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(±)-Thymutatusone A, a pair of novel skeleton diterpene from Thymus quinquecostatus and in vitro hepatoprotective activity
  • +9
  • xiang Zhong,
  • ruo Song,
  • dong Shan,
  • xue Ren,
  • yuan zheng,
  • ying Dong,
  • fang Lv,
  • qing Deng,
  • xian Li,
  • ying He,
  • li Yan,
  • Meigai She
xiang Zhong
Beijing University of Chinese Medicine
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ruo Song
Beijing University of Chinese Medicine
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dong Shan
Beijing University of Chinese Medicine
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xue Ren
Beijing University of Chinese Medicine
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yuan zheng
Beijing University of Chinese Medicine
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ying Dong
Beijing University of Chinese Medicine
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fang Lv
Beijing University of Chinese Medicine
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qing Deng
Beijing University of Chinese Medicine
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xian Li
Beijing University of Chinese Medicine
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ying He
Beijing University of Chinese Medicine
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li Yan
Beijing Institute of Technology
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Meigai She
Beijing University of Chinese Medicine

Corresponding Author:[email protected]

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Abstract

A pair of novel skeleton diterpenoid enantiomers, (+)- and (−)-thymutatusone A [(+)- and (−)-1], along with one new and one known biogenetically related compounds (2-3), were isolated from Thymus quinquecostatus. Their structures were exhaustively character-ized by comprehensive spectroscopic data, X-ray diffraction analysis, and ECD (electronic circular dichroism) calculations. Thymuta-tusone A features an unprecedented skeleton with a rare tricyclo [7.3.1.02,7] tridecane motif. The plausible biogenetic pathway of 1 was proposed. Additionally, the hepatoprotective activity of isolates against N-acetyl-p-aminophenol (APAP)-induced toxicity in HepG2 cells was tested. Compounds (±)-1, (−)-1, and (+)-1 exhibited potent hepatoprotective activity, with EC50 values of 11.5 ± 2.8, 8.4 ± 1.9, and 12.2 ± 0.3 μM, respectively. Further, the western blot analysis showed that compound (−)-1 could increase the expres-sion of PPARα and STAT1 protein and thus exert hepatoprotective activity.