Man Zhang , Jia Rui , Chong Yu , Mengyang Sun , Dan Gou , Haifeng Wang , Guangyue Su
{"title":"北极6700-4海域日本曲霉中龙胆醇新衍生物的研究","authors":"Man Zhang , Jia Rui , Chong Yu , Mengyang Sun , Dan Gou , Haifeng Wang , Guangyue Su","doi":"10.1016/j.tet.2025.134507","DOIUrl":null,"url":null,"abstract":"<div><div>Six compounds were isolated from the ethyl acetate extract of the marine fungus <em>Aspergillus japonicas</em>, which was collected from surface seawater in the Arctic 6700-4 sea area, including two new gentisyl alcohol derivatives named dimeric terrestrol I (<strong>1</strong>) and dimeric terrestrol J (<strong>2</strong>), along with four known compounds, dimeric terrestrol E (<strong>3</strong>), 2-(hydroxymethyl) benzene-1,4-diol (<strong>4</strong>), methyl (2′,5′-dihydroxyphenyl) acetate (<strong>5</strong>), and toluhydroquinone (<strong>6</strong>). All compounds were characterized and established by spectral analysis of 1D NMR and reported data, confirmed using 2D NMR and HR-MS for new compounds. All the compounds were tested for <em>in vitro</em> activity. The results show that dimeric terrestrol J (<strong>2</strong>), alleviated lipopolysaccharide (LPS)-induced BV2 microglial cell death by reducing the generation of nitric oxide (NO), has strong anti-inflammatory activity and is even stronger than Dexamethasone (DEX). Furthermore, molecular docking was conducted to verify the affinity between the protein and ligand.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"174 ","pages":"Article 134507"},"PeriodicalIF":2.2000,"publicationDate":"2025-04-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"New gentisyl alcohol derivatives from Aspergillus japonicas collected from the Arctic 6700-4 sea area\",\"authors\":\"Man Zhang , Jia Rui , Chong Yu , Mengyang Sun , Dan Gou , Haifeng Wang , Guangyue Su\",\"doi\":\"10.1016/j.tet.2025.134507\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>Six compounds were isolated from the ethyl acetate extract of the marine fungus <em>Aspergillus japonicas</em>, which was collected from surface seawater in the Arctic 6700-4 sea area, including two new gentisyl alcohol derivatives named dimeric terrestrol I (<strong>1</strong>) and dimeric terrestrol J (<strong>2</strong>), along with four known compounds, dimeric terrestrol E (<strong>3</strong>), 2-(hydroxymethyl) benzene-1,4-diol (<strong>4</strong>), methyl (2′,5′-dihydroxyphenyl) acetate (<strong>5</strong>), and toluhydroquinone (<strong>6</strong>). All compounds were characterized and established by spectral analysis of 1D NMR and reported data, confirmed using 2D NMR and HR-MS for new compounds. All the compounds were tested for <em>in vitro</em> activity. The results show that dimeric terrestrol J (<strong>2</strong>), alleviated lipopolysaccharide (LPS)-induced BV2 microglial cell death by reducing the generation of nitric oxide (NO), has strong anti-inflammatory activity and is even stronger than Dexamethasone (DEX). Furthermore, molecular docking was conducted to verify the affinity between the protein and ligand.</div></div>\",\"PeriodicalId\":437,\"journal\":{\"name\":\"Tetrahedron\",\"volume\":\"174 \",\"pages\":\"Article 134507\"},\"PeriodicalIF\":2.2000,\"publicationDate\":\"2025-04-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Tetrahedron\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0040402025000638\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2025/1/27 0:00:00\",\"PubModel\":\"Epub\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0040402025000638","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/1/27 0:00:00","PubModel":"Epub","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
New gentisyl alcohol derivatives from Aspergillus japonicas collected from the Arctic 6700-4 sea area
Six compounds were isolated from the ethyl acetate extract of the marine fungus Aspergillus japonicas, which was collected from surface seawater in the Arctic 6700-4 sea area, including two new gentisyl alcohol derivatives named dimeric terrestrol I (1) and dimeric terrestrol J (2), along with four known compounds, dimeric terrestrol E (3), 2-(hydroxymethyl) benzene-1,4-diol (4), methyl (2′,5′-dihydroxyphenyl) acetate (5), and toluhydroquinone (6). All compounds were characterized and established by spectral analysis of 1D NMR and reported data, confirmed using 2D NMR and HR-MS for new compounds. All the compounds were tested for in vitro activity. The results show that dimeric terrestrol J (2), alleviated lipopolysaccharide (LPS)-induced BV2 microglial cell death by reducing the generation of nitric oxide (NO), has strong anti-inflammatory activity and is even stronger than Dexamethasone (DEX). Furthermore, molecular docking was conducted to verify the affinity between the protein and ligand.
期刊介绍:
Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry.
Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters.
Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.