Isolation and structure elucidation by LC-MS-SPE/NMR: PR toxin- and cuspidatol-related eremophilane sesquiterpenes from Penicillium roqueforti |
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| Authors: | Sørensen Dan Raditsis Annie Trimble Laird A Blackwell Barbara A Sumarah Mark W Miller J David |
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| Affiliation: | Merck Frosst Centre for Therapeutic Research, Merck Frosst Canada Ltd., 16711 Trans Canada Highway, Kirkland, Québec, H9H 3L1, Canada. dan_sorensen@merck.com |
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| 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. |
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