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来自深海真菌白俄罗斯青霉A3的新型邻苯二甲酸酯和异色满酮衍生物。

New Phthalides and Isochromanone Derivatives from the Deep-Sea-Derived Fungus Penicillium bialowiezense A3.

作者信息

Lv Yinghui, Gong Linfeng, Zhang Gaiyun, Wu Jingna, Hong Bihong, Niu Siwen

机构信息

Technology Innovation Center for Exploitation of Marine Biological Resources, Third Institute of Oceanography, Ministry of Natural Resources, Xiamen, 361005, People's Republic of China.

Department of Pharmacy, Xiamen Medical College, Xiamen, 361203, People's Republic of China.

出版信息

Chem Biodivers. 2025 Jan;22(1):e202401858. doi: 10.1002/cbdv.202401858. Epub 2024 Oct 26.

DOI:10.1002/cbdv.202401858
PMID:39225066
Abstract

Two new phthalide derivatives, namely bialowalides A (1) and B (8), and one new isochromanone analogue biourgalide C (11), together with 8 known phthalides (2-7, 9, and 10) as well as two known isochromanones (12 and 13) were discovered from the EtOAc extract of the deep-sea-derived fungus Penicillium bialowiezense A3. The structures were resolved on the basis of extensive spectroscopic analyses (NMR and HRESIMS data), in association with the modified Mosher's method and ECD data for the determination of the absolute configurations. All isolated secondary metabolites (1-13) were tested their antiviral activities against the SARS-CoV-2 trVLP pseudovirus at a concentration of 25 μM. As a result, compounds 1, 5, 11, and 12 exhibited the inhibitory effects against the luminescence at 46.2 %, 39.6 %, 45.5 %, and 48.8 %, respectively.

摘要

从深海来源的真菌白俄罗斯青霉A3的乙酸乙酯提取物中发现了两种新的苯酞衍生物,即双低瓦利德A(1)和B(8),以及一种新的异色满酮类似物双乌尔加利德C(11),同时还发现了8种已知的苯酞(2 - 7、9和10)以及两种已知的异色满酮(12和13)。通过广泛的光谱分析(核磁共振和高分辨电喷雾电离质谱数据),结合改进的莫舍尔方法和电子圆二色光谱数据来确定绝对构型,从而解析了这些化合物的结构。对所有分离得到的次生代谢产物(1 - 13)进行了浓度为25 μM的抗严重急性呼吸综合征冠状病毒2假病毒(trVLP)的抗病毒活性测试。结果,化合物1、5、11和12分别对发光表现出46.2%、39.6%、45.5%和48.8%的抑制作用。

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