Noreupenifeldin, a Tropolone from an Unidentified Ascomycete

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• 作者：Sloan Ayers ; Deborah L. Zink ; Joanne S. Powell ; Christine M. Brown ; Alan Grund ; Gerald F. Bills ; Gonzalo Platas ; Donald Thompson ; Sheo B. Singh
• 刊名：Journal of Natural Products
• 出版年：2008
• 出版时间：March 2008
• 年：2008
• 卷：71
• 期：3
• 页码：457 - 459
• 全文大小：204K
• 年卷期：v.71,no.3(March 2008)
• ISSN：1520-6025

文摘

Noreupenifeldin (2), a new monotropolone derivative of the bistropolone eupenifeldin (1), was isolated from an unidentified ascomycete by bioassay-guided fractionation as part of our search for new anthelmintics. The structure of 1 was confirmed by comparison with literature data. The structure of 2 was elucidated from MS and 1D and 2D NMR data. Compounds 1 and 2 are diastereomers of pycnidione (3) and epolone A (4), respectively. Compounds 1−3 were evaluated for their anthelmintic activity against the parasitic worm Hemonchus contortus. Compounds 1 and 3 exhibited modest in vitro activity, showing EC₉₀ 50 and 83 µg/mL, respectively, in reducing motility of L3 larvae of H. contortus. Compound 2 was inactive, indicating that the second tropolone moiety is required for activity.