除虫菊种子中4种未描述的除虫菊酯及其杀虫活性

IF 4.8 3区 化学 Q1 CHEMISTRY, MEDICINAL Natural Products and Bioprospecting Pub Date : 2023-07-07 DOI:10.1007/s13659-023-00385-0
Hao-Ran Zhou, Li-Wu Lin, Zhong-Rong Li, Xing-Rong Peng, Ming-Hua Qiu
{"title":"除虫菊种子中4种未描述的除虫菊酯及其杀虫活性","authors":"Hao-Ran Zhou,&nbsp;Li-Wu Lin,&nbsp;Zhong-Rong Li,&nbsp;Xing-Rong Peng,&nbsp;Ming-Hua Qiu","doi":"10.1007/s13659-023-00385-0","DOIUrl":null,"url":null,"abstract":"<div><p>Four undescribed pyrethrins C-F (<b>1</b>–<b>4</b>) as well as four known pyrethrins (<b>5</b>–<b>8</b>) were isolated from seeds of <i>Pyrethrum</i> <i>cinerariifolium</i> Trev. The structures of compounds <b>1</b>–<b>4</b> were elucidated by UV, HRESIMS, and NMR (<sup>1</sup>H and <sup>13</sup>C NMR, <sup>1</sup>H-<sup>1</sup>H COSY, HSQC, HMBC and ROESY), among which the stereostructure of compound <b>4</b> was determined by calculated ECD. Furthermore, compounds <b>1</b>–<b>4</b> were evaluated for their aphidicidal activities. The insecticidal assay results showed that <b>1</b>–<b>4</b> exhibited moderate aphidicidal activities at the concentration of 0.1 mg/mL with the 24 h mortality rates ranging from 10.58 to 52.98%. Among them, pyrethrin D (<b>2</b>) showed the highest aphidicidal activity, with the 24 h mortality rate of 52.98%, which was slightly lower than the positive control (pyrethrin II, 83.52%).</p><h3>Graphical Abstract</h3>\n <figure><div><div><div><picture><source><img></source></picture></div></div></div></figure>\n </div>","PeriodicalId":718,"journal":{"name":"Natural Products and Bioprospecting","volume":"13 1","pages":""},"PeriodicalIF":4.8000,"publicationDate":"2023-07-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s13659-023-00385-0.pdf","citationCount":"0","resultStr":"{\"title\":\"Four undescribed pyrethrins from seeds of Pyrethrum cinerariifolium and their aphidicidal activity\",\"authors\":\"Hao-Ran Zhou,&nbsp;Li-Wu Lin,&nbsp;Zhong-Rong Li,&nbsp;Xing-Rong Peng,&nbsp;Ming-Hua Qiu\",\"doi\":\"10.1007/s13659-023-00385-0\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>Four undescribed pyrethrins C-F (<b>1</b>–<b>4</b>) as well as four known pyrethrins (<b>5</b>–<b>8</b>) were isolated from seeds of <i>Pyrethrum</i> <i>cinerariifolium</i> Trev. The structures of compounds <b>1</b>–<b>4</b> were elucidated by UV, HRESIMS, and NMR (<sup>1</sup>H and <sup>13</sup>C NMR, <sup>1</sup>H-<sup>1</sup>H COSY, HSQC, HMBC and ROESY), among which the stereostructure of compound <b>4</b> was determined by calculated ECD. Furthermore, compounds <b>1</b>–<b>4</b> were evaluated for their aphidicidal activities. The insecticidal assay results showed that <b>1</b>–<b>4</b> exhibited moderate aphidicidal activities at the concentration of 0.1 mg/mL with the 24 h mortality rates ranging from 10.58 to 52.98%. Among them, pyrethrin D (<b>2</b>) showed the highest aphidicidal activity, with the 24 h mortality rate of 52.98%, which was slightly lower than the positive control (pyrethrin II, 83.52%).</p><h3>Graphical Abstract</h3>\\n <figure><div><div><div><picture><source><img></source></picture></div></div></div></figure>\\n </div>\",\"PeriodicalId\":718,\"journal\":{\"name\":\"Natural Products and Bioprospecting\",\"volume\":\"13 1\",\"pages\":\"\"},\"PeriodicalIF\":4.8000,\"publicationDate\":\"2023-07-07\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://link.springer.com/content/pdf/10.1007/s13659-023-00385-0.pdf\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Natural Products and Bioprospecting\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://link.springer.com/article/10.1007/s13659-023-00385-0\",\"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/s13659-023-00385-0","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

从除虫菊种子中分离到4个未描述的除虫菊酯C-F(1-4)和4个已知的除虫菊酯(5-8)。化合物1 ~ 4的结构通过UV、HRESIMS和NMR (1H和13C NMR、1H-1H COSY、HSQC、HMBC和ROESY)进行了解析,其中化合物4的立体结构通过计算ECD进行了确定。此外,对化合物1 ~ 4的杀蚜活性进行了评价。杀虫试验结果表明,1 ~ 4在浓度为0.1 mg/mL时具有中等杀虫活性,24 h死亡率为10.58% ~ 52.98%。其中,除虫菊酯D(2)的杀虫活性最高,24 h死亡率为52.98%,略低于阳性对照(除虫菊酯II)的83.52%。图形抽象
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
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
Four undescribed pyrethrins from seeds of Pyrethrum cinerariifolium and their aphidicidal activity

Four undescribed pyrethrins C-F (14) as well as four known pyrethrins (58) were isolated from seeds of Pyrethrum cinerariifolium Trev. The structures of compounds 14 were elucidated by UV, HRESIMS, and NMR (1H and 13C NMR, 1H-1H COSY, HSQC, HMBC and ROESY), among which the stereostructure of compound 4 was determined by calculated ECD. Furthermore, compounds 14 were evaluated for their aphidicidal activities. The insecticidal assay results showed that 14 exhibited moderate aphidicidal activities at the concentration of 0.1 mg/mL with the 24 h mortality rates ranging from 10.58 to 52.98%. Among them, pyrethrin D (2) showed the highest aphidicidal activity, with the 24 h mortality rate of 52.98%, which was slightly lower than the positive control (pyrethrin II, 83.52%).

Graphical Abstract

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
Natural Products and Bioprospecting
Natural Products and Bioprospecting CHEMISTRY, MEDICINAL-
CiteScore
8.30
自引率
2.10%
发文量
39
审稿时长
13 weeks
期刊介绍: Natural Products and Bioprospecting serves as an international forum for essential research on natural products and focuses on, but is not limited to, the following aspects: Natural products: isolation and structure elucidation Natural products: synthesis Biological evaluation of biologically active natural products Bioorganic and medicinal chemistry Biosynthesis and microbiological transformation Fermentation and plant tissue cultures Bioprospecting of natural products from natural resources All research articles published in this journal have undergone rigorous peer review. In addition to original research articles, Natural Products and Bioprospecting publishes reviews and short communications, aiming to rapidly disseminate the research results of timely interest, and comprehensive reviews of emerging topics in all the areas of natural products. It is also an open access journal, which provides free access to its articles to anyone, anywhere.
期刊最新文献
Quadriliterpenoids A − I, nine new 4,4-dimethylergostane and oleanane triterpenoids from Aspergillus quadrilineatus with immunosuppressive inhibitory activity Dayuan Yin alleviates symptoms of HCoV-229E-induced pneumonia and modulates the Ras/Raf1/MEK/ERK pathway Hypecotumines A-D, new isoquinoline alkaloids with potential PCSK9 inhibition activity from Hypecoum erectum L. Paeoniflorin mitigates insulin-like growth factor 1-induced lipogenesis and inflammation in human sebocytes by inhibiting the PI3K/Akt/FoxO1 and JAK2/STAT3 signaling pathways Expanding horizons of iminosugars as broad-spectrum anti-virals: mechanism, efficacy and novel developments
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术
文献互助 智能选刊 最新文献 互助须知 联系我们:info@booksci.cn
Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。
Copyright © 2023 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1