title: Natural flavonoids interact with dinitrobenzene system in aprotic media: an electrochemical probing.
abstract: Three structurally related natural flavonoids (FlOH), quercetin (Q), rutin (R) and morin (M), were investigated by cyclic voltammetry to probe their interactions with hazardous 1,4-dinitrobenzene (1,4-DNB) using a glassy carbon electrode. Scavenging of 1,4-DNB by FlOH was inferred from a positive shift in reduction potential, decrease in anodic peak current, and irreversible electrochemical behavior of 1,4-DNB on increasing the flavonoid concentration. The homogeneous bi-molecular rate constant (k2) was determined using the Nicholson-Shain equation and found to be higher for the dianion. Morin posed a comparatively higher k2 value for its interaction with the 1,4-DNB electrochemical system owing to its more acidic nature and least intramolecular hydrogen bonding. The cyclic voltammetric (CV) results were further supported by HyperchemPM3 quantum mechanical semi-empirical calculations, which point towards E(r)C(i) interactions between flavonoids and 1,4-DNB. The present investigation is biologically significant in terms of natural flavonoidal scavenging activity toward toxins such as dinitroaromatics.
authors.affiliation: Department of Chemistry, Allama Iqbal Open University, Islamabad, Pakistan.
authors.forename: Nasima
authors.initials: N
authors.lastname: Arshad
authors.forename: Naveed K
authors.initials: NK
authors.lastname: Janjua
authors.forename: Athar Y
authors.initials: AY
authors.lastname: Khan
authors.forename: Azra
authors.initials: A
authors.lastname: Yaqub
authors.forename: Torsten
authors.initials: T
authors.lastname: Burkholz
authors.forename: Claus
authors.initials: C
authors.lastname: Jacob
mesh_terms: D004136:Dinitrobenzenes / Q000737:chemistry*; D004563:Electrochemistry; D005419:Flavonoids / Q000737:chemistry*; D015386:Hazardous Substances; D011794:Quercetin / Q000737:chemistry*; D012431:Rutin / Q000737:chemistry*; D047309:Flavones
chemical_list: D004136:Dinitrobenzenes; D005419:Flavonoids; D015386:Hazardous Substances; D011794:Quercetin; D012431:Rutin; C008548:morin; D047309:Flavones