Novel neo-clerodane diterpenoids from Teucrium quadrifarium and their anti-ferroptosis effect
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 c...
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| Format: | Article |
| Language: | English |
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SpringerOpen
2025-01-01
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| Series: | Natural Products and Bioprospecting |
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| Online Access: | https://doi.org/10.1007/s13659-024-00489-1 |
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| author | Huan Wang Han-Fei Liu Xiao-Qiao Yang Yu-Qiong Liao Fen-Cong Pan Jin-Yu Li Hua-Yong Lou Wei-Dong Pan |
| author_facet | Huan Wang Han-Fei Liu Xiao-Qiao Yang Yu-Qiong Liao Fen-Cong Pan Jin-Yu Li Hua-Yong Lou Wei-Dong Pan |
| author_sort | Huan Wang |
| collection | DOAJ |
| description | 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. Graphical Abstract |
| format | Article |
| id | doaj-art-5aa359279b3c4c75ab1135fbc7b06dd2 |
| institution | Kabale University |
| issn | 2192-2195 2192-2209 |
| language | English |
| publishDate | 2025-01-01 |
| publisher | SpringerOpen |
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| series | Natural Products and Bioprospecting |
| spelling | doaj-art-5aa359279b3c4c75ab1135fbc7b06dd22025-01-12T12:44:37ZengSpringerOpenNatural Products and Bioprospecting2192-21952192-22092025-01-0115111010.1007/s13659-024-00489-1Novel neo-clerodane diterpenoids from Teucrium quadrifarium and their anti-ferroptosis effectHuan Wang0Han-Fei Liu1Xiao-Qiao Yang2Yu-Qiong Liao3Fen-Cong Pan4Jin-Yu Li5Hua-Yong Lou6Wei-Dong Pan7State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical UniversityState Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical UniversityState Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical UniversityState Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical UniversityState Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical UniversityState Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical UniversityState Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical UniversityState Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical UniversityAbstract 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. Graphical Abstracthttps://doi.org/10.1007/s13659-024-00489-1Teucrium quadrifariumLamiaceaeNeo-clerodaneFerroptosis inhibitory activityROS |
| spellingShingle | Huan Wang Han-Fei Liu Xiao-Qiao Yang Yu-Qiong Liao Fen-Cong Pan Jin-Yu Li Hua-Yong Lou Wei-Dong Pan Novel neo-clerodane diterpenoids from Teucrium quadrifarium and their anti-ferroptosis effect Natural Products and Bioprospecting Teucrium quadrifarium Lamiaceae Neo-clerodane Ferroptosis inhibitory activity ROS |
| title | Novel neo-clerodane diterpenoids from Teucrium quadrifarium and their anti-ferroptosis effect |
| title_full | Novel neo-clerodane diterpenoids from Teucrium quadrifarium and their anti-ferroptosis effect |
| title_fullStr | Novel neo-clerodane diterpenoids from Teucrium quadrifarium and their anti-ferroptosis effect |
| title_full_unstemmed | Novel neo-clerodane diterpenoids from Teucrium quadrifarium and their anti-ferroptosis effect |
| title_short | Novel neo-clerodane diterpenoids from Teucrium quadrifarium and their anti-ferroptosis effect |
| title_sort | novel neo clerodane diterpenoids from teucrium quadrifarium and their anti ferroptosis effect |
| topic | Teucrium quadrifarium Lamiaceae Neo-clerodane Ferroptosis inhibitory activity ROS |
| url | https://doi.org/10.1007/s13659-024-00489-1 |
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