2018 |
Ardiles, A; Barrientos, R; Simirgiotis, M J; Borquez, J; Sepulveda, B; Areche, C Gastroprotective Activity of Parastrephia Quadrangularis (Meyen), Cabrera from the Atacama Desert Artículo de revista Molecules, 23 (9), 2018, ISSN: 1420-3049. Resumen | Enlaces | BibTeX | Etiquetas: clerodanes, derivatives, diterpenoids, endemic extracts, gastric gastroprotective, lc-ms/ms, lesions, medicine, mode, natural-products, plants, prostaglandins, rats tremetones, ulcer @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} } 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. |
2013 |
Areche, C; Rojas-Alvarez, F; Campos-Briones, C; Lima, C; Perez, E G; Sepulveda, B Further Mulinane Diterpenoids from Azorella Compacta Artículo de revista Journal of Pharmacy and Pharmacology, 65 (8), pp. 1231-1238, 2013, ISSN: 0022-3573. Resumen | Enlaces | BibTeX | Etiquetas: acids activity, azorella carbon compacta, crassifolium, diterpenoid, gastric gastroprotective laretia-acaulis, lesions, llareta, mulinane, natural-products, rats, skeleton, ulcer @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} } 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. |
2018 |
Gastroprotective Activity of Parastrephia Quadrangularis (Meyen), Cabrera from the Atacama Desert Artículo de revista Molecules, 23 (9), 2018, ISSN: 1420-3049. |
2013 |
Further Mulinane Diterpenoids from Azorella Compacta Artículo de revista Journal of Pharmacy and Pharmacology, 65 (8), pp. 1231-1238, 2013, ISSN: 0022-3573. |