{"title":"来自土壤真菌 Talaromyces stipitatus BMC-16 的含氮七环低菲烯酮二聚体 Talauromides A-G。","authors":"Shikun Zong, Yixuan Zhang, Jun Xiao, Yajuan Cong, Zhuoling Bi, Chunxiao Sun, Haotian Wang, Yimei Wei, Xiaozhi Rong, Jianfeng Zhou, Dehai Li, Meilin Zhu","doi":"10.1021/acs.jnatprod.4c00742","DOIUrl":null,"url":null,"abstract":"<p><p>Seven new nitrogen-containing heptacyclic oligophenalenone dimers, talauromides A-G (<b>1</b>-<b>7</b>), together with known compounds bacillisporins A and B (<b>8</b> and <b>9</b>), talaromycesones C and B (<b>10</b> and <b>11</b>), duclauxin (<b>12</b>) and lamellicolic anhydride (<b>13</b>), were isolated from the soil derived-fungus <i>Talaromyces stipitatus</i> BMC-16. Their chemical structures were determined based on spectroscopic analysis data. The absolute configurations were elucidated by chemical approaches and the comparison of CD spectra with related compounds. Compounds <b>3</b>, <b>8</b> and <b>11</b> exhibited inhibitory activity on the Wnt/β-catenin signaling pathway in zebrafish embryos at a concentration of 20 μM.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":" ","pages":"2450-2458"},"PeriodicalIF":3.3000,"publicationDate":"2024-10-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Talauromides A-G, Nitrogen-Containing Heptacyclic Oligophenalenone Dimers from the Soil Fungus <i>Talaromyces stipitatus</i> BMC-16.\",\"authors\":\"Shikun Zong, Yixuan Zhang, Jun Xiao, Yajuan Cong, Zhuoling Bi, Chunxiao Sun, Haotian Wang, Yimei Wei, Xiaozhi Rong, Jianfeng Zhou, Dehai Li, Meilin Zhu\",\"doi\":\"10.1021/acs.jnatprod.4c00742\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>Seven new nitrogen-containing heptacyclic oligophenalenone dimers, talauromides A-G (<b>1</b>-<b>7</b>), together with known compounds bacillisporins A and B (<b>8</b> and <b>9</b>), talaromycesones C and B (<b>10</b> and <b>11</b>), duclauxin (<b>12</b>) and lamellicolic anhydride (<b>13</b>), were isolated from the soil derived-fungus <i>Talaromyces stipitatus</i> BMC-16. Their chemical structures were determined based on spectroscopic analysis data. The absolute configurations were elucidated by chemical approaches and the comparison of CD spectra with related compounds. Compounds <b>3</b>, <b>8</b> and <b>11</b> exhibited inhibitory activity on the Wnt/β-catenin signaling pathway in zebrafish embryos at a concentration of 20 μM.</p>\",\"PeriodicalId\":47,\"journal\":{\"name\":\"Journal of Natural Products \",\"volume\":\" \",\"pages\":\"2450-2458\"},\"PeriodicalIF\":3.3000,\"publicationDate\":\"2024-10-25\",\"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.4c00742\",\"RegionNum\":2,\"RegionCategory\":\"生物学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2024/10/16 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.4c00742","RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2024/10/16 0:00:00","PubModel":"Epub","JCR":"Q2","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}
引用次数: 0
摘要
从土壤衍生真菌 Talaromyces stipitatus BMC-16 中分离出了七种新的含氮七环低酚烯酮二聚体 talauromides A-G (1-7),以及已知化合物 bacillisporins A 和 B (8 和 9)、talaromycesones C 和 B (10 和 11)、duclauxin (12) 和 lamellicolic anhydride (13)。根据光谱分析数据确定了它们的化学结构。通过化学方法以及与相关化合物的 CD 光谱比较,阐明了它们的绝对构型。化合物 3、8 和 11 在 20 μM 浓度下对斑马鱼胚胎中的 Wnt/β-catenin 信号通路具有抑制活性。
Talauromides A-G, Nitrogen-Containing Heptacyclic Oligophenalenone Dimers from the Soil Fungus Talaromyces stipitatus BMC-16.
Seven new nitrogen-containing heptacyclic oligophenalenone dimers, talauromides A-G (1-7), together with known compounds bacillisporins A and B (8 and 9), talaromycesones C and B (10 and 11), duclauxin (12) and lamellicolic anhydride (13), were isolated from the soil derived-fungus Talaromyces stipitatus BMC-16. Their chemical structures were determined based on spectroscopic analysis data. The absolute configurations were elucidated by chemical approaches and the comparison of CD spectra with related compounds. Compounds 3, 8 and 11 exhibited inhibitory activity on the Wnt/β-catenin signaling pathway in zebrafish embryos at a concentration of 20 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.