Abstract
Three eremophilane sesquiterpenes (1, 2, and 3) were isolated from Penicillium roqueforti DAOM 232127, and their structures were established. The new (3S)-3-acetoxyeremophil-1(2),7(11),9(10)-trien-8-one (3) is a likely biosynthetic precursor of PR toxin. 1-Hydroxyeremophil-7(11),9(10)-dien-8-one (1) is related to the immunosuppressant cuspidatol. The application of semihyphenated LC-MS-SPE/NMR to rapidly identify, purify, and elucidate the structures of 1, 2, and 3 is described.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Molecular Structure
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Naphthols* / chemistry
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Naphthols* / isolation & purification
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Naphthols* / pharmacology
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Nuclear Magnetic Resonance, Biomolecular
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Penicillium / chemistry*
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Sesquiterpenes* / chemistry
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Sesquiterpenes* / isolation & purification
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Sesquiterpenes* / pharmacology
Substances
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(3S)-3-acetoxyeremophil-1(2),7(11),9(10)-trien-8-one
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(3S)-3-acetoxyeremophil-7(11),9(10)-dien-8-one
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1-hydroxyeremophil-7(11),9(10)-dien-8-one
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Naphthols
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Sesquiterpenes
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PR Toxin