Studies on fungal metabolites—XXXII: A renewed investigation on (−) flavoskyrin and its analogues |
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| Authors: | S. Seo U. Sankawa Y. Ogihara Y. Iitaka S. Shibata |
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| Affiliation: | Faculty of Pharmaceutical Sciences, University of Tokyo, Hongo, Bunkyo-ku, Tokyo Japan |
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| Abstract: | 1-Oxo-1,2,3,4-tetrahydroanthraquinone (4a), and its 8-hydroxy-(4b) and 8-hydroxy-6- methyl (4c) derivatives were dimerized to the compounds formulated as (6a), (6b) and (6e), respectively. The structure of 6a was confirmed by X-ray crystallographic analysis.By the analogy with these dimers and NMR spectral analysis, a revised structure (7) was proposed for (?) flavoskyrin, a yellow metabolite of Penicillium islandicum NRRL 1175. A biosynthetic scheme involving Diels-Alder type cyclo-addition (π4s + π2s) was proposed for (?) flavoskyrin. |
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| Keywords: | Author to whom enquiries should be addressed. |
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