Megan En Lee, Seetharamsing Balamkundu, Jiayong Liu, Donald Tay, Derek K. Y. Sim, Peter R. Preiser and Chuan-Fa Liu*,
{"title":"","authors":"Megan En Lee, Seetharamsing Balamkundu, Jiayong Liu, Donald Tay, Derek K. Y. Sim, Peter R. Preiser and Chuan-Fa Liu*, ","doi":"","DOIUrl":"","url":null,"abstract":"","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"88 6","pages":"XXX-XXX XXX-XXX"},"PeriodicalIF":3.3,"publicationDate":"2025-06-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.acs.org/doi/pdf/10.1021/acs.jnatprod.5c00282","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144489270","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Maria Lígia Sousa, Leonor Ferreira, Dora Ferreira, Abel M. Forero, Raquel Castelo-Branco, Nikoletta Szemerédi, Gabriella Spengler, Jaime Rodríguez, Carlos Jiménez, Pedro N. Leão, Vitor Vasconcelos and Mariana Alves Reis*,
{"title":"","authors":"Maria Lígia Sousa, Leonor Ferreira, Dora Ferreira, Abel M. Forero, Raquel Castelo-Branco, Nikoletta Szemerédi, Gabriella Spengler, Jaime Rodríguez, Carlos Jiménez, Pedro N. Leão, Vitor Vasconcelos and Mariana Alves Reis*, ","doi":"","DOIUrl":"","url":null,"abstract":"","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"88 6","pages":"XXX-XXX XXX-XXX"},"PeriodicalIF":3.3,"publicationDate":"2025-06-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.acs.org/doi/pdf/10.1021/acs.jnatprod.5c00204","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144489280","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Asperdoles A-N: Indole Diterpenoids from the Endolichenic Fungus <i>Aspergillus</i> sp. TJ403-YJ22.","authors":"Jun Yao, Chenyang Wang, Hanxiao Zeng, Yu Cao, Xianjie Qiu, Wenqi Li, Yongzhi Lu, Jinsai Shang, Jianping Wang, Yonghui Zhang, Zhengxi Hu","doi":"10.1021/acs.jnatprod.5c00224","DOIUrl":"10.1021/acs.jnatprod.5c00224","url":null,"abstract":"<p><p>Fourteen new indole diterpenoids, designated as asperdoles A-N (<b>1</b>-<b>14</b>), were isolated from the endolichenic fungus <i>Aspergillus</i> sp. TJ403-YJ22. Notably, compounds <b>1</b>-<b>7</b> were characterized by the presence of 2-keto-3-hydroxy-oxidized indole moieties, which were connected to diterpenoid segments via methylene bridges. Compounds <b>1</b>-<b>5</b> featured fused 6/6/6 ring diterpenoid frameworks, whereas the tetrahydropyran in compounds <b>6</b>-<b>14</b> was cleaved, resulting in the formation of terminal vicinal diols in compounds <b>6</b>-<b>12</b> and olefinic double bonds in compounds <b>13</b> and <b>14</b>. The planar structures and absolute configurations of these compounds were elucidated through a combination of NMR spectroscopy, HRESIMS, Snatzke's method, single-crystal X-ray diffraction analysis, and ECD calculations. Compound <b>4</b> exhibited selective FXR agonistic activity, with an EC<sub>50</sub> value of 4.1 ± 0.3 μM, suggesting its potential therapeutic application in the treatment of cholestasis.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":" ","pages":"1334-1348"},"PeriodicalIF":3.3,"publicationDate":"2025-06-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144172220","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Spinulactones A-F: Bioactive Drimane-Type Sesquiterpenes from the Endophytic <i>Penicillium spinulosum</i> 9-1.","authors":"Xue-Qing Zhang, Jing Liu, Wei-Lin Xu, Wen-Hui Men, Hai-Bo He, Zhi-Yong Guo, Peter Proksch","doi":"10.1021/acs.jnatprod.5c00431","DOIUrl":"10.1021/acs.jnatprod.5c00431","url":null,"abstract":"<p><p>Eight drimane-type sesquiterpenes, including six undescribed ones named spinulactones A-F (<b>1</b>-<b>6</b>), together with two known labdane-type diterpenoids (<b>9</b> and <b>10</b>) and a sterol (<b>11</b>), were isolated from the endophytic fungus <i>Penicillium spinulosum</i> 9-1. The structures and absolute configurations of the new compounds were characterized by extensive spectroscopic data, X-ray diffraction analysis, and electronic circular dichroism calculations. Compounds <b>1</b>-<b>5</b> feature a rare spiro β-lactone moiety, with <b>4</b> and <b>5</b> additionally incorporating a distinctive nicotinic acid structural motif. Biological evaluation revealed that compounds <b>1</b>, <b>5</b>, <b>6</b>, <b>10</b>, and <b>11</b> exhibited antifungal activity against the phytopathogen <i>Fusarium graminearum</i> with MIC values ranging from 6.25 to 25 μg/mL. Additionally, compounds <b>3</b>, <b>7</b>, <b>9</b>, and <b>10</b> demonstrated significant <i>in vivo</i> proangiogenic activity in transgenic zebrafish. Compound <b>3</b> also displayed obvious antigastric aging effect <i>in vitro</i>. This study expanded the structural diversity of drimane-type sesquiterpenes and provided potential leads for agricultural and pharmaceutical applications.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":" ","pages":"1491-1498"},"PeriodicalIF":3.3,"publicationDate":"2025-06-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144191279","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"","authors":"Bradley S. Moore*, and , David J. Newman, ","doi":"","DOIUrl":"","url":null,"abstract":"","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"88 6","pages":"XXX-XXX XXX-XXX"},"PeriodicalIF":3.3,"publicationDate":"2025-06-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.acs.org/doi/pdf/10.1021/acs.jnatprod.5c00554","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144489267","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Zhenjian Lin, Kyle Wolf, Vinayak Agarwal*, Eric W. Schmidt* and Jason C. Kwan*,
{"title":"","authors":"Zhenjian Lin, Kyle Wolf, Vinayak Agarwal*, Eric W. Schmidt* and Jason C. Kwan*, ","doi":"","DOIUrl":"","url":null,"abstract":"","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"88 6","pages":"XXX-XXX XXX-XXX"},"PeriodicalIF":3.3,"publicationDate":"2025-06-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.acs.org/doi/pdf/10.1021/acs.jnatprod.5c00433","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144489268","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Quan T Khong, Lindsay Marron, Shar-Yin Naomi Huang, Masoumeh Dalilian, Sourav Saha, Ekaterina I Goncharova, Girma M Woldemichael, Yves Pommier, Barry R O'Keefe, Brice A P Wilson, Lin Du
{"title":"Furanoheliangolides from <i>Centratherum punctatum</i> and a General Approach for Stereochemical Assignment of Flexible Chiral Side Chains.","authors":"Quan T Khong, Lindsay Marron, Shar-Yin Naomi Huang, Masoumeh Dalilian, Sourav Saha, Ekaterina I Goncharova, Girma M Woldemichael, Yves Pommier, Barry R O'Keefe, Brice A P Wilson, Lin Du","doi":"10.1021/acs.jnatprod.5c00329","DOIUrl":"10.1021/acs.jnatprod.5c00329","url":null,"abstract":"<p><p>Human topoisomerase 3β (TOP3B) is a potential molecular therapeutic target for cancer and viral infections. A high-throughput differential cell viability assay using colon cancer cell lines was developed to identify natural product modulators of TOP3B-associated cancer cell viability. The assay identified an organic extract of the plant <i>Centratherum punctatum</i> as having cytotoxic activity. Seven new furanoheliangolides, centratherolides A-G (<b>1</b>-<b>7</b>), along with two known analogues (2,3-epoxybutyryloxy)-goyazensolanolide (<b>8</b>) and goyazensolide (<b>9</b>), were isolated. Compounds <b>1</b>, <b>8</b>, and <b>9</b> exhibited selective cytotoxic activities against the TOP3B-knockout (TOP3B-KO) human colon carcinoma HCT116 cells compared with the wild-type HCT116 cells (TOP3B-WT). The challenging absolute configuration determination of the flexible chiral side chains in selected analogues (<b>1</b>-<b>4</b> and <b>8</b>) was resolved by combined approaches, including synthesis of chemical standards, DFT ECD calculation, and chiral HPLC analysis. Application of this elucidation methodology to a commercial sesquiterpene lactone clarified a contradiction in the stereochemical assignments reported for centaurepensin/chlorohyssopifolin A and 17-<i>epi</i>-chlorohyssopifolin A.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":" ","pages":"1413-1424"},"PeriodicalIF":3.3,"publicationDate":"2025-06-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144118405","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}