Publicaciones 2011-2020

@article{RN379,
title = {Gastroprotective Activity of Parastrephia Quadrangularis (Meyen), Cabrera from the Atacama Desert},
author = { A. Ardiles and R. Barrientos and M.J. Simirgiotis and J. Borquez and B. Sepulveda and C. Areche},
url = {/brokenurl#<Go to ISI>://WOS:000447365100272},
doi = {10.3390/molecules23092361},
issn = {1420-3049},
year = {2018},
date = {2018-01-01},
journal = {Molecules},
volume = {23},
number = {9},
abstract = {Forty-three metabolites including several methoxylated flavonoids, tremetones, and ent-clerodane diterpenes were accurately identified for the first time in the ethanolic extract of P. quadrangularis by means of hyphenated UHPLC-quadrupole Orbitrap mass spectrometry, and seven isolated compounds were tested regarding gastroprotective activity using the HCl/EtOH-induced lesion model in mice. A new tremetone (compound 6) is reported based on spectroscopic evidence. The isolated clerodanes and tremetones showed gastroprotective activity in a mouse model, evidenced by compound 7 (p-coumaroyloxytremetone), which showed the highest gastroprotective activity (76%), which was higher than the control drug lansoprazole (72%). Our findings revealed that several constituents of this plant have gastroprotective activity, and particularly, p-coumaroyloxytremetone could be considered as a lead molecule to explore new gastroprotective agents. This plant is a rich source of biologically active tremetones and terpenoids which can support the ethnobotanical use of the plant.},
keywords = {clerodanes, derivatives, diterpenoids, endemic extracts, gastric gastroprotective, lc-ms/ms, lesions, medicine, mode, natural-products, plants, prostaglandins, rats tremetones, ulcer},
pubstate = {published},
tppubtype = {article}
}

@article{RN288,
title = {Gastroprotective Effects of New Diterpenoid Derivatives from Azorella Cuatrecasasii Mathias & Constance Obtained Using a Beta-Cyclodextrin Complex with Microbial and Chemical Transformations},
author = { B. Sepulveda and C. Quispe and M. Simirgiotis and O. Garcia-Beltran and C. Areche},
url = {/brokenurl#<Go to ISI>://WOS:000377471400003},
doi = {10.1016/j.bmcl.2016.05.081},
issn = {0960-894x},
year = {2016},
date = {2016-01-01},
journal = {Bioorganic & Medicinal Chemistry Letters},
volume = {26},
number = {14},
pages = {3220-3222},
publisher = {2016 Elsevier Ltd.},
abstract = {Mulinane diterpenoids isolated from Azorella species have displayed gastroprotective effects in animal models. In this study we have transformed the main constituent, mulin-11,13-dien-20 oic acid from this plant using the filamentous fungus Mucor plumbeus and a beta-cyclodextrin inclusion complex and we have obtained two main products with good yields (33% and 15% for compound 4 and 5, respectively) for further preparation of semisynthetic derivatives to evaluate their gastroprotective effects. In addition, one of the compounds isolated from Azorella cuatrecasasii was new (9-epi-13 alpha-hydroxymulinene 1). Six new derivatives 4a-4c and 5a-5c were then prepared by simple chemical transformations. The structures of all compounds were elucidated by spectroscopic means based on 1D and 2D-NMR techniques. Some 8 diterpenes were evaluated for their gastroprotective effects in the ethanol/HCl-induced ulcer model in mice at 20 mg/kg. The highest gastroprotective activity was shown by 7 alpha,16-dihydroxymulin-11,13-dien- 20-oic acid 5, which was higher than the reference drug lansoprazole, while 16-hydroxymulin-11,13- dien-20-oic acid 4 was as active as lansoprazole.},
keywords = {azorella biotransformation, compacta, cuatrecasasii, gastric madreporica microbial mulinane, transformation, ulcer},
pubstate = {published},
tppubtype = {article}
}

@article{RN236,
title = {Gastroprotective Activity of Ent-Beyerene Derivatives in Mice: Effects on Gastric Secretion, Endogenous Prostaglandins and Non-Protein Sulfhydryls},
author = { T. Parra and J. Benites and L.M. Ruiz and B. Sepulveda and M. Simirgiotis and C. Areche},
url = {/brokenurl#<Go to ISI>://WOS:000355663100017},
doi = {10.1016/j.bmcl.2015.04.095},
issn = {0960-894x},
year = {2015},
date = {2015-01-01},
journal = {Bioorganic & Medicinal Chemistry Letters},
volume = {25},
number = {14},
pages = {2813-2817},
publisher = {2015 Elsevier Ltd.},
abstract = {Seventeen compounds (2-18) synthetized from the diterpenoid ent-beyer-15-en-18-ol (1) isolated from aerial part of Baccharis tola were tested for their gastroprotective activity on the model of HCl/EtOH-induced gastric lesions in mice. Furthermore cytotoxicity test toward fibroblasts and AGS cells were performed. The results showed that compound 1 (ED50 = 50 mg/kg), 2, 6 and 13 were the most active regarding gastroprotective activity. Compounds 8-10 and 17-18 showed the lowest cytotoxicity toward fibroblasts and AGS cells. Regarding to mode of gastroprotective action, the effect elicited by 6 (50 mg/kg) was reversed by Indomethacin but not by N-ethylmaleimide, NG-nitro-L-arginine methyl ester or ruthenium red, which suggests that prostaglandins are involved in the mode of gastroprotective action of 6.},
keywords = {baccharis defense, derivatives, diterpenoids, ent-beyerene, gastric injury mucosal natural-products, semisynthetic tola, ulcer},
pubstate = {published},
tppubtype = {article}
}

@article{RN117,
title = {Lichens: Might Be Considered as a Source of Gastroprotective Molecules?},
author = { B. Sepulveda and M.C. Chamy and M. Piovano and C. Areche},
url = {/brokenurl#<Go to ISI>://WOS:000331237700024},
issn = {0717-9707},
year = {2013},
date = {2013-01-01},
journal = {Journal of the Chilean Chemical Society},
volume = {58},
number = {2},
pages = {1750-1752},
abstract = {Lichens are symbiotic relationship between fungi and algae or cyanobacteria. Secondary metabolites from lichens are known as lichen substances. We investigated depsidone and depside from lichens 1-6 in the context of their action to prevent gastric ulcer on the model of HCl/ethanol in mice for the first time. Doses of 30 mg/kg of lichen substances 1-6 and positive control (lansoprazole) significantly diminished the lesion index compared with negative control (treated only with HCl/EtOH). Lobaric acid 1, atranorin 2 and psoromic acid 5 reduced the gastric lesions by 76%, 63% and 65%, while for variolaric acid 3, diffractaic acid 4 and perlatolic acid 6 their values were 32%, 14% and 45%, respectively. Our results suggest that lichens have potential as a suite of gastroprotective molecules.},
keywords = {chilean damage, depside, depsidone, extract, gastric indomethacin, lichens, mucosal neutrophil-infiltration, oxidative rats stress, ulcer, water},
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}
}