{"title":"Talaroterpenoids A-F: Six New <i>Seco</i>-Terpenoids from the Marine-Derived Fungus <i>Talaromyces aurantiacus</i>.","authors":"Zi-Hong Peng, Hui Jia, Yan-Liang Luo, Li-Jun Zhang, Jia-Tong Zhou, Yuan-Han Xie, Li-Jun Wang, Jiang-Ke Qin, Jun Li, Guo-Hai Zhang, Rui-Yun Yang, Wei-Feng Xu","doi":"10.3390/md22100475","DOIUrl":null,"url":null,"abstract":"<p><p>Six new highly oxidized <i>seco</i>-terpenoids, including three 3-<i>nor</i>-labdane type diterpenes, talaroterpenoids A-C (<b>1</b>-<b>3</b>), and three meroterpenoids containing an orthoester group, talaroterpenoids D-F (<b>6</b>-<b>8</b>), together with five known compounds (<b>4</b>-<b>5</b> and <b>9</b>-<b>11</b>), were isolated from the marine-derived fungus <i>Talaromyces aurantiacus</i>. Their chemical structures were elucidated through 1D, 2D NMR, HRESIMS, <i>J</i>-based configuration analysis (JBCA), computational ECD calculations, and single-crystal X-ray diffraction analysis. Compounds <b>1</b> and <b>2</b> contain an unusual 6,20-<i>γ</i>-lactone-bridged scaffold. Compounds <b>10</b> and <b>11</b> presented inhibitory effects on NO release in lipopolysaccharide (LPS)-induced BV-2 cells with IC<sub>50</sub> values of 11.47 and 11.32 μM, respectively. Talaroterpenoid C (<b>3</b>) showed moderate antifungal activity against <i>A. alternata</i> and <i>P. theae</i> Steyaert.</p>","PeriodicalId":18222,"journal":{"name":"Marine Drugs","volume":"22 10","pages":""},"PeriodicalIF":4.9000,"publicationDate":"2024-10-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11509394/pdf/","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Marine Drugs","FirstCategoryId":"3","ListUrlMain":"https://doi.org/10.3390/md22100475","RegionNum":2,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}
引用次数: 0
Abstract
Six new highly oxidized seco-terpenoids, including three 3-nor-labdane type diterpenes, talaroterpenoids A-C (1-3), and three meroterpenoids containing an orthoester group, talaroterpenoids D-F (6-8), together with five known compounds (4-5 and 9-11), were isolated from the marine-derived fungus Talaromyces aurantiacus. Their chemical structures were elucidated through 1D, 2D NMR, HRESIMS, J-based configuration analysis (JBCA), computational ECD calculations, and single-crystal X-ray diffraction analysis. Compounds 1 and 2 contain an unusual 6,20-γ-lactone-bridged scaffold. Compounds 10 and 11 presented inhibitory effects on NO release in lipopolysaccharide (LPS)-induced BV-2 cells with IC50 values of 11.47 and 11.32 μM, respectively. Talaroterpenoid C (3) showed moderate antifungal activity against A. alternata and P. theae Steyaert.
期刊介绍:
Marine Drugs (ISSN 1660-3397) publishes reviews, regular research papers and short notes on the research, development and production of drugs from the sea. Our aim is to encourage scientists to publish their experimental and theoretical research in as much detail as possible, particularly synthetic procedures and characterization information for bioactive compounds. There is no restriction on the length of the experimental section.