title: Bacterial reduction as means for colonic drug delivery: can other chemical groups provide an alternative to the azo bond?
abstract: We compared the rate of colonic bacterial reduction of disulfide and nitro bonds to that of an azo counterpart. The disulfide and nitro reduction rates are comparable to that of azo having a similar molecular structure. We further explored QSAR of bacterial reduction of different nitro compounds giving a Hammett correlation with ρ=0.553, R2=0.97. We conclude that disulfide and nitro compounds have an unexploited potential for use in prodrugs and drug delivery systems targeted to the colon.
authors.affiliation: Department of Organic Chemistry, Israel Institute for Biological Research, P.O. Box 19, Ness Ziona 74100, Israel. sigals@iibr.gov.il
authors.forename: Sigal
authors.initials: S
authors.lastname: Saphier
authors.forename: Avital
authors.initials: A
authors.lastname: Haft
authors.forename: Shlomo
authors.initials: S
authors.lastname: Margel
mesh_terms: D001391:Azo Compounds / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D003106:Colon / Q000382:microbiology*; D016503:Drug Delivery Systems
chemical_list: D001391:Azo Compounds