Publicaciones 2011-2020

@article{RN235,
title = {Vibrational Circular Dichroism Absolute Configuration of 9,12-Cyclomulin-13-Ol, a Diterpene from Azorella and Laretia Species},
author = { M. Munoz and A. San-Martin and P. Joseph-Nathan},
url = {/brokenurl#<Go to ISI>://WOS:000359095800005},
issn = {1934-578x},
year = {2015},
date = {2015-01-01},
journal = {Natural Product Communications},
volume = {10},
number = {8},
pages = {1343-1344},
abstract = {The absolute configuration of the diterpenoid 9,12-cyclomulin-13-ol (1), a constituent of Azorella and Laretia species, has been established by vibrational circular dichroism spectroscopy in combination with density functional theory calculations. The obtained normal diterpene absolute configuration confirms that of azorellanol (2), which was determined by single crystal X-ray diffraction.},
keywords = {circular compacta, configuration, dichroism, laretia, skeleton, vibrational},
pubstate = {published},
tppubtype = {article}
}

@article{RN233,
title = {Antimicrobial Diterpenes from Azorella Species against Gram-Positive Bacteria},
author = { V. Donoso and M. Bacho and S. Nunez and J. Rovirosa and A. San-Martin and S. Leiva},
url = {/brokenurl#<Go to ISI>://WOS:000365932500029},
issn = {1934-578x},
year = {2015},
date = {2015-01-01},
journal = {Natural Product Communications},
volume = {10},
number = {11},
pages = {1915-1916},
abstract = {The present study was aimed at evaluating the antibacterial activity of mulinane and azorellane diterpenes isolated from the Andean plants Azorella compacta and A. trifoliolata and semisynthetic derivatives against reference and multidrug-resistant strains. The results revealed that the semisynthetic compound 7-acetoxy-mulin-9,12-diene (5) exhibited antibacterial activity against reference and multidrug-resistant strains of Staphylococcus aureus and moderate antimycobacterial activity against Mycobacterium smegmatis ATCC 14468.},
keywords = {acids antibacterial, azorella, carbon compacta, diterpenes, mulinum-crassifolium, mycobacterium-smegmatis, resistant, skeleton, tuberculosis},
pubstate = {published},
tppubtype = {article}
}

@article{RN185,
title = {A New Mulinane Diterpenoid from the Cushion Shrub Azorella Compacta Growing in Peru},
author = { F. Salgado and C. Areche and B. Sepulveda and M.J. Simirgiotis and F. Caceres and C. Quispe and L. Quispe and T. Cano},
url = {/brokenurl#<Go to ISI>://WOS:000341875000014},
doi = {10.4103/0973-1296.139807},
issn = {0973-1296},
year = {2014},
date = {2014-01-01},
journal = {Pharmacognosy Magazine},
volume = {10},
number = {39},
pages = {543-548},
abstract = {Background: Azorella compacta is a rare yellow-green compact resinous cushion shrub growing from the high Andes of southern Per 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 Per 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 Per 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 = {acids activity, apiaceae, azorella carbon compacta, crassifolium, diterpenoids, gastroprotective madreporica, mulinanes, natural-products, skeleton, umbelliferae},
pubstate = {published},
tppubtype = {article}
}

@article{RN183,
title = {An Unusual Mulinane Diterpenoid from the Chilean Plant Azorella Trifurcata (Gaertn) Pers},
author = { C. Areche and B. Sepulveda and A. San Martin and O. Garcia-Beltran and M. Simirgiotis and A. Canete},
url = {/brokenurl#<Go to ISI>://WOS:000340437800014},
doi = {10.1039/c4ob00966e},
issn = {1477-0520},
year = {2014},
date = {2014-01-01},
journal = {Organic & Biomolecular Chemistry},
volume = {12},
number = {33},
pages = {6406-6413},
abstract = {Four new mulinane-type diterpenoids besides the known compounds mulin-11,13-dien-20-oic acid, 13 alpha-hydroxyazorellane, 13 beta-hydroxyazorellane, mulinolic acid, azorellanol, and mulin-11,13-dien-18-acetoxy-16,20-dioic acid were isolated from the Chilean plant Azorella trifurcata. One of the new metabolites isolated, 7 alpha-acetoxy-9-epi-13 beta-hydroxymulinane, possesses a new trans-syn-trans arrangement in a tricyclic ring system not previously encountered in nature. Among the mulinane diterpenoids isolated, mulin-11,13-dien-20-oic acid showed the gastroprotective effect on HCl-EtOH-induced gastric lesions in mice (ED50 = 55mg kg(-1)). Regarding the mode of gastroprotective action for this active compound, its effect was reduced by pre-treatment of the mice with indomethacin and N-ethylmaleimide, suggesting that prostaglandins and sulfhydryl compounds are positively involved in the gastroprotective activity using this model.},
keywords = {compacta, cytoprotection, defense, madreporica, mucosal natural-products, skeleton},
pubstate = {published},
tppubtype = {article}
}

@article{RN116,
title = {Further Mulinane Diterpenoids from Azorella Compacta},
author = { C. Areche and F. Rojas-Alvarez and C. Campos-Briones and C. Lima and E.G. Perez and B. Sepulveda},
url = {/brokenurl#<Go to ISI>://WOS:000321504500014},
doi = {10.1111/jphp.12083},
issn = {0022-3573},
year = {2013},
date = {2013-01-01},
journal = {Journal of Pharmacy and Pharmacology},
volume = {65},
number = {8},
pages = {1231-1238},
abstract = {Objectives The chemical study of a dichloromethane extract from Azorella compacta was directed to the isolation of characteristic mulinane and azorellane diterpenoids in order to determine their gastroprotective activity., Methods Usual chromatographic techniques on the extract led to the isolation of 12 compounds, which were identified by their spectroscopic properties. The HCl/ethanol-induced gastric lesions model in mice was used to determine the gastroprotective activity.,
keywords findings The new diterpenoids, 13-hydroxymulinane (1), mulin-11,13-dien-20-ol (2), 13-methoxyazorellanol (3) and mulin-11,13-dien-18-acetoxy-16,20-dioic acid (12) were isolated from A.compacta. The known diterpenoids mulin-11,13-dien-20-oic acid (4), 13-hydroxyazorellane (5), 13-hydroxyazorellane (6), mulinic acid (7), mulinolic acid (8) and azorellanol (9), and the aromatic compounds 5,7-dihydroxychromone (10) and isoflavonoid biochanin A (11), were also obtained from the extract. Compounds 6, 9 and 12 at 20mg/kg reduced gastric lesions by 69%, 71% and 73%, respectively, being statistically similar to lansoprazole at the same dose., Conclusions The results corroborate the intraspecific chemical variations detected previously in specimens of A.compacta collected at different Chilean latitudes. A high concentration of azorellanol (9) could account in part for some of the therapeutic properties attributed to this species, in particular in ulcer treatment. Most of the mulinane and azorellane diterpenoids isolated in this study showed relevant gastroprotective activity at a low dose in the bioassay.},
keywords = {acids activity, azorella carbon compacta, crassifolium, diterpenoid, gastric gastroprotective laretia-acaulis, lesions, llareta, mulinane, natural-products, rats, skeleton, ulcer},
pubstate = {published},
tppubtype = {article}
}

@article{RN2_40,
title = {Anti-Hiv Activity of Natural Triterpenoids and Hemisynthetic Derivatives 2004-2009},
author = { B.K. Cassels and M. Asencio},
url = {/brokenurl#<Go to ISI>://WOS:000297151800007},
doi = {10.1007/s11101-010-9172-2},
issn = {1568-7767},
year = {2011},
date = {2011-01-01},
journal = {Phytochemistry Reviews},
volume = {10},
number = {4},
pages = {545-564},
abstract = {The continued advance of HIV-AIDS makes the development of relatively inexpensive, freely accessible, and mechanistically more diverse antiviral therapies an urgent need. Natural products are, directly or indirectly, an important potential source of compounds meeting these conditions. A review of the recent literature indicates that some hemisynthetic triterpenoid derivatives, particularly belonging to the lupane, oleanane and ursane series, may be nearing a stage where they can be used to complement existing therapeutic approaches. On the other hand, although some natural derivatives of tetracyclic terpenoid families have revealed many novel structures and some promise as anti-HIV substances, their chemical modification to improve their potency and selectivity remains practically untouched. While ongoing work with the more 'classical' pentacyclic triterpenoids will continue to be a fertile field for HIV-AIDS drug discovery, the other structural groups offer unprecedented opportunities for the development of additional substances with useful properties and for the discovery of novel targets for antiviral therapy.},
keywords = {activity, kadsura-longipedunculata, modification, momordica-charantia, mushroom natural oleanane-type products, protease schisandra-lancifolia, skeleton, structural triterpenes, triterpenoids, unique},
pubstate = {published},
tppubtype = {article}
}