title: Synthesis, DNA binding, fluorescence measurements and antiparasitic activity of DAPI related diamidines.
abstract: A novel series of extended DAPI analogues were prepared by insertion of either a carbon-carbon triple bond (16a-d) or a phenyl group (21a,b and 24) at position-2. The new amidines were evaluated in vitro against both Trypanosoma brucei rhodesiense (T. b. r.) and Plasmodium falciparum (P. f.). Five compounds (16a, 16b, 16d, 21a, 21b) exhibited IC(50) values against T. b. r. of 9nM or less which is two to nine folds more effective than DAPI. The same five compounds exhibited IC(50) values against P. f. of 5.9nM or less which is comparable to that of DAPI. The fluorescence properties of these new molecules were recorded, however; they do not offer any advantage over those of DAPI.
authors.affiliation: Department of Chemistry, Georgia State University, Atlanta, GA 30303, United States.
authors.forename: Abdelbasset A
authors.initials: AA
authors.lastname: Farahat
authors.forename: Arvind
authors.initials: A
authors.lastname: Kumar
authors.forename: Martial
authors.initials: M
authors.lastname: Say
authors.forename: Alaa El-Din M
authors.initials: Ael-D
authors.lastname: Barghash
authors.forename: Fatma E
authors.initials: FE
authors.lastname: Goda
authors.forename: Hassan M
authors.initials: HM
authors.lastname: Eisa
authors.forename: Tanja
authors.initials: T
authors.lastname: Wenzler
authors.forename: Reto
authors.initials: R
authors.lastname: Brun
authors.forename: Yang
authors.initials: Y
authors.lastname: Liu
authors.forename: Leah
authors.initials: L
authors.lastname: Mickelson
authors.forename: W David
authors.initials: WD
authors.lastname: Wilson
authors.forename: David W
authors.initials: DW
authors.lastname: Boykin
mesh_terms: D000818:Animals; D017209:Apoptosis / Q000187:drug effects; D001665:Binding Sites; D002478:Cells, Cultured; D016054:DNA, Protozoan / Q000737:chemistry / Q000187:drug effects*; D004353:Drug Evaluation, Preclinical; D005453:Fluorescence; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D015394:Molecular Structure; D021261:Parasitic Sensitivity Tests; D010963:Plasmodium falciparum / Q000187:drug effects*; D051381:Rats; D016833:Trypanosoma brucei rhodesiense / Q000187:drug effects*
chemical_list: D016054:DNA, Protozoan; D007211:Indoles; C007293:DAPI