Abstract
Cultivation of the fungal strain Annulohypoxylon ilanense, an endophytic fungus isolated from the wood of medicinal plant Cinnamomum species, resulted in the isolation of one new furanoid derivative, ilanefuranone (1), one new pyrrole alkaloid, ilanepyrrolal (2), and one new biarylpropanoid derivative, ilanenoid (3), together with 22 known compounds, of which one α-tetralone analog, (-)-(4R)-3,4-dihydro-4,6-dihydroxynaphthalen-1(2H)-one (4) was isolated for the first time from a natural source. The structures were elucidated on the basis of physicochemical evidence, in-depth NMR spectroscopic analysis, and high-resolution mass spectrometry, and the antimycobacterial activities were also evaluated.
Copyright © 2013 Verlag Helvetica Chimica Acta AG, Zürich.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Alkaloids / chemistry
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Alkaloids / isolation & purification
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Alkaloids / pharmacology
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Antitubercular Agents / chemistry*
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Antitubercular Agents / isolation & purification
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Antitubercular Agents / pharmacology
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Cinnamomum / microbiology*
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Furans / chemistry*
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Furans / isolation & purification
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Furans / pharmacology
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Guaiacol / analogs & derivatives*
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Guaiacol / chemistry
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Guaiacol / isolation & purification
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Guaiacol / pharmacology
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Magnetic Resonance Spectroscopy
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Mass Spectrometry
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Microbial Sensitivity Tests
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Molecular Conformation
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Mycobacterium tuberculosis / drug effects
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Plants, Medicinal / microbiology
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Pyrroles / chemistry*
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Pyrroles / isolation & purification
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Pyrroles / pharmacology
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Saccharomycetales / chemistry*
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Saccharomycetales / isolation & purification
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Tetralones / chemistry
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Tetralones / isolation & purification
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Tetralones / pharmacology
Substances
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5-((2-(4-hydroxyphenyl)ethoxy)methyl)-1H-pyrrole-2-carbaldehyde
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5-(2-hydroxyethyl)-2-methyl-2-tetradecylfuran-3(2H)-one
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Alkaloids
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Antitubercular Agents
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Furans
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Pyrroles
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Tetralones
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Guaiacol