Mining of Meroterpenoids with Anti-inflammatory Activity from the Mangrove Endophytic Fungus Talaromyces sp. JNQQJ-4 by Genome Analysis and Molecular Network Strategy.

IF 5 1区 化学 Q1 CHEMISTRY, ORGANIC Organic Letters Pub Date : 2025-02-21 Epub Date: 2025-01-31 DOI:10.1021/acs.orglett.5c00038
Guisheng Wang, Zhaokun Li, Jianying Wu, Wencong Yang, Hang Li, Jiyan Pang, Zhigang She, Yan Chen
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Abstract

Talaromeroterpenoids A-G (1-7), seven new 3,5-dimethylorsellinic-acid-derived meroterpenoids, and two known analogues (8 and 9) were isolated from the mangrove endophytic fungus Talaromyces sp. JNQQJ-4 by genome analysis and a molecular networking strategy. Their structures and absolute configurations were established by nuclear magnetic resonance data, high-resolution electrospray ionization mass spectrometry, and X-ray diffraction. Compound 1 possesses an unprecedented rearrangement 7/6/6/6/5/5 hexacyclic skeleton based on a 2,8,18,21-tetraoxa-hexacyclo-[12.5.2.13,12.01,16.04,10.016,22]docosane core. In bioassays, compound 2 exhibited promising anti-inflammatory activity by suppressing the expression of pro-inflammatory factors and inactivating the NF-κB signaling pathway.

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红树林内生真菌Talaromyces sp. JNQQJ-4抗炎活性萜类化合物的基因组分析和分子网络策略研究
通过基因组分析和分子网络策略,从红树林内生真菌Talaromyces sp. JNQQJ-4中分离得到了Talaromyces terpenoids a - g(1-7)、7个新的3,5-二甲基紫丁香酸衍生的meoterpenoids和2个已知的类似物(8和9)。通过核磁共振数据、高分辨率电喷雾质谱和x射线衍射确定了它们的结构和绝对构型。化合物1具有基于2,8,18,21-tetraoxa- hexacycloo -[12.5.2.13,12.01,16.04,10.016,22]十二烷核心的前所未有的重排7/6/6/5/5/5六环骨架。在生物实验中,化合物2通过抑制促炎因子的表达和使NF-κB信号通路失活,显示出良好的抗炎活性。
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来源期刊
Organic Letters
Organic Letters 化学-有机化学
CiteScore
9.30
自引率
11.50%
发文量
1607
审稿时长
1.5 months
期刊介绍: Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.
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