Wakodecaline C, new tetrahydrofuran-fused decalin metabolite isolated from fungus Pyrenochaetopsis sp. RK10-F058

Wakodecaline C, new tetrahydrofuran-fused decalin metabolite isolated from fungus Pyrenochaetopsis sp. RK10-F058
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DOI:
10.1038/s41429-023-00613-2
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发表时间:
2023-04-05
影响因子:
3.3
通讯作者:
Osada, Hiroyuki
Osada, Hiroyuki
中科院分区:
医学4区
文献类型:
--
作者:
Nogawa, Toshihiko;Kato, Naoki;Osada, Hiroyuki

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通过LC/MS分析筛选结构感兴趣的代谢产物,从真菌Pyrenochaetopsis sp. RK 10-F058中分离得到一种新的含萘烷的次级代谢产物wakodecaline C。包括绝对构型的结构通过光谱方法(包括NMR和质谱)、化学反应和ECD谱计算的组合来确定。Wakodecaline C具有独特的结构特征,包含通过双键连接的四氢呋喃稠合的十氢萘骨架和特特拉姆酸部分。该化合物对HL-60细胞显示出中等的细胞毒性,对恶性疟原虫3D 7株显示出抗疟活性。
A new decalin-containing secondary metabolite, wakodecaline C, was isolated from a fungus Pyrenochaetopsis sp. RK10-F058 by screening structurally interesting metabolites based on LC/MS profiling. The structure including the absolute configuration was determined by a combination of spectroscopic methods including NMR and mass spectrometry, chemical reaction, and calculation of ECD spectra. Wakodecaline C has unique structural features containing a tetrahydrofuran-fused decalin skeleton and tetramic acid moiety, which are connected through a double bond. The compound showed moderate cytotoxicity against HL-60 cells and antimalarial activity against the Plasmodium falciparum 3D7 strain.