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海洋真菌与黄鳍鲷相关的土曲霉 F6-3 的次生代谢产物。

Secondary metabolites from Aspergillus terreus F6-3, a marine fungus associated with Johnius belengerii.

机构信息

College of Pharmaceutical Science & Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou 310014, China.

College of Pharmaceutical Science & Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou 310014, China.

出版信息

Fitoterapia. 2023 Oct;170:105662. doi: 10.1016/j.fitote.2023.105662. Epub 2023 Aug 28.

DOI:10.1016/j.fitote.2023.105662
PMID:37648028
Abstract

Two new terrein derivatives asperterreinones A-B (1-2), one new octahydrocoumarin derivative (±)-asperterreinin A (6), along with seventeen known compounds, were isolated from Aspergillus terreus F6-3, a marine fungus associated with Johnius belengerii. The structures of 1, 2, and 6 were established on the basis of 1D and 2D NMR, mass spectroscopy, comparative electronic circular dichroism (ECD) spectra analysis, density functional theory calculation of C NMR, and DP4+ probability analysis. Among all the isolates, eurylene (7), a constituent of the Malaysian medicinal plant Eurycoma longifolia, was obtained from a microbial source for first time. In the in vitro bioassay, 11 and 13 showed potent inhibitory activity against the Escherichia coli β-glucuronidase (EcGUS) with IC values of 27.75 ± 0.73 and 17.73 ± 0.81 μM, respectively. It was the first time that questinol (11) and (±)-aspertertone B (13) were reported as potent EcGUS inhibitors.

摘要

从海洋真菌与黄鳍鲷相关的曲霉菌 F6-3 中分离得到两个新的土青霉烯衍生物 Asperterreinones A-B(1-2),一个新的八氢香豆素衍生物(±)- Asperterreinin A(6),以及十七个已知化合物。基于 1D 和 2D NMR、质谱、比较电子圆二色性(ECD)光谱分析、C NMR 的密度泛函理论计算和 DP4+概率分析,确定了 1、2 和 6 的结构。在所有分离物中,eurylene(7)是从微生物来源获得的,首次从马来西亚药用植物长叶羽扇豆中获得。在体外生物测定中,化合物 11 和 13 对大肠杆菌β-葡萄糖醛酸酶(EcGUS)显示出强烈的抑制活性,IC 值分别为 27.75±0.73 和 17.73±0.81 μM。这是首次报道 questinol(11)和(±)- Aspertertone B(13)是有效的 EcGUS 抑制剂。

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