title: New catechol derivatives of safrole and their antiproliferative activity towards breast cancer cells.
abstract: Catechols were synthesized from safrole. Nine derivatives were prepared and assessed for antiproliferative effects using different human cell lines. The in vitro growth inhibition assay was based on the sulphorhodamine dye to quantify cell viability. The derivatives 4-allylbenzene-1,2-diol (3), 4 4-[3-(acetyloxy)propyl]-1,2-phenylene diacetate (6) and 4-[3-(acetyloxy)propyl]-5-nitro-1,2-phenylene diacetate (10) showed higher cytotoxicity than the parent compound 2 in tests performed on two breast cancer cell lines (MCF-7 and MDA-MB-231). The IC₅₀ values of 40.2 ± 6.9 μM, 5.9 ± 0.8 μM and 33.8 ± 4.9 μM, respectively, were obtained without toxicity towards dermal human fibroblast (DHF cells).
authors.affiliation: Departamento de Química, Universidad Técnica Federico Santa María, Av. España N° 1680, Valparaíso, Chile. alejandro.madrid@usm.cl
authors.forename: Alejandro
authors.initials: A
authors.lastname: Madrid Villegas
authors.forename: Luis
authors.initials: L
authors.lastname: Espinoza Catalán
authors.forename: Iván
authors.initials: I
authors.lastname: Montenegro Venegas
authors.forename: Joan
authors.initials: J
authors.lastname: Villena García
authors.forename: Héctor
authors.initials: H
authors.lastname: Carrasco Altamirano
mesh_terms: D001943:Breast Neoplasms / Q000473:pathology; D002396:Catechols / Q000138:chemical synthesis / Q000494:pharmacology*; D002460:Cell Line; D049109:Cell Proliferation / Q000187:drug effects; D002470:Cell Survival / Q000187:drug effects; D005260:Female; D006801:Humans; D012451:Safrole / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology*
chemical_list: D002396:Catechols; D012451:Safrole