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Spiroleptosphol isolated from Leptosphaeria doliolum
Authors:Hashimoto Masaru  Tsushima Taro  Murakami Takanori  Nomiya Masahiro  Takada Noboru  Tanaka Kazuaki
Affiliation:aFaculty of Agriculture and Life Science, Hirosaki University, 3-Bunkyo-cho, Hirosaki 036-8561, Japan
Abstract:A novel γ-methylidene-spirobutanolide spirolephtoshol (1) was isolated from ascomycetous fungus Leptosphaeria doliolum as a cytotoxic compound. The relative structure was established by the NMR analysis involving the NOE experiments. Absolute structure of the bicyclic moiety was determined by chemical derivation followed by the CD analysis. The relative and absolute stereochemistry of the side chain was established by comparison of the 1H NMR spectra and the chiral GC chromatograms of the degradation product with the synthetic samples.
Keywords:Isolation   Structure determination   NMR spectra   CD spectra   Absolute stereochemistry   Degradation   Chiral GC
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