Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 8, Issue 15, Pages 3543-3551Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c002773a
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Funding
- National Natural Science Foundation of China [30370019, 30670221, 30770237]
- Changjiang Scholars and Innovative Research Team in University [IRT0749]
- Scientific Research Foundation
- State Education Ministry of China
- Program for New Century Excellent Talents in University [NCET-05-0852]
- National Financial Aid for Studying Abroad [2007103088]
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Two new polyketide-derived pigments, named rufoolivacins B (2), and D (4), with a 4',10-coupled aryl linkage between polysubstituted 1-naphthol and 1,4-or 1,2-anthraquinone, together with nine known metabolites including rufoolivacins A (1) and C (3), have been isolated from the fruiting bodies of the Chinese toadstool Cortinarius rufo-olivaceus (basidiomycetes). Their structures were characterized on the basis of spectroscopic methods, including 2D-NMR experiments (COSY, NOESY, HSQC, and HMBC). The axial chirality of 1 and 2 was assigned through analysis of their CD spectra and ZINDO and TDDFT calculations. Compounds 3 and 4 were found to be unusual natural products incorporating an ortho-anthraquinone chromophore. All the metabolites were shown to be toxic toward the brine shrimp.
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