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    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★ Corresponding author

    1. 1Department of Chemistry, Faculty of Science, University of Chile, Casilla 653, Santiago.
    2. 2Department of Chemistry, Faculty of Sciences, University of Andres Bello, Quillota 980, Viña del Mar.
    3. 3Laboratory of Natural Products, Faculty of Basic Sciences, University of Antofagasta, Casilla 170, Antofagasta, Chile.
    4. 4Department of Biology, Faculty of Science, Biological and Agricultural, National University of San Agustin, Arequipa, Peru.
    5. 5Laboratory of Natural Products Chemistry, Institute of Natural Resources, University of Talca, Talca, Chile.
    6. 6Laboratory Unit of Post-graduate School of Natural and Formal Sciences, National University of San Agustin, Arequipa, Peru.

    CORRESPONDENCE

    Carlos Areche

    Department of Chemistry, Faculty of Science, University of Chile, Casilla 653, Santiago.

    areche@uchile.cl

    Received: 30-08-2013; Revised: 05-01-2014.

    Volume 10, Issue 39s · pp. 543–548 · PUBLISHED 2014 · DOI: 10.4103/0973-1296.139807

    View on Pharmacogn. Mag. original site ↗

    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.

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      Salgado, F., Areche, C., Sepúlveda, B., Simirgiotis, M. J., Cáceres, F., Quispe, C., Quispe, L., & Cano, T. (2014). A new mulinane diterpenoid from the cushion shrub Azorella compacta growing in Perú. Pharmacognosy Magazine, 10(39s), 543–548. https://doi.org/10.4103/0973-1296.139807