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A new mulinane diterpenoid from the cushion shrub Azorella compacta growing in Perú

2014; SAGE Publishing; Volume: 10; Issue: 39 Linguagem: Inglês

10.4103/0973-1296.139807

0976-4062

Carlos Areche, Beatriz Sepúlveda, Mario J. Simirgiotis, Fátima Cáceres, Cristina Quispe, Lina Quispe, Teresa Cano de Terrones, Francisco Salgado,

Sesquiterpenes and Asteraceae Studies

Pharmacognosy Magazine,2014,10,39s,s543-s548.DOI:10.4103/0973-1296.139807Published:August 2014Type:Original ArticleAuthors:Francisco Salgado, Carlos Areche, Beatriz Sepulveda, Mario J Simirgiotis, Fátima Cáceres, Cristina Quispe, Lina Quispe, and Teresa Cano Author(s) affiliations:Francisco Salgado1, Carlos Areche1, Beatriz Sepúlveda2, Mario J Simirgiotis3, Fátima Cáceres4, Cristina Quispe5, Lina Quispe6, Teresa Cano6 1 Department of Chemistry, Faculty of Science, University of Chile, Casilla 653, Santiago 2 Department of Chemistry, Faculty of Sciences, University of Andres Bello, Quillota 980, Viña del Mar 3 Laboratory of Natural Products, Faculty of Basic Sciences, University of Antofagasta, Casilla 170, Antofagasta, Chile 4 Department of Biology, Faculty of Science, Biological and Agricultural, National University of San Agustin, Arequipa, Peru 5 Laboratory of Natural Products Chemistry, Institute of Natural Resources, University of Talca, Talca, Chile 6 Laboratory 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 Perϊ 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 Perϊ 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 Perϊ 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, mulinanesView:PDF (1.49 MB) Full Text