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海洋沉积物来源真菌伊莎里氏菌 KMM 4639 的 Oxirapentyns F-K。

Oxirapentyns F-K from the marine-sediment-derived fungus Isaria felina KMM 4639.

机构信息

G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of the Russian Academy of Sciences , Prospect 100-letiya Vladivostoka, 159, Vladivostok 690022, Russian Federation.

出版信息

J Nat Prod. 2014 Jun 27;77(6):1321-8. doi: 10.1021/np500014m. Epub 2014 Jun 9.

DOI:10.1021/np500014m
PMID:24911656
Abstract

Six new highly oxygenated chromene derivatives, oxirapentyns F-K (2-7), one new polyketide (8), one new benzofurane (9), and two known cyclodepsipeptides, isoisariin B and isaridin E, were isolated from the lipophilic extract of the marine-derived fungus Isaria felina KMM 4639. The structures of compounds 2-9 were determined using spectroscopic methods. The relative configurations of compounds 2-7 were established through a combination of NOE data and spin coupling constants, and these results were confirmed by X-ray crystallographic analysis of 4. The absolute structures of all oxirapentyns were assumed based on their biogenetic relationship and confirmed using the modified Mosher's method on 2 and 7. Isariketide (8) showed moderate cytotoxicity toward HL-60 cells.

摘要

从海洋来源真菌 Isaria felina KMM 4639 的脂溶性提取物中分离得到了六个新的高度氧化的色烯衍生物,oxirapentyns F-K(2-7),一个新的聚酮(8),一个新的苯并呋喃(9)和两个已知的环二肽,isaritin B 和 isaridin E。化合物 2-9 的结构通过光谱方法确定。通过 NOE 数据和自旋偶合常数的组合确定了化合物 2-7 的相对构型,这些结果通过 4 的 X 射线晶体学分析得到了证实。所有 oxirapentyns 的绝对构型均基于其生物发生关系假设,并通过在 2 和 7 上使用改良的 Mosher 法进行了确认。Isariketide(8)对 HL-60 细胞表现出中等的细胞毒性。

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