内生真菌eleusinesBipolaris萜类化合物的抗真菌特性。

IF 4.8 3区化学 Q1 CHEMISTRY, MEDICINAL Natural Products and Bioprospecting Pub Date : 2023-10-23 DOI:10.1007/s13659-023-00407-x

Yin-Zhong Fan, Chun Tian, Shun-Yao Tong, Qing Liu, Fan Xu, Bao-Bao Shi, Hong-Lian Ai, Ji-Kai Liu

{"title":"内生真菌eleusinesBipolaris萜类化合物的抗真菌特性。","authors":"Yin-Zhong Fan, Chun Tian, Shun-Yao Tong, Qing Liu, Fan Xu, Bao-Bao Shi, Hong-Lian Ai, Ji-Kai Liu","doi":"10.1007/s13659-023-00407-x","DOIUrl":null,"url":null,"abstract":"<div><p>A series of terpenoids (<b>1–17</b>), comprising six new compounds designated bipolariterpenes A-F (<b>1–6</b>) and eleven recognized compounds (<b>7–17</b>), were isolated from the wheat culture of the potato endophytic fungus <i>Bipolaris</i> <i>eleusines</i>. Their structures and stereochemistry were clarified by HRESIMS, NMR, DP4 + probability analyses, and computations for electronic circular dichroism (ECD). All compounds are made up of six meroterpenoids, four sesterterpenes and seven sesquiterpenes. Among them, four sesterterpenes (<b>4</b>, <b>5</b>, <b>10</b>, <b>11</b>) were investigated for their antifungal, antibacterial and cytotoxic properties, and six meroterpenoids (<b>1–3</b>, <b>7–9</b>) were evaluated for their antifungal properties. The compounds <b>7</b>, <b>9</b>, and <b>10</b> had substantial antifungal activity against <i>Epidermophyton</i> <i>floccosum</i> at a concentration of 100 µM. No antibacterial and cytotoxic activities were observed.</p><h3>Graphical Abstract</h3><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":718,"journal":{"name":"Natural Products and Bioprospecting","volume":"13 1","pages":""},"PeriodicalIF":4.8000,"publicationDate":"2023-10-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10593648/pdf/","citationCount":"0","resultStr":"{\"title\":\"The antifungal properties of terpenoids from the endophytic fungus Bipolaris eleusines\",\"authors\":\"Yin-Zhong Fan, Chun Tian, Shun-Yao Tong, Qing Liu, Fan Xu, Bao-Bao Shi, Hong-Lian Ai, Ji-Kai Liu\",\"doi\":\"10.1007/s13659-023-00407-x\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>A series of terpenoids (<b>1–17</b>), comprising six new compounds designated bipolariterpenes A-F (<b>1–6</b>) and eleven recognized compounds (<b>7–17</b>), were isolated from the wheat culture of the potato endophytic fungus <i>Bipolaris</i> <i>eleusines</i>. Their structures and stereochemistry were clarified by HRESIMS, NMR, DP4 + probability analyses, and computations for electronic circular dichroism (ECD). All compounds are made up of six meroterpenoids, four sesterterpenes and seven sesquiterpenes. Among them, four sesterterpenes (<b>4</b>, <b>5</b>, <b>10</b>, <b>11</b>) were investigated for their antifungal, antibacterial and cytotoxic properties, and six meroterpenoids (<b>1–3</b>, <b>7–9</b>) were evaluated for their antifungal properties. The compounds <b>7</b>, <b>9</b>, and <b>10</b> had substantial antifungal activity against <i>Epidermophyton</i> <i>floccosum</i> at a concentration of 100 µM. No antibacterial and cytotoxic activities were observed.</p><h3>Graphical Abstract</h3><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>\",\"PeriodicalId\":718,\"journal\":{\"name\":\"Natural Products and Bioprospecting\",\"volume\":\"13 1\",\"pages\":\"\"},\"PeriodicalIF\":4.8000,\"publicationDate\":\"2023-10-23\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10593648/pdf/\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Natural Products and Bioprospecting\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://link.springer.com/article/10.1007/s13659-023-00407-x\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, MEDICINAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Natural Products and Bioprospecting","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1007/s13659-023-00407-x","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}

引用次数: 0

摘要

从马铃薯内生真菌Bipolaris eleusines的小麦培养物中分离出一系列萜类化合物（1-17），包括6个新化合物，命名为Bipolarisperenes A-F（1-6）和11个已识别的化合物（7-17）。它们的结构和立体化学通过HRESIMS、NMR、DP4进行了澄清 + 电子圆二色性（ECD）的概率分析和计算。所有化合物都由六种亚萜、四种倍半萜和七种倍半萜烯组成。其中，研究了四种倍半萜（4，5，10，11）的抗真菌、抗菌和细胞毒性特性，并评价了六种亚萜（1-3，7-9）的抗细菌特性。化合物7、9和10在100µM的浓度下对絮凝表皮菌具有显著的抗真菌活性。未观察到抗菌和细胞毒性活性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

摘要图片

查看原文

微信好友朋友圈 QQ好友复制链接

本刊更多论文

The antifungal properties of terpenoids from the endophytic fungus Bipolaris eleusines

A series of terpenoids (1–17), comprising six new compounds designated bipolariterpenes A-F (1–6) and eleven recognized compounds (7–17), were isolated from the wheat culture of the potato endophytic fungus Bipolaris eleusines. Their structures and stereochemistry were clarified by HRESIMS, NMR, DP4 + probability analyses, and computations for electronic circular dichroism (ECD). All compounds are made up of six meroterpenoids, four sesterterpenes and seven sesquiterpenes. Among them, four sesterterpenes (4, 5, 10, 11) were investigated for their antifungal, antibacterial and cytotoxic properties, and six meroterpenoids (1–3, 7–9) were evaluated for their antifungal properties. The compounds 7, 9, and 10 had substantial antifungal activity against Epidermophyton floccosum at a concentration of 100 µM. No antibacterial and cytotoxic activities were observed.