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Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine
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Further mulinane diterpenoids from Azorella compacta.

Carlos Areche1, Francisca Rojas-Alvarez, Carolina Campos-Briones

  • 1Departamento de Química, Facultad de Ciencias, Universidad de Chile, Casilla 653, Santiago, Chile. areche@uchile.cl

The Journal of Pharmacy and Pharmacology
|July 11, 2013
PubMed
Summary

Azorella compacta yielded new and known diterpenoids with significant gastroprotective activity. Compounds 13β-hydroxyazorellane, azorellanol, and mulin-11,13-dien-18-acetoxy-16,20-dioic acid demonstrated potent ulcer treatment capabilities.

Keywords:
Azorella compactaditerpenoidgastric ulcerllaretamulinane

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07:59

A Customizable Approach for the Enzymatic Production and Purification of Diterpenoid Natural Products

Published on: October 4, 2019

Area of Science:

  • Natural Product Chemistry
  • Pharmacology
  • Medicinal Botany

Background:

  • Azorella compacta is a plant species known for its traditional medicinal uses.
  • Diterpenoids, including mulinane and azorellane types, are characteristic secondary metabolites found in Azorella species.

Purpose of the Study:

  • To isolate and identify characteristic mulinane and azorellane diterpenoids from Azorella compacta.
  • To evaluate the gastroprotective activity of the isolated compounds using an in vivo model.

Main Methods:

  • Chemical extraction of Azorella compacta using dichloromethane.
  • Isolation of compounds via standard chromatographic techniques.
  • Identification of compounds using spectroscopic methods.
  • Assessment of gastroprotective activity using the HCl/ethanol-induced gastric lesions model in mice.

Main Results:

  • Four new diterpenoids (1-3, 12) and eight known diterpenoids (4-9) were isolated, along with two aromatic compounds (10-11).
  • Compounds 13β-hydroxyazorellane (6), azorellanol (9), and mulin-11,13-dien-18-acetoxy-16,20-dioic acid (12) significantly reduced gastric lesions by 69%, 71%, and 73%, respectively.
  • The observed gastroprotective effects were comparable to the positive control, lansoprazole.

Conclusions:

  • The isolated diterpenoids from Azorella compacta exhibit significant gastroprotective activity.
  • Azorellanol (9) may contribute to the traditional therapeutic uses of Azorella compacta, particularly in ulcer treatment.
  • The findings support the intraspecific chemical variability in Azorella compacta and highlight the potential of its diterpenoids for pharmaceutical development.