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YT-1 中的环匹阿尼酸和奥卡胺类似物,包括氯化化合物。

Cyclopiazonic Acid and Okaramine Analogues, Including Chlorinated Compounds, from YT-1.

机构信息

Key Laboratory of Environmental and Applied Microbiology, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu, Sichuan 610041, People's Republic of China.

University of Chinese Academy of Sciences, Beijing 100049, People's Republic of China.

出版信息

J Nat Prod. 2022 Nov 25;85(11):2547-2556. doi: 10.1021/acs.jnatprod.2c00445. Epub 2022 Oct 21.

Abstract

Eight new cyclopiazonic acid (-) and five new okaramine (-) alkaloids together with 13 known compounds were isolated from the fungus YT-1. Compounds , , , , , , and were chlorinated indole alkaloids. The structures of compounds - were elucidated by HRESIMS and NMR spectroscopic data. Their relative and absolute configurations were established by -based configuration analysis, NOESY, NOEDIFF experiments, ECD spectroscopic data, and biogenetic considerations. Compound inhibited the growth of with an MIC value of 6.3 μg/mL. Compounds - exhibited strong insecticidal capacity against the third instar larvae of silkworm and cotton bollworm (LD: ≤7.56 μg/g). At 40 μM, compound showed obvious neuroprotection to the PC12 cells with 6-OHDA treatment.

摘要

从真菌 YT-1 中分离得到了 8 个新的环匹阿尼酸(-)和 5 个新的奥卡胺(-)生物碱,以及 13 个已知化合物。化合物 、 、 、 、 、 和 为氯化吲哚生物碱。通过高分辨质谱和 NMR 光谱数据阐明了化合物 - 的结构。通过基于 C-构型分析、NOESY、NOEDIFF 实验、ECD 光谱数据和生物发生考虑的相对和绝对构型建立了化合物的结构。化合物 对 的生长具有抑制作用,MIC 值为 6.3 μg/mL。化合物 - 对三龄家蚕和棉铃虫幼虫具有很强的杀虫活性(LD:≤7.56 μg/g)。在 40 μM 时,化合物 对 6-OHDA 处理的 PC12 细胞表现出明显的神经保护作用。

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