{"title":"从仓鼠毛霉 b-3 中分离出的次级代谢物的结构和杀菌活性。","authors":"Li Huang, Qiang Bian, Mengdan Liu, Yiwen Hu, Lijuan Chen, Yucheng Gu, Qiwei Zu, Guangzhi Wang, Dale Guo","doi":"10.3390/jof10110755","DOIUrl":null,"url":null,"abstract":"<p><p>Two new harziane diterpenes (<b>1</b>-<b>2</b>), five undescribed cyclonerane sesquiterpenes (<b>3</b>-<b>7</b>), and three known compounds, 11-cycloneren-3, 7, 10-triol (<b>8</b>), harziandione (<b>9</b>), and dehydroacetic acid (<b>10</b>), were isolated from <i>Trichoderma hamatum</i> b-3. Their structures were elucidated via comprehensive inspection of spectral evidence in HRESIMS and 1D and 2D NMR, and the absolute configuration of <b>1</b>-<b>8</b> was confirmed by NMR, ECD calculation, as well as Mosher's method. In vitro fungicidal activity showed that some compounds showed great inhibitory activity against pathogenic fungi, including <i>Fusarium graminearum</i>, <i>Sclerotinia sclerotiorum</i>, <i>Botrytis cinerea</i>, and <i>Rhizoctonia solani</i>, among which compound <b>10</b> showed 100% inhibition of <i>S. sclerotiorum</i> and <i>B. cinerea</i>. The in vivo activity test showed that compound <b>10</b> was 65.8% effective against <i>B. cinerea</i> and compound <b>10</b> can be used as a lead compound for the development of biopesticides that inhibit <i>B. cinerea</i>. This study elucidated the bioactivity of secondary metabolites of <i>T. hamatum</i> and indicated the direction for the subsequent development of the biological control activity of <i>T. hamatum</i>.</p>","PeriodicalId":15878,"journal":{"name":"Journal of Fungi","volume":"10 11","pages":""},"PeriodicalIF":4.2000,"publicationDate":"2024-10-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11595493/pdf/","citationCount":"0","resultStr":"{\"title\":\"Structure and Fungicidal Activity of Secondary Metabolites Isolated from <i>Trichoderma hamatum</i> b-3.\",\"authors\":\"Li Huang, Qiang Bian, Mengdan Liu, Yiwen Hu, Lijuan Chen, Yucheng Gu, Qiwei Zu, Guangzhi Wang, Dale Guo\",\"doi\":\"10.3390/jof10110755\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>Two new harziane diterpenes (<b>1</b>-<b>2</b>), five undescribed cyclonerane sesquiterpenes (<b>3</b>-<b>7</b>), and three known compounds, 11-cycloneren-3, 7, 10-triol (<b>8</b>), harziandione (<b>9</b>), and dehydroacetic acid (<b>10</b>), were isolated from <i>Trichoderma hamatum</i> b-3. Their structures were elucidated via comprehensive inspection of spectral evidence in HRESIMS and 1D and 2D NMR, and the absolute configuration of <b>1</b>-<b>8</b> was confirmed by NMR, ECD calculation, as well as Mosher's method. In vitro fungicidal activity showed that some compounds showed great inhibitory activity against pathogenic fungi, including <i>Fusarium graminearum</i>, <i>Sclerotinia sclerotiorum</i>, <i>Botrytis cinerea</i>, and <i>Rhizoctonia solani</i>, among which compound <b>10</b> showed 100% inhibition of <i>S. sclerotiorum</i> and <i>B. cinerea</i>. The in vivo activity test showed that compound <b>10</b> was 65.8% effective against <i>B. cinerea</i> and compound <b>10</b> can be used as a lead compound for the development of biopesticides that inhibit <i>B. cinerea</i>. This study elucidated the bioactivity of secondary metabolites of <i>T. hamatum</i> and indicated the direction for the subsequent development of the biological control activity of <i>T. hamatum</i>.</p>\",\"PeriodicalId\":15878,\"journal\":{\"name\":\"Journal of Fungi\",\"volume\":\"10 11\",\"pages\":\"\"},\"PeriodicalIF\":4.2000,\"publicationDate\":\"2024-10-31\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11595493/pdf/\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Fungi\",\"FirstCategoryId\":\"99\",\"ListUrlMain\":\"https://doi.org/10.3390/jof10110755\",\"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/jof10110755","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
从仓鼠毛霉 b-3 中分离出了两种新的 harziiane 二萜(1-2)、五种未曾描述过的环烯倍半萜(3-7)以及三种已知化合物,即 11-环烯-3,7,10-三醇(8)、harziandione(9)和脱氢乙酸(10)。通过对 HRESIMS 光谱证据以及一维和二维核磁共振的全面检查,阐明了它们的结构,并通过核磁共振、ECD 计算以及 Mosher 方法确认了 1-8 的绝对构型。体外杀菌活性表明,一些化合物对禾谷镰刀菌、硬粒菌、灰霉病菌和根瘤菌等病原真菌具有很强的抑制活性,其中化合物 10 对硬粒菌和灰霉病菌的抑制率达到 100%。体内活性测试表明,化合物 10 对 B. cinerea 的抑制率为 65.8%,可作为开发抑制 B. cinerea 的生物农药的先导化合物。该研究阐明了 T. hamatum 次生代谢产物的生物活性,为后续开发 T. hamatum 的生物防治活性指明了方向。
Structure and Fungicidal Activity of Secondary Metabolites Isolated from Trichoderma hamatum b-3.
Two new harziane diterpenes (1-2), five undescribed cyclonerane sesquiterpenes (3-7), and three known compounds, 11-cycloneren-3, 7, 10-triol (8), harziandione (9), and dehydroacetic acid (10), were isolated from Trichoderma hamatum b-3. Their structures were elucidated via comprehensive inspection of spectral evidence in HRESIMS and 1D and 2D NMR, and the absolute configuration of 1-8 was confirmed by NMR, ECD calculation, as well as Mosher's method. In vitro fungicidal activity showed that some compounds showed great inhibitory activity against pathogenic fungi, including Fusarium graminearum, Sclerotinia sclerotiorum, Botrytis cinerea, and Rhizoctonia solani, among which compound 10 showed 100% inhibition of S. sclerotiorum and B. cinerea. The in vivo activity test showed that compound 10 was 65.8% effective against B. cinerea and compound 10 can be used as a lead compound for the development of biopesticides that inhibit B. cinerea. This study elucidated the bioactivity of secondary metabolites of T. hamatum and indicated the direction for the subsequent development of the biological control activity of T. hamatum.
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.