Tetrahydrofuran- and dihydrofuran-containing nor-clerodane diterpenoids from Teucrium viscidum: Isolation, stereochemical assignment, and anti-hepatic fibrosis activity

  • Phytochemistry. 2025 Nov 24:114723. doi: 10.1016/j.phytochem.2025.114723.
Xin-Yi Hu  1 ,  Lu Gan  2 ,  Fei-Yu Zhang  3 ,  Guang-Hai Zhu  3 ,  Yi-Ling Liao  2 ,  Guo-Sen Huang  4 ,  De-An Guo  5 ,  Wei Li  6
Affiliations
  • 1. Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, People's Republic of China; University of Chinese Academy of Sciences, No. 19A Yuquan Road, Beijing 100049, People's Republic of China; Zhongshan Institute for Drug Discovery, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Zhongshan 528400, People's Republic of China.
  • 2. School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, People's Republic of China.
  • 3. University of Chinese Academy of Sciences, No. 19A Yuquan Road, Beijing 100049, People's Republic of China.
  • 4. Department of Radiotherapy, The Tenth Clinical Medical College of Guangzhou University of Traditional Chinese Medicine, Zhongshan 528400, People's Republic of China; Department of Radiotherapy, Zhongshan Hospital of Traditional Chinese Medicine, Zhongshan 528400, People's Republic of China. Electronic address: [email protected].
  • 5. Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, People's Republic of China; University of Chinese Academy of Sciences, No. 19A Yuquan Road, Beijing 100049, People's Republic of China; Zhongshan Institute for Drug Discovery, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Zhongshan 528400, People's Republic of China. Electronic address: [email protected].
  • 6. Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, People's Republic of China; University of Chinese Academy of Sciences, No. 19A Yuquan Road, Beijing 100049, People's Republic of China; Zhongshan Institute for Drug Discovery, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Zhongshan 528400, People's Republic of China. Electronic address: [email protected].
PMID: 41297744 DOI: 10.1016/j.phytochem.2025.114723
Abstract

Ten previously undescribed nor-clerodane Diterpenoids, teuvinoids A-J (1-10), were isolated from the whole Plants of Teucrium viscidum. Comprehensive structural elucidation, including unambiguous determination of absolute configurations, was accomplished using spectroscopic analysis, electronic circular dichroism, and single-crystal X-ray diffraction. Teuvinoids A (1) and B (2) are particularly noteworthy for featuring an unusual 2,3,4,5-tetrahydroxylated tetrahydrofuran moiety. Compounds 1 and 2 exhibited anti-hepatic fibrosis effects in TGF-β1-induced LX-2 hepatic stellate cells, as demonstrated by downregulation of key fibrotic biomarkers including fibronectin, Collagen I, and α-smooth muscle actin.

Keywords
Lamiaceae; Teucrium viscidum; anti-hepatic fibrosis activity; nor-clerodane diterpenoid.
Products