by analysis of spectroscopic data and also by comparison with literature data (Lai et al, 1990;Masuma et al, 1994;He et al, 2004;Kerti et al, 2007). A Penicillium sp.…”
Section: Resultsmentioning
confidence: 99%
“…The organic phase was evaporated to dryness, to give 57 mg of a crude extract which displayed antibiotic activity against Candida albicans ATCC36801 and Streptoccocus mutans UA159 and presented a 1 H NMR spectrum of a single aromatic compound contaminated with fatty acids. HPLC purification of this crude extract (column: C 18 Inertsil ODS-3, 4.6 x 250 mm, 5 μm; eluent: 75:25 MeOH/H 2 O; flow: 1 mL/min) led to the isolation of (S)-8-methoxy-3,5-dimethylisochroman-6-ol (2) (Lai et al, 1990;Masuma et al, 1994;He et al, 2004;Kerti et al, 2007 (Masuma et al, 1994;Cox et al, 1979) did not allow us to distinguish it from 6-methoxy-3,7-dimethylisochroman-8-ol (3) (Cox et al, 1979). Therefore, compound 2 was identified by analysis of COSY, HSQC and HMBC NMR spectra.…”
Section: Isolation Of Secondary Metabolites From the Culture Media Ofmentioning
confidence: 99%
See 1 more Smart Citation
“…Compound 1 was isolated previously from the terrestrial fungi Penicillium expansum (grain) [4], P. sp. (freshwater isolate) [3], and Penicillium hybrid strains [5].…”
mentioning
confidence: 99%