Meroterpenoids with Diverse Ring Systems from the Sponge-Associated Fungus Alternaria sp. JJY-32
Meroterpenoids with Diverse Ring Systems from the Sponge-Associated Fungus Alternaria sp. JJY-32
复制标题
来自海绵相关真菌链格孢属 (Alternaria sp.) 的具有不同环系统的类萜。
DOI：
10.1021/np4005757
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发表时间：
2013-10-01
影响因子：
5.1
通讯作者：
Li, Dehai
中科院分区：
文献类型：
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作者：
Zhang, Guojian;Wu, Guangwei;Li, Dehai
从海绵伴生真菌Alternaria sp.中分离得到15个具有不同环系的化合物(1-15)和4个单环结构(12-15)，其中包括前所未有的氧杂螺[5.5]-稠环己烯酮(1)、氢化苯并呋喃(2-5)、氢化色满(6，7)、氢化环戊烷[b]色满(8-11).JJY-32。通过详细的波谱分析，包括二维核磁共振和电子圆二色谱(ECD)计算，并辅以化学衍生化，确定了它们的结构。在添加特定的酶抑制剂和可能的前体的基础上，提出了莽草酸类异戊二烯的杂合生物合成途径。测定了1-15个化合物的核因子-kappaB抑制活性，除6个和7个化合物(IC50和GT；100 mU M)外，其余化合物对RAW264.7细胞的IC50值在39-85 mU M之间。
Fifteen meroterpenoids (1-15) with diverse ring systems including an unprecedented oxaspiro[5.5]nonane-fused cyclohexenone (1), hydrogenated benzofurans (2-5), hydrogenated chromans (6, 7), hydrogenated cyclopenta[b]chromans (8-11), and four monocyclic structures (12-15) 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 isoprenoid hybrid biosynthetic pathway is proposed. The NF-kappa B inhibitory activities of 1-15 were tested, and all of them, except 6 and 7 (IC50 > 100 mu M), showed activities with IC50 values ranging from 39 to 85 mu M in RAW264.7 cells.