Synthesis of a New ent-Cyclozonarone Angular Analog, and Comparison of Its Cytotoxicity and Apoptotic Effects with ent-Cyclozonarone.

Autor: Sobarzo, Natalia Quiñones, Venegas, Iván Montenegro, Sánchez, Cristian Salas, Catalán, Luis Espinoza, Rojas, Cristóbal Carrasco, Valdivia, Valentina Ulloa, García, Joan Villena, Fritis, Mauricio Cuellar
Předmět:
Zdroj: Molecules; May2013, Vol. 18 Issue 5, p5517-5530, 14p, 2 Color Photographs, 4 Diagrams, 2 Charts, 2 Graphs
Abstrakt: The synthesis of a newangular analog 11 of cyclozonarone was achieved via Diels-Alder reaction between a sesquiterpene-1,3-diene and 1,4-benzoquinone. The cytotoxic activity of ent-cyclozonarone [(+)-10] and the angular (-)-cyclozonarone analog 11 has been determined in three human cancer cell lines and in normal fibroblasts using the sulforhodamine B assay. The analyzed isomers induce cell death in different cancer cell lines by eliciting nuclear condensation and fragmentation, decreasing mitochondrial membrane permeability and increasing caspase-3 activity, all traits indicating apoptosis, with the effects of (+)-10 being stronger than those of 11 in all cases. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index