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Medientyp: E-Artikel Titel: Secoscabronine M, a novel diterpenoid from the Chinese bitter mushroom Sarcodon scabrosus Beteiligte: Shi, Xin‐Wei; Zhang, An‐Ling; Pescitelli, Gennaro; Gao, Jin‐Ming Erschienen: Wiley, 2012 Erschienen in: Chirality Sprache: Englisch DOI: 10.1002/chir.22031 ISSN: 0899-0042; 1520-636X Schlagwörter: Organic Chemistry ; Spectroscopy ; Drug Discovery ; Pharmacology ; Catalysis ; Analytical Chemistry Entstehung: Anmerkungen: Beschreibung: <jats:title>Abstract</jats:title><jats:p>Secoscabronine M (<jats:bold>1</jats:bold>) is a hemiacetal cyathane diterpenoid that was isolated from the fruiting bodies of the basidiomycete <jats:italic>Sarcodon scabrosus</jats:italic> (Fr.) Karst. Compound <jats:bold>1</jats:bold> possesses a novel structure with a bond cleavage between C‐3 and C‐4. The structure of the new compound was elucidated by means of spectroscopic methods, including two‐dimensional nuclear magnetic resonance experiments. The absolute configuration of <jats:bold>1</jats:bold> was established by analysis of circular dichroism spectroscopy and also by employing time‐dependent density functional theory calculations. In addition, compound <jats:bold>1</jats:bold> was confirmed to be an equilibrium mixture of two epimers (15<jats:italic>S</jats:italic> and 15<jats:italic>R</jats:italic>) at position C‐15 in polar solvents by one‐dimensional nuclear magnetic resonance analysis. <jats:italic>Chirality 4:386–390, 2012</jats:italic>. © 2012 Wiley Periodicals, Inc.</jats:p>