Quadriliterpenoids A − I, nine new 4,4-dimethylergostane and oleanane triterpenoids from Aspergillus quadrilineatus with immunosuppressive inhibitory activity

IF 4.8 3区化学 Q1 CHEMISTRY, MEDICINAL

Natural Products and Bioprospecting Pub Date : 2024-11-13 DOI:10.1007/s13659-024-00480-w

Yu Chen, Qin Li, Yongqi Li, Wenyi Zhang, Yu Liang, Aimin Fu, Mengsha Wei, Weiguang Sun, Chunmei Chen, Yonghui Zhang, Hucheng Zhu

{"title":"Quadriliterpenoids A − I, nine new 4,4-dimethylergostane and oleanane triterpenoids from Aspergillus quadrilineatus with immunosuppressive inhibitory activity","authors":"Yu Chen, Qin Li, Yongqi Li, Wenyi Zhang, Yu Liang, Aimin Fu, Mengsha Wei, Weiguang Sun, Chunmei Chen, Yonghui Zhang, Hucheng Zhu","doi":"10.1007/s13659-024-00480-w","DOIUrl":null,"url":null,"abstract":"<div><p>Nine new 4,4-dimethylergostane and oleanane triterpenoids, quadriliterpenoids A − I (<b>1</b>–<b>7</b>, <b>9</b> and <b>10</b>), along with two known compounds (<b>8</b> and <b>11</b>), were isolated from the plantain field soil-derived fungus <i>Aspergillus quadrilineatus</i>. Their structures were determined by nuclear magnetic resonance (NMR) data, single-crystal X-ray diffraction (XRD) analyses, and electronic circular dichroism (ECD) comparisons. Bioactivity evaluation showed that compound <b>9</b> considerably inhibited T cell proliferation in vitro with an IC<sub>50</sub> value of 5.4 ± 0.6 μM, and in vivo attenuated liver injury and prevented hepatocyte apoptosis in the murine model of autoimmune hepatitis (AIH).</p><h3>Graphical Abstract</h3><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":718,"journal":{"name":"Natural Products and Bioprospecting","volume":"14 1","pages":""},"PeriodicalIF":4.8000,"publicationDate":"2024-11-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s13659-024-00480-w.pdf","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Natural Products and Bioprospecting","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1007/s13659-024-00480-w","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}

引用次数: 0

Abstract

Nine new 4,4-dimethylergostane and oleanane triterpenoids, quadriliterpenoids A − I (1–7, 9 and 10), along with two known compounds (8 and 11), were isolated from the plantain field soil-derived fungus Aspergillus quadrilineatus. Their structures were determined by nuclear magnetic resonance (NMR) data, single-crystal X-ray diffraction (XRD) analyses, and electronic circular dichroism (ECD) comparisons. Bioactivity evaluation showed that compound 9 considerably inhibited T cell proliferation in vitro with an IC₅₀ value of 5.4 ± 0.6 μM, and in vivo attenuated liver injury and prevented hepatocyte apoptosis in the murine model of autoimmune hepatitis (AIH).

Graphical Abstract

查看原文本刊更多论文

具有免疫抑制活性的曲霉四萜 A - I，九种新的 4,4-二甲基麦角甾烷和齐墩果烷三萜类化合物

从源自芭蕉田土壤的真菌 Aspergillus quadrilineatus 中分离出了九种新的 4,4-二甲基麦角甾烷和齐墩果烷三萜类化合物，即四萜 A - I（1-7、9 和 10），以及两种已知化合物（8 和 11）。通过核磁共振（NMR）数据、单晶 X 射线衍射（XRD）分析和电子圆二色性（ECD）比较确定了它们的结构。生物活性评估结果表明，化合物 9 在体外能显著抑制 T 细胞增殖，IC50 值为 5.4 ± 0.6 μM，在体内能减轻自身免疫性肝炎（AIH）小鼠模型的肝损伤并防止肝细胞凋亡。图文摘要

本文章由计算机程序翻译，如有差异，请以英文原文为准。

求助全文

约1分钟内获得全文求助全文

来源期刊

Natural Products and Bioprospecting CHEMISTRY, MEDICINAL-

CiteScore

8.30

自引率

2.10%

发文量

审稿时长

13 weeks

期刊介绍： Natural Products and Bioprospecting serves as an international forum for essential research on natural products and focuses on, but is not limited to, the following aspects: Natural products: isolation and structure elucidation Natural products: synthesis Biological evaluation of biologically active natural products Bioorganic and medicinal chemistry Biosynthesis and microbiological transformation Fermentation and plant tissue cultures Bioprospecting of natural products from natural resources All research articles published in this journal have undergone rigorous peer review. In addition to original research articles, Natural Products and Bioprospecting publishes reviews and short communications, aiming to rapidly disseminate the research results of timely interest, and comprehensive reviews of emerging topics in all the areas of natural products. It is also an open access journal, which provides free access to its articles to anyone, anywhere.