从耐酸真菌紫霉青霉OUCMDZ-019中提取的具有生物活性的氢化氮杂酚类化合物。

IF 2.1 4区 医学 Q3 BIOTECHNOLOGY & APPLIED MICROBIOLOGY
Chengfeng Hou, Yuqing Wang, Xiangling Meng, Ling Lu, Peng Fu, Weiming Zhu, Yi Wang
{"title":"从耐酸真菌紫霉青霉OUCMDZ-019中提取的具有生物活性的氢化氮杂酚类化合物。","authors":"Chengfeng Hou, Yuqing Wang, Xiangling Meng, Ling Lu, Peng Fu, Weiming Zhu, Yi Wang","doi":"10.1038/s41429-025-00818-7","DOIUrl":null,"url":null,"abstract":"<p><p>Two new hydrogenated azaphilones (1 and 2), together with the known azaphilone (3) were isolated from the red soil-derived acid-tolerant fungus Penicillium purpureum OUCMDZ-019 by OSMAC (one strain many compounds) strategy. Their structures were determined by nuclear magnetic resonance (NMR) spectroscopy analysis and electronic circular dichroism (ECD) calculations. Compound 1 was the first reported azaphilone that salified with pyridine and chlorination occurred at C-1, and it exhibited potential inhibitory activity on melanin production as tyrosinase inhibitor in vivo. Furthermore, (+)-mitorubrinol acetate (3) showed significantly inhibitory activity against H1N1 with IC<sub>50</sub> values of 58.6 μM (ribavirin, IC<sub>50</sub> 85.0 μM) as the first report.</p>","PeriodicalId":54884,"journal":{"name":"Journal of Antibiotics","volume":" ","pages":""},"PeriodicalIF":2.1000,"publicationDate":"2025-03-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Bioactive hydrogenated azaphilones from acid-tolerant fungus Penicillium purpureum OUCMDZ-019.\",\"authors\":\"Chengfeng Hou, Yuqing Wang, Xiangling Meng, Ling Lu, Peng Fu, Weiming Zhu, Yi Wang\",\"doi\":\"10.1038/s41429-025-00818-7\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>Two new hydrogenated azaphilones (1 and 2), together with the known azaphilone (3) were isolated from the red soil-derived acid-tolerant fungus Penicillium purpureum OUCMDZ-019 by OSMAC (one strain many compounds) strategy. Their structures were determined by nuclear magnetic resonance (NMR) spectroscopy analysis and electronic circular dichroism (ECD) calculations. Compound 1 was the first reported azaphilone that salified with pyridine and chlorination occurred at C-1, and it exhibited potential inhibitory activity on melanin production as tyrosinase inhibitor in vivo. Furthermore, (+)-mitorubrinol acetate (3) showed significantly inhibitory activity against H1N1 with IC<sub>50</sub> values of 58.6 μM (ribavirin, IC<sub>50</sub> 85.0 μM) as the first report.</p>\",\"PeriodicalId\":54884,\"journal\":{\"name\":\"Journal of Antibiotics\",\"volume\":\" \",\"pages\":\"\"},\"PeriodicalIF\":2.1000,\"publicationDate\":\"2025-03-24\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Antibiotics\",\"FirstCategoryId\":\"3\",\"ListUrlMain\":\"https://doi.org/10.1038/s41429-025-00818-7\",\"RegionNum\":4,\"RegionCategory\":\"医学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"BIOTECHNOLOGY & APPLIED MICROBIOLOGY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Antibiotics","FirstCategoryId":"3","ListUrlMain":"https://doi.org/10.1038/s41429-025-00818-7","RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"BIOTECHNOLOGY & APPLIED MICROBIOLOGY","Score":null,"Total":0}
引用次数: 0

摘要

采用OSMAC(一株多化合物)策略,从红壤来源的耐酸真菌青霉(Penicillium purpureum OUCMDZ-019)中分离到两个新的氢化氮氮酮(1、2)和已知的氮氮酮(3)。通过核磁共振(NMR)光谱分析和电子圆二色性(ECD)计算确定了它们的结构。化合物1是首次报道的在C-1位点发生吡啶盐化和氯化反应的氮唑啉酮,作为酪氨酸酶抑制剂在体内表现出潜在的抑制黑色素生成的活性。此外,(+)-mitorubrinol acetate(3)对H1N1具有显著的抑制活性,IC50值为58.6 μM(利巴韦林IC50值为85.0 μM),为首次报道。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Bioactive hydrogenated azaphilones from acid-tolerant fungus Penicillium purpureum OUCMDZ-019.

Two new hydrogenated azaphilones (1 and 2), together with the known azaphilone (3) were isolated from the red soil-derived acid-tolerant fungus Penicillium purpureum OUCMDZ-019 by OSMAC (one strain many compounds) strategy. Their structures were determined by nuclear magnetic resonance (NMR) spectroscopy analysis and electronic circular dichroism (ECD) calculations. Compound 1 was the first reported azaphilone that salified with pyridine and chlorination occurred at C-1, and it exhibited potential inhibitory activity on melanin production as tyrosinase inhibitor in vivo. Furthermore, (+)-mitorubrinol acetate (3) showed significantly inhibitory activity against H1N1 with IC50 values of 58.6 μM (ribavirin, IC50 85.0 μM) as the first report.

求助全文
通过发布文献求助,成功后即可免费获取论文全文。 去求助
来源期刊
Journal of Antibiotics
Journal of Antibiotics 医学-免疫学
CiteScore
6.60
自引率
3.00%
发文量
87
审稿时长
1 months
期刊介绍: The Journal of Antibiotics seeks to promote research on antibiotics and related types of biologically active substances and publishes Articles, Review Articles, Brief Communication, Correspondence and other specially commissioned reports. The Journal of Antibiotics accepts papers on biochemical, chemical, microbiological and pharmacological studies. However, studies regarding human therapy do not fall under the journal’s scope. Contributions regarding recently discovered antibiotics and biologically active microbial products are particularly encouraged. Topics of particular interest within the journal''s scope include, but are not limited to, those listed below: Discovery of new antibiotics and related types of biologically active substances Production, isolation, characterization, structural elucidation, chemical synthesis and derivatization, biological activities, mechanisms of action, and structure-activity relationships of antibiotics and related types of biologically active substances Biosynthesis, bioconversion, taxonomy and genetic studies on producing microorganisms, as well as improvement of production of antibiotics and related types of biologically active substances Novel physical, chemical, biochemical, microbiological or pharmacological methods for detection, assay, determination, structural elucidation and evaluation of antibiotics and related types of biologically active substances Newly found properties, mechanisms of action and resistance-development of antibiotics and related types of biologically active substances.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信