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Cycloheptatriene is a neutral monocyclic unsaturated hydrocarbon that consists of an odd number of carbon atoms and an intervening sp3 carbon in the ring. The three double bonds in the ring correspond to 6 π electrons, which is a Huckel number, and therefore satisfies the criteria of 4n + 2 π electrons. However, the intervening sp3 carbon disrupts the continuous overlap of p orbitals. As a result, cycloheptatriene is not aromatic.
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A new triterpenoid from Teucrium viscidum.

Xincai Hao1, Jinwen Zhang, Guangxin Xia

  • 1Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, China.

Molecules (Basel, Switzerland)
|January 23, 2013
PubMed
Summary

Researchers isolated a new ursane-type triterpenoid and other compounds from Teucrium viscidum. The study evaluated four triterpenoids for inhibitory activity against 11β-hydroxysteroid dehydrogenase 1 (11β-HSD1).

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Area of Science:

  • Natural Product Chemistry
  • Medicinal Chemistry
  • Pharmacology

Background:

  • Teucrium viscidum is a plant source of various bioactive compounds.
  • Triterpenoids and lignans are classes of natural products with diverse biological activities.
  • 11β-hydroxysteroid dehydrogenase 1 (11β-HSD1) is a key enzyme in glucocorticoid metabolism.

Purpose of the Study:

  • To isolate and characterize chemical constituents from Teucrium viscidum.
  • To evaluate the inhibitory potential of isolated triterpenoids against 11β-HSD1.

Main Methods:

  • Phytochemical investigation involving isolation techniques.
  • Structure elucidation using spectroscopic data analysis (NMR, MS).
  • Enzyme inhibition assay for 11β-HSD1 activity.

Main Results:

  • A new ursane-type triterpenoid (1) was identified.
  • Three known triterpenoids (2-4), four lignans (5-8), and two steroids (9-10) were isolated.
  • Compounds 1-4 were tested for their inhibitory effects on 11β-HSD1.

Conclusions:

  • The study successfully isolated and identified ten compounds from Teucrium viscidum.
  • The triterpenoids 1-4 demonstrated varying degrees of inhibitory activity against 11β-HSD1.
  • These findings contribute to understanding the chemical diversity and potential therapeutic applications of Teucrium viscidum.