环戊烷[bc]苯并吡喃衍生物及柠檬酮类化合物的细胞毒性及抗denv活性研究

IF 3.3 2区生物学 Q2 CHEMISTRY, MEDICINAL

Journal of Natural Products Pub Date : 2025-01-24 Epub Date: 2025-01-05 DOI:10.1021/acs.jnatprod.4c01194

Ping Yi, Jian-Fei Qiu, Xiao-Meng Yang, Fei-Fei Chen, Jue Yang, Juan Liu, Jun Jin, Lian-Xin Qi, Xiao-Jiang Hao, Jia-Hong Wu, Chun-Mao Yuan

{"title":"环戊烷[bc]苯并吡喃衍生物及柠檬酮类化合物的细胞毒性及抗denv活性研究","authors":"Ping Yi, Jian-Fei Qiu, Xiao-Meng Yang, Fei-Fei Chen, Jue Yang, Juan Liu, Jun Jin, Lian-Xin Qi, Xiao-Jiang Hao, Jia-Hong Wu, Chun-Mao Yuan","doi":"10.1021/acs.jnatprod.4c01194","DOIUrl":null,"url":null,"abstract":"Eighteen cyclopenta[b]benzopyran derivatives (1-5 and 11-23) and 10 limonoids (6-10 and 24-28) were identified from Aglaia edulis, including 10 undescribed compounds (1-10), all of which were identified by analysis of spectroscopic data, electronic circular dichroism calculations, and X-ray crystallography studies. Nine compounds displayed significant cytotoxic activity against three cancer cells, with IC50 values of 3-900 nM. Sixteen compounds demonstrated potent antiviral activity on the dengue virus, with selectivity index values between 13.0 and 532.6. A mechanism of action investigation revealed that compound 11 may function as an eIF4E activator, which could suppress the expression of the E protein, thereby conferring significant activity against the dengue virus.","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":" ","pages":"119-132"},"PeriodicalIF":3.3000,"publicationDate":"2025-01-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Cyclopenta[bc]benzopyran Derivatives and Limonoids from Aglaia edulis with Cytotoxic and Anti-DENV Activity.\",\"authors\":\"Ping Yi, Jian-Fei Qiu, Xiao-Meng Yang, Fei-Fei Chen, Jue Yang, Juan Liu, Jun Jin, Lian-Xin Qi, Xiao-Jiang Hao, Jia-Hong Wu, Chun-Mao Yuan\",\"doi\":\"10.1021/acs.jnatprod.4c01194\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"Eighteen cyclopenta[b]benzopyran derivatives (1-5 and 11-23) and 10 limonoids (6-10 and 24-28) were identified from Aglaia edulis, including 10 undescribed compounds (1-10), all of which were identified by analysis of spectroscopic data, electronic circular dichroism calculations, and X-ray crystallography studies. Nine compounds displayed significant cytotoxic activity against three cancer cells, with IC50 values of 3-900 nM. Sixteen compounds demonstrated potent antiviral activity on the dengue virus, with selectivity index values between 13.0 and 532.6. A mechanism of action investigation revealed that compound 11 may function as an eIF4E activator, which could suppress the expression of the E protein, thereby conferring significant activity against the dengue virus.\",\"PeriodicalId\":47,\"journal\":{\"name\":\"Journal of Natural Products \",\"volume\":\" \",\"pages\":\"119-132\"},\"PeriodicalIF\":3.3000,\"publicationDate\":\"2025-01-24\",\"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.4c01194\",\"RegionNum\":2,\"RegionCategory\":\"生物学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2025/1/5 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.4c01194","RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/1/5 0:00:00","PubModel":"Epub","JCR":"Q2","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}

引用次数: 0

摘要

通过光谱分析、电子圆二色性计算和x射线晶体学研究，鉴定出18个环五[b]苯并吡喃衍生物（1-5和11-23）和10个柠檬类化合物（6-10和24-28），其中10个未描述化合物（1-10）。9种化合物对3种肿瘤细胞具有显著的细胞毒活性，IC50值在3 ~ 900 nM之间。16种化合物对登革病毒表现出较强的抗病毒活性，选择性指数在13.0 ~ 532.6之间。作用机制研究表明，化合物11可能具有eIF4E激活剂的功能，可抑制E蛋白的表达，从而具有显著的抗登革热病毒活性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

查看原文本刊更多论文

Cyclopenta[bc]benzopyran Derivatives and Limonoids from Aglaia edulis with Cytotoxic and Anti-DENV Activity.

Eighteen cyclopenta[b]benzopyran derivatives (1-5 and 11-23) and 10 limonoids (6-10 and 24-28) were identified from Aglaia edulis, including 10 undescribed compounds (1-10), all of which were identified by analysis of spectroscopic data, electronic circular dichroism calculations, and X-ray crystallography studies. Nine compounds displayed significant cytotoxic activity against three cancer cells, with IC₅₀ values of 3-900 nM. Sixteen compounds demonstrated potent antiviral activity on the dengue virus, with selectivity index values between 13.0 and 532.6. A mechanism of action investigation revealed that compound 11 may function as an eIF4E activator, which could suppress the expression of the E protein, thereby conferring significant activity against the dengue virus.

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 Natural Products 生物-药学

CiteScore

9.10

自引率

5.90%

发文量

294

审稿时长

2.3 months

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.