title: Synthesis and cytotoxic properties of halogen and aryl-/heteroarylpiperazinyl derivatives of benzofurans.
abstract: A series of seven derivatives of 1,1'-(5,6-dimethoxy-3-methyl-1-benzofuran-2,7-diyl)diethanone was synthesized and characterized by (1)HNMR and ESI MS spectra and elemental analyses. The obtained new compounds and three halogen derivatives of benzofuran, reported in our earlier work, were tested for their cytotoxic properties in human chronic (K562) and acute (HL60) leukemia cells, human cervical cancer (HeLa), and normal endothelial cells (HUVEC). Four compounds (2, 3, 4, 5), which contain halogens in their structure showed significant anticancer activity. The most promising was 1,1'-[3- (bromomethyl)-5,6-dimethoxy-1-benzofuran-2,7-diyl]diethanone (2), which was highly and selectively toxic for K562 cells (IC50 of 5µM) and HL60 cells (IC50 of 0.1µM), which showed no cytotoxicity toward HeLa and HUVEC cells. Moreover, the observed remarkable cytotoxicity of this compound toward K562 cells resulted from cells apoptosis.
authors.forename: Mariola
authors.initials: M
authors.lastname: Krawiecka
authors.forename: Bozena
authors.initials: B
authors.lastname: Kuran
authors.forename: Jerzy
authors.initials: J
authors.lastname: Kossakowski
authors.forename: Marcin
authors.initials: M
authors.lastname: Cieslak
authors.forename: Julia
authors.initials: J
authors.lastname: Kazmierczak-Baranska
authors.forename: Karolina
authors.initials: K
authors.lastname: Krolewska
authors.affiliation: Chair and Department of Biochemistry, Medical University of Warsaw, 1 Banacha Str., 02-097 Warsaw, Poland. mariola.krawiecka@wum.edu.pl.
authors.forename: Barbara
authors.initials: B
authors.lastname: Nawrot
mesh_terms: D017209:Apoptosis / Q000187:drug effects; D001572:Benzofurans / Q000737:chemistry* / Q000494:pharmacology*; D002460:Cell Line; D045744:Cell Line, Tumor; D018922:HL-60 Cells; D006219:Halogens / Q000737:chemistry* / Q000494:pharmacology*; D006367:HeLa Cells; D061307:Human Umbilical Vein Endothelial Cells; D006801:Humans; D020014:K562 Cells; D013329:Structure-Activity Relationship
chemical_list: D001572:Benzofurans; D006219:Halogens; C105430:benzofuran