Article · Volume 10, Issue 39S · pp. 543–548
A new mulinane diterpenoid from the cushion shrub Azorella compacta growing in Perú
Francisco Salgado1, Carlos Areche1, Beatriz Sepúlveda2, Mario J. Simirgiotis3, Fátima Cáceres4, Cristina Quispe5, Lina Quispe6, Teresa Cano6
- 1Department of Chemistry, Faculty of Science, University of Chile, Casilla 653, Santiago.
- 2Department of Chemistry, Faculty of Sciences, University of Andres Bello, Quillota 980, Viña del Mar.
- 3Laboratory of Natural Products, Faculty of Basic Sciences, University of Antofagasta, Casilla 170, Antofagasta, Chile.
- 4Department of Biology, Faculty of Science, Biological and Agricultural, National University of San Agustin, Arequipa, Peru.
- 5Laboratory of Natural Products Chemistry, Institute of Natural Resources, University of Talca, Talca, Chile.
- 6Laboratory Unit of Post-graduate School of Natural and Formal Sciences, National University of San Agustin, Arequipa, Peru.
Abstract
Background: Azorella compacta is a rare yellow‑green compact resinous cushion shrub growing from the high Andes of southern Perú to northwestern Argentina, and which is a producer of biologically active and unique diterpenoids.Objective: This study investigated the secondary metabolites present in a Peruvian sample of Azorella compacta and the evaluation of gastroprotective activity of the isolated compounds in a gastric‑ induced ulcer model in mice.Material and Methods: Six secondary metabolites (diterpenoids 1‑6) present in the dichloromethane (DCM) extract of A. compacta growing in Perú were isolated by a combination of Sephadex LH‑20 permeation and silica gel chromatography and their chemical structures were elucidated by spectroscopic methods (NMR) and molecular modeling. The gastroprotective activity of the new compound 1 was evaluated on the HCl/EtOH‑induced gastric lesion model in mice and compared to the activity showed by the known compounds.Results: A new mulinane diterpene along with five known diterpenoids have been isolated from a Peruvian sample of A. compacta and the gastroprotective results show that compound 1 is less active than the other known mulinane diterpenoids isolated.Conclusions: A. compacta growing in Perú showed the presence of the new mulinane 1, which was poorly active in the HCl/EtOH‑induced gastric lesion model in mice. Indeed, the activity was lower than other diterpenoids (2‑6) showing an oxygenated function at C‑16 or/and C‑20, which confirm the role of an oxygenated group (OH or carboxylic acid) for the gastroprotective activity of mulinane compounds.
Keywords: Apiaceae; azorella compacta; diterpenoids; gastroprotective activity; mulinanes
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