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Please use this identifier to cite or link to this item: http://dspace.utalca.cl/handle/1950/4812

Title: Gastroprotective effect and cytotoxicity of labdenamides
Authors: Izquierdo, R.A.
Astudillo, L.
Rodriguez, J.
Theoduloz, C.
Palenzuela, J.A.
Schmeda-Hirschmann, G.
Keywords: Araucaria araucana; Araucariaceae; labdane derivatives; semisynthetic; derivatives; diterpenes; gastroprotective activity; cytotoxicity; human lung fibroblasts; epithelial gastric cells
Issue Date: 2007
Citation: Planta Medica 73(4): 310-317
Abstract: Some 18 aromatic amides from the labdane diterpenes 15-acetoxyimbricatolic acid and 15-acetoxylabd-8(9)-en-19-oic acid were prepared and assessed for their gastroprotective effect in the HCl/EtOH-induced gastric lesion model in mice. The analysis of the gastroprotective activity of the benzylamides belonging to the series 8(9)- and 8(17)-ene was undertaken at doses of 12.5, 25 and 50 mg/kg in the HCl/EtOH-induced gastric lesion model in mice. A statistically significant gastroprotective effect was observed for 15-acetoxylabd-8(9)-en-19-oic acid benzylamide starting at 12.5 mg/kg, reducing the gastric lesions by 50%, while 15-acetoxylabd-8(17)-en-19-oic acid benzylamide reduced lesions by 66% at 25 mg/kg. The 25 mg/kg dose was used for the comparison of the different amides. At 25 mg/kg, the highest gastroprotective effect was observed for the benzyl- and 3-bro-mophenylamides from 15-acetoxyimbricatolic acid as well as for the benzyl- and p-toluidylamides of 15-acetoxylabd-8(9)en-19-oic acid, being as active as lansoprazole at 20mg/kg. Most compounds displayed low toxicity against epithelial gastric (AGS) and human lung fibroblasts cells, with IC50 values > 1000 MM. The highest cytotoxicity towards AGS cells was observed for the 2-bromophenyl- and 2-hydroxy-5-chlorophenylamides in both diterpene series, with IC50 values in the range of 14 - 34 mu M towards AGS cells and 10 - 37 mu M towards fibroblasts, respectivel
Description: Schmeda-Hirschmann, G (reprint author), Univ Talca, Inst Quim Recursos Nat, Lab Quim Prod Nat, Casilla 747, Talca, Chile.
URI: http://dspace.utalca.cl/handle/1950/4812
ISSN: 0032-0943
Appears in Collections:Artículos en publicaciones ISI - Universidad de Talca

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