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Protostane-Type Triterpenoids from Alisma orientale.

Hong-Mei Li1,2, Xue-Jiao Chen1, Dan Luo1

  • 1State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, 650201, P. R. China.

Chemistry & Biodiversity
|November 16, 2017
PubMed
Summary

Researchers isolated 28 protostane triterpenoids from Alisma orientale, including novel compounds. One compound, alismaketone-B 23-acetate, demonstrated significant vasorelaxant effects, suggesting potential cardiovascular applications.

Keywords:
Alisma orientaleAlismataceaeAlismatis RhizomaProtostane triterpenoidsVasorelaxant activity

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Area of Science:

  • Natural Product Chemistry
  • Pharmacology
  • Medicinal Plant Research

Background:

  • Alisma orientale is a traditional medicinal plant.
  • Triterpenoids are a diverse class of natural compounds with various biological activities.
  • Protostane triterpenoids are a specific subclass found in some plants.

Purpose of the Study:

  • To isolate and characterize compounds from Alisma orientale rhizomes.
  • To identify novel triterpenoids and determine their chemical structures.
  • To evaluate the vasorelaxant activity of isolated compounds.

Main Methods:

  • Extraction and isolation of compounds using chromatographic techniques.
  • Structure elucidation using spectroscopic methods (NMR, MS).
  • X-ray diffraction analysis for absolute configuration determination.
  • In vitro pharmacological assays to assess vasorelaxant activity.

Main Results:

  • Twenty-eight protostane triterpenoids were isolated, including one new degraded, nine new, and two new natural compounds.
  • Alisol R (1) was identified as the first 20,21,22,23,24,25,26,27-octanorprotostane triterpenoid.
  • Absolute configurations of 25-methoxyalisol F (2) and 16β-hydroperoxyalisol B 23-acetate (3) were confirmed by X-ray diffraction.
  • Alismaketone-B 23-acetate (28) exhibited potent vasorelaxant activity in KCl-precontracted thoracic aorta rings.

Conclusions:

  • The study expanded the known diversity of protostane triterpenoids from Alisma orientale.
  • Novel compounds were identified and structurally characterized.
  • Alismaketone-B 23-acetate shows promise as a potential agent for treating cardiovascular conditions due to its vasorelaxant properties.