Structures and Biomimetic Synthesis of Novel 伪-Pyrone Polyketides of an Endophytic Penicillium sp. in Catharanthus roseus

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• 作者：Teigo Asai ; Dan Luo ; Kouwa Yamashita ; Yoshiteru Oshima
• 刊名：Organic Letters
• 出版年：2013
• 出版时间：March 1, 2013
• 年：2013
• 卷：15
• 期：5
• 页码：1020-1023
• 全文大小：239K
• 年卷期：v.15,no.5(March 1, 2013)
• ISSN：1523-7052

文摘

Novel polyketides, citreoviripyrone A (1) and B (2), known citreomontanin (3), and (鈭?-citreoviridin (4) were isolated from the mycelium of the endophytic fungus. The endophytic fungus, which belongs to the genus Penicillium, was separated from surface-sterilized healthy leaves of Catharanthus roseus. The structures of 1 and 2 were determined on the basis of NMR data, and 1 was characterized as an 伪-pyrone polyketide featuring bicyclo[4.2.0]octadiene. The biomimetic synthesis of 1 and 2 from 3 elucidated a plausible biosynthetic pathway. Both Zn(II)-type and NAD⁺-dependent histone deacetylase inhibitors significantly enhanced the production of 1 and 3.