{"title":"Novel neo-clerodane diterpenoids from Teucrium quadrifarium and their anti-ferroptosis effect","authors":"Huan Wang, Han-Fei Liu, Xiao-Qiao Yang, Yu-Qiong Liao, Fen-Cong Pan, Jin-Yu Li, Hua-Yong Lou, Wei-Dong Pan","doi":"10.1007/s13659-024-00489-1","DOIUrl":null,"url":null,"abstract":"<div><p>Teucrifarides A–D (<b>1</b>–<b>4</b>), four previously unreported <i>neo</i>-clerodane-type diterpenoids, combined with sixteen known analogs (5–20), were purified from <i>Teucrium quadrifarium.</i> The absolute forma of compounds <b>1</b>–<b>4</b> were determined via spectroscopic and ECD calculation methods, together with X-ray crystallography experiments. Among them, compound <b>1</b> possessed a 5,20-epoxy ring featuring a unique cage-like 12-oxatricyclo [5.3.2.0<sup>1,6</sup>]undecane skeleton. Meanwhile, 2 incorporated a 6,20-epoxy ring with a novel 12-oxatricyclo [6.2.2.0<sup>2,7</sup>]undecane skeleton. Compounds <b>1</b> and <b>12</b> exhibited significant inhibitory effects against HT-22 cells ferroptosis induced by RSL3, with EC<sub>50</sub> values of 11.8 ± 1.0 μM, and 4.52 ± 1.24 μM, respectively. Moreover, ROS accumulation in HT22 cells treated with compound <b>1</b> was also 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":"15 1","pages":""},"PeriodicalIF":4.9000,"publicationDate":"2025-01-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s13659-024-00489-1.pdf","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Natural Products and Bioprospecting","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1007/s13659-024-00489-1","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}
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Abstract
Teucrifarides A–D (1–4), four previously unreported neo-clerodane-type diterpenoids, combined with sixteen known analogs (5–20), were purified from Teucrium quadrifarium. The absolute forma of compounds 1–4 were determined via spectroscopic and ECD calculation methods, together with X-ray crystallography experiments. Among them, compound 1 possessed a 5,20-epoxy ring featuring a unique cage-like 12-oxatricyclo [5.3.2.01,6]undecane skeleton. Meanwhile, 2 incorporated a 6,20-epoxy ring with a novel 12-oxatricyclo [6.2.2.02,7]undecane skeleton. Compounds 1 and 12 exhibited significant inhibitory effects against HT-22 cells ferroptosis induced by RSL3, with EC50 values of 11.8 ± 1.0 μM, and 4.52 ± 1.24 μM, respectively. Moreover, ROS accumulation in HT22 cells treated with compound 1 was also observed.
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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.
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