Yingying Li, Guoliang Zhu, Jing Wang, Junjie Yu, Ke Ye, Cuiping Xing, Biao Ren, Bin Zhu, Simin Chen, Lijun Lai, Yue Li, Tom Hsiang, Lixin Zhang, Xueting Liu, Jingyu Zhang
{"title":"内生真菌 Stemphylium globuliferum 17035（中国微生物菌种保藏中心第 40666 号）中具有抗菌活性的新多酮同系物。","authors":"Yingying Li, Guoliang Zhu, Jing Wang, Junjie Yu, Ke Ye, Cuiping Xing, Biao Ren, Bin Zhu, Simin Chen, Lijun Lai, Yue Li, Tom Hsiang, Lixin Zhang, Xueting Liu, Jingyu Zhang","doi":"10.3390/jof10110737","DOIUrl":null,"url":null,"abstract":"<p><p>Four new polyketides, heterocornol Y (<b>1</b>), stemphyindan (<b>2</b>), pestalospirane C (<b>3</b>), and stemphyspyrane (<b>4</b>), along with five known ones (<b>5</b>-<b>9</b>) were isolated from the endophytic fungus <i>Stemphylium globuliferum</i> 17035 (SG17035) based on the One Strain Many Compounds (OSMAC) strategy allied with an LC-MS approach. These structures were elucidated through extensive spectroscopic analyses, single-crystal X-ray diffraction, and <sup>13</sup>C NMR-DP4 analysis. Pestalospirane C (<b>3</b>) and stemphyspyrane (<b>4</b>) featured unprecedented spiroketal skeletons. In addition, the putative biosynthetic logic for compounds <b>1</b>-<b>4</b> was proposed. Antibacterial and cytotoxic activities of compounds <b>1</b>-<b>9</b> were evaluated. Stemphyspyrane (<b>4</b>) displayed promising antibacterial activity against different pathogens, especially against <i>Staphylococcus aureus, Porphyromonas gingivalis</i>, and methicillin-resistant <i>Staphylococcus aureus</i> (MRSA) with MIC values of 3.125 μM, 6.25 μM, and 12.5 μM, respectively. It is promising as an antibacterial agent for further optimization.</p>","PeriodicalId":15878,"journal":{"name":"Journal of Fungi","volume":"10 11","pages":""},"PeriodicalIF":4.2000,"publicationDate":"2024-10-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11595617/pdf/","citationCount":"0","resultStr":"{\"title\":\"New Polyketide Congeners with Antibacterial Activities from an Endophytic Fungus <i>Stemphylium globuliferum</i> 17035 (China General Microbiological Culture Collection Center No. 40666).\",\"authors\":\"Yingying Li, Guoliang Zhu, Jing Wang, Junjie Yu, Ke Ye, Cuiping Xing, Biao Ren, Bin Zhu, Simin Chen, Lijun Lai, Yue Li, Tom Hsiang, Lixin Zhang, Xueting Liu, Jingyu Zhang\",\"doi\":\"10.3390/jof10110737\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>Four new polyketides, heterocornol Y (<b>1</b>), stemphyindan (<b>2</b>), pestalospirane C (<b>3</b>), and stemphyspyrane (<b>4</b>), along with five known ones (<b>5</b>-<b>9</b>) were isolated from the endophytic fungus <i>Stemphylium globuliferum</i> 17035 (SG17035) based on the One Strain Many Compounds (OSMAC) strategy allied with an LC-MS approach. These structures were elucidated through extensive spectroscopic analyses, single-crystal X-ray diffraction, and <sup>13</sup>C NMR-DP4 analysis. Pestalospirane C (<b>3</b>) and stemphyspyrane (<b>4</b>) featured unprecedented spiroketal skeletons. In addition, the putative biosynthetic logic for compounds <b>1</b>-<b>4</b> was proposed. Antibacterial and cytotoxic activities of compounds <b>1</b>-<b>9</b> were evaluated. Stemphyspyrane (<b>4</b>) displayed promising antibacterial activity against different pathogens, especially against <i>Staphylococcus aureus, Porphyromonas gingivalis</i>, and methicillin-resistant <i>Staphylococcus aureus</i> (MRSA) with MIC values of 3.125 μM, 6.25 μM, and 12.5 μM, respectively. It is promising as an antibacterial agent for further optimization.</p>\",\"PeriodicalId\":15878,\"journal\":{\"name\":\"Journal of Fungi\",\"volume\":\"10 11\",\"pages\":\"\"},\"PeriodicalIF\":4.2000,\"publicationDate\":\"2024-10-24\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11595617/pdf/\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Fungi\",\"FirstCategoryId\":\"99\",\"ListUrlMain\":\"https://doi.org/10.3390/jof10110737\",\"RegionNum\":2,\"RegionCategory\":\"生物学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"MICROBIOLOGY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Fungi","FirstCategoryId":"99","ListUrlMain":"https://doi.org/10.3390/jof10110737","RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"MICROBIOLOGY","Score":null,"Total":0}
引用次数: 0
摘要
基于 "一株多化合物（OSMAC）"策略和 LC-MS 方法，从内生真菌 Stemphylium globuliferum 17035（SG17035）中分离出了四种新的多酮类化合物：杂角茴香醇 Y (1)、茎叶茚满 (2)、害虫螺烷 C (3) 和茎叶吡喃 (4)，以及五种已知的多酮类化合物 (5-9)。通过大量的光谱分析、单晶 X 射线衍射和 13C NMR-DP4 分析，这些结构得以阐明。Pestalospirane C (3) 和 stemphyspyrane (4) 具有前所未有的螺酮骨架。此外，还提出了化合物 1-4 的推定生物合成逻辑。对化合物 1-9 的抗菌和细胞毒性活性进行了评估。硬脂基吡喃（4）对不同病原体，尤其是金黄色葡萄球菌、牙龈卟啉菌和耐甲氧西林金黄色葡萄球菌（MRSA）显示出良好的抗菌活性，其 MIC 值分别为 3.125 μM、6.25 μM 和 12.5 μM。作为一种抗菌剂，它具有进一步优化的前景。
New Polyketide Congeners with Antibacterial Activities from an Endophytic Fungus Stemphylium globuliferum 17035 (China General Microbiological Culture Collection Center No. 40666).
Four new polyketides, heterocornol Y (1), stemphyindan (2), pestalospirane C (3), and stemphyspyrane (4), along with five known ones (5-9) were isolated from the endophytic fungus Stemphylium globuliferum 17035 (SG17035) based on the One Strain Many Compounds (OSMAC) strategy allied with an LC-MS approach. These structures were elucidated through extensive spectroscopic analyses, single-crystal X-ray diffraction, and 13C NMR-DP4 analysis. Pestalospirane C (3) and stemphyspyrane (4) featured unprecedented spiroketal skeletons. In addition, the putative biosynthetic logic for compounds 1-4 was proposed. Antibacterial and cytotoxic activities of compounds 1-9 were evaluated. Stemphyspyrane (4) displayed promising antibacterial activity against different pathogens, especially against Staphylococcus aureus, Porphyromonas gingivalis, and methicillin-resistant Staphylococcus aureus (MRSA) with MIC values of 3.125 μM, 6.25 μM, and 12.5 μM, respectively. It is promising as an antibacterial agent for further optimization.
期刊介绍：
Journal of Fungi (ISSN 2309-608X) is an international, peer-reviewed scientific open access journal that provides an advanced forum for studies related to pathogenic fungi, fungal biology, and all other aspects of fungal research. The journal publishes reviews, regular research papers, and communications in quarterly issues. Our aim is to encourage scientists to publish their experimental and theoretical results in as much detail as possible. Therefore, there is no restriction on paper length. Full experimental details must be provided so that the results can be reproduced.
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