title: Phenazine 5,10-dioxide derivatives as hypoxic selective cytotoxins.
abstract: The synthesis and evaluation as hypoxic selective cytotoxins of 2-amino- or 2-hydroxyphenazine 5,10-dioxide derivatives and reduced analogues are reported. In vitro cytotoxicities on V79 cells under hypoxic and aerobic conditions were determined. Some derivatives, such as 7(8)-bromo-2-hydroxyphenazine 5,10-dioxide, showed selective toxicity toward hypoxic cells and along with derivatives 7(8)-bromo-2-aminophenazine 5,10-dioxide and 7(8)-chloro-2-aminophenazine 5,10-dioxide behave as hypoxic trigger cytotoxins. These compounds represent interesting leads for further chemical modifications and biological studies.
authors.affiliation: Departamento de Química Orgánica, Facultad de Química-Facultad de Ciencias, Universidad de la República, Uruguay. hcerecet@fq.edu.uy
authors.forename: Hugo
authors.initials: H
authors.lastname: Cerecetto
authors.forename: Mercedes
authors.initials: M
authors.lastname: González
authors.forename: Ma Laura
authors.initials: ML
authors.lastname: Lavaggi
authors.forename: Amaia
authors.initials: A
authors.lastname: Azqueta
authors.forename: Adela
authors.initials: A
authors.lastname: López de Cerain
authors.forename: Antonio
authors.initials: A
authors.lastname: Monge
mesh_terms: D000818:Animals; D001671:Biochemistry / Q000379:methods; D015687:Cell Hypoxia / Q000187:drug effects; D002460:Cell Line; D006224:Cricetinae; D003603:Cytotoxins / Q000737:chemistry* / Q000494:pharmacology*; D004353:Drug Evaluation, Preclinical; D010619:Phenazines / Q000737:chemistry* / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: D003603:Cytotoxins; D010619:Phenazines; C071996:phenazine di-N-oxide