{"title":"Discovery of antimicrobial anthraquinones with membrane-damaging effects from endophytic fungus <i>Stagonosporopsis</i> sp.","authors":"Yu Tu, Meiyan Bao, Ling Liu","doi":"10.1080/21501203.2026.2650890","DOIUrl":null,"url":null,"abstract":"<p><p>Three new anthraquinone derivatives, stagonoquinones A-C (<b>1</b>-<b>3</b>), along with 11 known analogues, were isolated from the endophytic fungus <i>Stagonosporopsis</i> sp. YZHH-J-1 guided by a bioactivity-guided approach combined with HSQC-based DeepSAT analysis. Their structures were established by comprehensive spectroscopic analysis, NMR calculations combined with statistical protocols (CP3 and DP4+ analysis), and optical rotation calculations. Antimicrobial evaluation revealed that compounds <b>1</b>, <b>5</b>, <b>8</b>, <b>11</b>, and <b>13</b> exhibited moderate inhibitory effects against six strains of <i>Cryptococcus gattii</i>, with MIC values of 32-64 μg/mL. In addition, compounds <b>1</b>, <b>2</b>, <b>7</b>, and <b>11</b> exhibited antibacterial activities against methicillin-resistant <i>Staphylococcus aureus</i> (MRSA), <i>Staphylococcus epidermidis</i>, and <i>Bacillus subtilis</i>, with MIC values of 8-32 μg/mL. Mechanistic studies indicated that compound <b>1</b> inhibited MRSA by inhibiting biofilm formation, increasing membrane permeability and inducing reactive oxygen species (ROS) accumulation. Furthermore, network pharmacology and molecular docking identified dihydrofolate reductase (DHFR) as a potential target of compound <b>1</b> for its antibacterial effect. These findings not only enrich the structural diversity of anthraquinones but also provide promising lead candidates for antimicrobial agents.</p>","PeriodicalId":18833,"journal":{"name":"Mycology","volume":"17 3","pages":"910-923"},"PeriodicalIF":5.7000,"publicationDate":"2026-04-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC13647411/pdf/","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Mycology","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1080/21501203.2026.2650890","RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2026/1/1 0:00:00","PubModel":"eCollection","JCR":"Q1","JCRName":"MYCOLOGY","Score":null,"Total":0}
引用次数: 0
Abstract
Three new anthraquinone derivatives, stagonoquinones A-C (1-3), along with 11 known analogues, were isolated from the endophytic fungus Stagonosporopsis sp. YZHH-J-1 guided by a bioactivity-guided approach combined with HSQC-based DeepSAT analysis. Their structures were established by comprehensive spectroscopic analysis, NMR calculations combined with statistical protocols (CP3 and DP4+ analysis), and optical rotation calculations. Antimicrobial evaluation revealed that compounds 1, 5, 8, 11, and 13 exhibited moderate inhibitory effects against six strains of Cryptococcus gattii, with MIC values of 32-64 μg/mL. In addition, compounds 1, 2, 7, and 11 exhibited antibacterial activities against methicillin-resistant Staphylococcus aureus (MRSA), Staphylococcus epidermidis, and Bacillus subtilis, with MIC values of 8-32 μg/mL. Mechanistic studies indicated that compound 1 inhibited MRSA by inhibiting biofilm formation, increasing membrane permeability and inducing reactive oxygen species (ROS) accumulation. Furthermore, network pharmacology and molecular docking identified dihydrofolate reductase (DHFR) as a potential target of compound 1 for its antibacterial effect. These findings not only enrich the structural diversity of anthraquinones but also provide promising lead candidates for antimicrobial agents.