Novel neo-clerodane diterpenoids from Teucrium quadrifarium and their anti-ferroptosis effect

doi:10.1007/s13659-024-00489-1

应用天然产物 ›› 2025, Vol. 15 ›› Issue (1): 8-8.DOI: 10.1007/s13659-024-00489-1

Novel neo-clerodane diterpenoids from Teucrium quadrifarium and their anti-ferroptosis effect

Huan Wang^1,2, Han-Fei Liu^1,2, Xiao-Qiao Yang^1,2, Yu-Qiong Liao^1,2, Fen-Cong Pan^1,2, Jin-Yu Li^1,2, Hua-Yong Lou^1,2, Wei-Dong Pan¹

1. State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang, 550014, People’s Republic of China;
2. Natural Products Research Center of Guizhou Province, Guiyang, 550014, People’s Republic of China

收稿日期:2024-09-12 接受日期:2024-12-05 出版日期:2025-02-24 发布日期:2025-02-15
通讯作者: Jin-Yu LI,E-mail:lijinyu20080@126.com;Hua-Yong LOU,E-mail:loouhy@126.com;Wei-Dong PAN,E-mail:wdpan@163.com
基金资助:
This work was financially supported by the National Natural Science Foundation of China (32100322, 32460112, 32060100); and the Science and Technology Department of Guizhou Province (QKHZC[2022]019).

Novel neo-clerodane diterpenoids from Teucrium quadrifarium and their anti-ferroptosis effect

Huan Wang^1,2, Han-Fei Liu^1,2, Xiao-Qiao Yang^1,2, Yu-Qiong Liao^1,2, Fen-Cong Pan^1,2, Jin-Yu Li^1,2, Hua-Yong Lou^1,2, Wei-Dong Pan¹

1. State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang, 550014, People’s Republic of China;
2. Natural Products Research Center of Guizhou Province, Guiyang, 550014, People’s Republic of China

Received:2024-09-12 Accepted:2024-12-05 Online:2025-02-24 Published:2025-02-15
Contact: Jin-Yu LI,E-mail:lijinyu20080@126.com;Hua-Yong LOU,E-mail:loouhy@126.com;Wei-Dong PAN,E-mail:wdpan@163.com
Supported by:
This work was financially supported by the National Natural Science Foundation of China (32100322, 32460112, 32060100); and the Science and Technology Department of Guizhou Province (QKHZC[2022]019).

摘要/Abstract

摘要： 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 [5.3.2.0^1,6]undecane skeleton. Meanwhile, 2 incorporated a 6,20-epoxy ring with a novel 12-oxatricyclo [6.2.2.0^2,7]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.

关键词: Teucrium quadrifarium, Lamiaceae, Neo-clerodane, Ferroptosis inhibitory activity, ROS

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 [5.3.2.0^1,6]undecane skeleton. Meanwhile, 2 incorporated a 6,20-epoxy ring with a novel 12-oxatricyclo [6.2.2.0^2,7]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.

Key words: Teucrium quadrifarium, Lamiaceae, Neo-clerodane, Ferroptosis inhibitory activity, ROS

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[J]. 应用天然产物, 2025, 15(1): 8-8.

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Novel neo-clerodane diterpenoids from Teucrium quadrifarium and their anti-ferroptosis effect

Novel neo-clerodane diterpenoids from Teucrium quadrifarium and their anti-ferroptosis effect

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