{"title":"苯基吡咯类似物在疣状结核分枝杆菌中的前体定向生物合成。","authors":"Miaomiao Chai, Wei Li, Bing Wang, Xiaomin Zhang, Dehai Li, Zhenzhen Zhang, Zhenhui Wang, Xueqian He","doi":"10.1021/acs.jnatprod.5c00238","DOIUrl":null,"url":null,"abstract":"<p><p>Supplementation of <i>p</i>-aminobenzoic acid and its derivatives into the culture medium of <i>Myrothecium verrucaria</i> HPU-ZMN, a fungus isolated from the Yellow River wetland, resulted in the production of 21 novel phenylpyrrole derivatives designated as myropherroles A-U (<b>1</b>-<b>21</b>). Structural elucidation of these compounds was achieved through a comprehensive analysis of NMR and HRESIMS data. Notably, the myropherroles exhibit more diverse structures of the pyrrole compared to naturally occurring phenylpyrrole derivatives. Compound <b>2</b> displayed an acetylcholinesterase (AChE) inhibitory effect with an IC<sub>50</sub> value of 0.9 μM.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":" ","pages":"1208-1217"},"PeriodicalIF":3.3000,"publicationDate":"2025-05-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Precursor-Directed Biosynthesis of Phenylpyrrole Analogues in <i>Myrothecium verrucaria</i>.\",\"authors\":\"Miaomiao Chai, Wei Li, Bing Wang, Xiaomin Zhang, Dehai Li, Zhenzhen Zhang, Zhenhui Wang, Xueqian He\",\"doi\":\"10.1021/acs.jnatprod.5c00238\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>Supplementation of <i>p</i>-aminobenzoic acid and its derivatives into the culture medium of <i>Myrothecium verrucaria</i> HPU-ZMN, a fungus isolated from the Yellow River wetland, resulted in the production of 21 novel phenylpyrrole derivatives designated as myropherroles A-U (<b>1</b>-<b>21</b>). Structural elucidation of these compounds was achieved through a comprehensive analysis of NMR and HRESIMS data. Notably, the myropherroles exhibit more diverse structures of the pyrrole compared to naturally occurring phenylpyrrole derivatives. Compound <b>2</b> displayed an acetylcholinesterase (AChE) inhibitory effect with an IC<sub>50</sub> value of 0.9 μM.</p>\",\"PeriodicalId\":47,\"journal\":{\"name\":\"Journal of Natural Products \",\"volume\":\" \",\"pages\":\"1208-1217\"},\"PeriodicalIF\":3.3000,\"publicationDate\":\"2025-05-23\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Natural Products \",\"FirstCategoryId\":\"99\",\"ListUrlMain\":\"https://doi.org/10.1021/acs.jnatprod.5c00238\",\"RegionNum\":2,\"RegionCategory\":\"生物学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2025/4/22 0:00:00\",\"PubModel\":\"Epub\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, MEDICINAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Natural Products ","FirstCategoryId":"99","ListUrlMain":"https://doi.org/10.1021/acs.jnatprod.5c00238","RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/4/22 0:00:00","PubModel":"Epub","JCR":"Q2","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}
引用次数: 0
摘要
将对氨基苯甲酸及其衍生物添加到从黄河湿地分离的真菌Myrothecium verrucaria HPU-ZMN的培养基中,可产生21种新的苯基吡咯衍生物,命名为myropherroles a - u(1-21)。这些化合物的结构解析是通过核磁共振和HRESIMS数据的综合分析实现的。值得注意的是,与天然存在的苯基吡咯衍生物相比,myropherroles表现出更多样化的吡咯结构。化合物2对乙酰胆碱酯酶(AChE)有抑制作用,IC50值为0.9 μM。
Precursor-Directed Biosynthesis of Phenylpyrrole Analogues in Myrothecium verrucaria.
Supplementation of p-aminobenzoic acid and its derivatives into the culture medium of Myrothecium verrucaria HPU-ZMN, a fungus isolated from the Yellow River wetland, resulted in the production of 21 novel phenylpyrrole derivatives designated as myropherroles A-U (1-21). Structural elucidation of these compounds was achieved through a comprehensive analysis of NMR and HRESIMS data. Notably, the myropherroles exhibit more diverse structures of the pyrrole compared to naturally occurring phenylpyrrole derivatives. Compound 2 displayed an acetylcholinesterase (AChE) inhibitory effect with an IC50 value of 0.9 μM.
期刊介绍:
The Journal of Natural Products invites and publishes papers that make substantial and scholarly contributions to the area of natural products research. Contributions may relate to the chemistry and/or biochemistry of naturally occurring compounds or the biology of living systems from which they are obtained.
Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.
When new compounds are reported, manuscripts describing their biological activity are much preferred.
Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.