Meroterpenoids with Diverse Ring Systems from the Sponge-Associated Fungus Alternaria sp. JJY-32

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• 作者：Guojian Zhang ; Guangwei Wu ; Tianjiao Zhu ; Tibor Kurt谩n ; Attila M谩ndi ; Jieying Jiao ; Jing Li ; Xin Qi ; Qianqun Gu ; Dehai Li
• 刊名：Journal of Natural Products
• 出版年：2013
• 出版时间：October 25, 2013
• 年：2013
• 卷：76
• 期：10
• 页码：1946-1957
• 全文大小：620K
• 年卷期：v.76,no.10(October 25, 2013)
• ISSN：1520-6025

文摘

Fifteen meroterpenoids (1鈥?b>15) with diverse ring systems including an unprecedented oxaspiro[5.5]nonane-fused cyclohexenone (1), hydrogenated benzofurans (2鈥?b>5), hydrogenated chromans (6, 7), hydrogenated cyclopenta[b]chromans (8鈥?b>11), and four monocyclic structures (12鈥?b>15) were isolated from the sponge-associated fungus Alternaria sp. JJY-32. The structures were elucidated by detailed spectroscopic analysis, including 2D NMR and electronic circular dichroism (ECD) calculations, and assisted by chemical derivatizations. On the basis of supplementation experiments with specific enzyme inhibitors and putative precursors, a shikimate鈥搃soprenoid hybrid biosynthetic pathway is proposed. The NF-魏B inhibitory activities of 1鈥?b>15 were tested, and all of them, except 6 and 7 (IC₅₀ > 100 渭M), showed activities with IC₅₀ values ranging from 39 to 85 渭M in RAW264.7 cells.