{"title":"Four undescribed pyrethrins from seeds of Pyrethrum cinerariifolium and their aphidicidal activity","authors":"Hao-Ran Zhou, Li-Wu Lin, Zhong-Rong Li, Xing-Rong Peng, 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}
引用次数: 0
Abstract
Four undescribed pyrethrins C-F (1–4) as well as four known pyrethrins (5–8) were isolated from seeds of Pyrethrumcinerariifolium Trev. The structures of compounds 1–4 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 1–4 were evaluated for their aphidicidal activities. The insecticidal assay results showed that 1–4 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%).
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.