benzofurans and n-hexane

Activated carbon is widely used to abate dioxins and dioxin-like compounds from flue gas. Comparing commercial samples regarding their potential to adsorb dioxins may proceed by using test columns, yet it takes many measurements to characterise the retention and breakthrough of dioxins. In this study, commercial activated carbon samples are evaluated during tests to remove trace amounts of dioxins dissolved in n-hexane. The solution was prepared from fly ash collected from a municipal solid waste incinerator. The key variables selected were the concentration of dioxins in n-hexane and the dosage of activated carbon. Both polychlorinated dibenzo-p-dioxins (PCDDs) and polychlorinated dibenzofurans (PCDFs) showed very high removal efficiencies (94.7%-98.0% for PCDDs and 99.7%-99.8% for PCDFs). The presence of a large excess of n-hexane solvent had little effect on the removal efficiency of PCDD/Fs. The adsorbed PCDD/Fs showed a linear correlation (R(2) > 0.98) with the initial concentrations. Comparative analysis of adsorption isotherms showed that a linear Henry isotherm fitted better the experimental data (R(2) = 0.99 both for PCDDs and PCDFs) than the more usual Freundlich isotherm (R(2) = 0.88 for PCDDs and 0.77 for PCDFs). Finally, the results of fingerprint analysis indicated that dioxin fingerprint (weight proportion of different congeners) on activated carbon after adsorption did not change from that in hexane.

Topics: Adsorption; Benzofurans; Charcoal; Coal Ash; Dibenzofurans, Polychlorinated; Hexanes; Incineration; Polychlorinated Dibenzodioxins; Solid Waste

Polybrominated dibenzofurans (PBDFs) are a class of highly toxic environmental contaminants which comprises 135 structurally different congeners. While the gas chromatographic separation and analysis of the most polychlorinated dibenzofurans (PCDFs) are well-documented, comparably little data is currently available in the case of PBDFs. In this study dibenzofuran was brominated to give a mixture of ∼40 PBDFs with one to seven bromine atoms. This synthesis mixture was fractionated by both countercurrent chromatography (CCC) with the solvent system n-hexane/toluene/acetonitrile and non-aqueous reversed-phase high performance liquid chromatography (RP-HPLC) with acetonitrile as the mobile phase. All together 80 consecutive CCC fractions and 40 HPLC fractions were taken and analyzed for PBDFs by gas chromatography coupled to mass spectrometry (GC/MS). CCC and RP-HPLC offered orthogonal separation of the PBDF mixture. As a consequence, selected CCC fractions were further fractionated by RP-HPLC. In this way, eight PBDFs could be isolated and the structures of twelve PBDFs were elucidated by proton magnetic resonance spectroscopy ((1)H NMR).

Topics: Benzofurans; Chemical Fractionation; Chromatography, High Pressure Liquid; Countercurrent Distribution; Dibenzofurans, Polychlorinated; Environmental Monitoring; Environmental Pollutants; Gas Chromatography-Mass Spectrometry; Hexanes; Solvents; Toluene

Chemical investigation of the n-hexane and EtOAc fractions of the ethanolic extract from Styrax pohlii (Styracaceae) aerial parts resulted in the isolation of the benzofuran nor-neolignan derivatives egonol (1), homoegonol (2), homoegonol gentiobioside (3), homoegonol glucoside (4) and egonol gentiobioside (5). This is the first report of compounds 1-5 in S. pohlii. Compounds 1-5, the acetyl derivatives 1 a and 2 a, the ethanolic extract (EE), the n-hexane fraction (HF) and EtOAc fraction (EF) were tested for their inhibitory activities against COX-1 and COX-2. The results showed that EE, HF, EF and compounds 1-5 and 1 a-2 a shown weak to moderate inhibition of COX-1 and COX-2. Among the assayed nor-neolignans, 4 gave a COX-1 inhibition of 35.7% at 30 µM. Compound 5 displayed a COX-2 inhibition of 19.7% at 30 µM.

Topics: Benzofurans; Brazil; Cyclooxygenase Inhibitors; Disaccharides; Ethanol; Glucosides; Hexanes; Lignans; Molecular Structure; Plant Extracts; Styrax

Quasi-dynamic leaching characteristics of polychlorinated dibenzo-p-dioxins and dibenzofurans (PCDD/Fs) from raw and solidified air pollution control (APC) residues were examined via a nine-time multiple leaching test. The effect of injected activated carbon in the APC residues on the PCDD/F leachability was also evaluated. When humic acid solution was used as a leachant, the leaching concentrations of PCDD/Fs fluctuated between the first and the fifth leaching, followed by a gradual increase and then suddenly reached maximum values at the leaching sequences around seventh and eighth. This significant enhancement in PCDD/F leachability was mainly due to an increase in the release of highly chlorinated PCDD/Fs. Leaching of PCDD/Fs with n-hexane was, in contrast, primarily caused by the partitioning of hydrophobic PCDD/Fs between the APC residue surface and the liquid phase of n-hexane. Consequently, the largest leaching concentrations for n-hexane tests achieved at the first leaching, followed by a decrease and reached plateaus. Solidification/stabilization (S/S) decreased the PCDD/F leachability up to the fifth leaching by the use of humic acid solution. However, S/S increased the PCDD/F leaching concentrations and rates with n-hexane. The activated carbon in APC residues significantly inhibited the release of PCDD/F with n-hexane. The inhibiting effect provided by activated carbon was, however, less significant by the use of humic acid solution.

Topics: Benzofurans; Carbon; Hexanes; Incineration; Polychlorinated Dibenzodioxins; Refuse Disposal; Soil Pollutants; Solubility; Waste Disposal, Fluid

A selective, sensitive, and precise HPLC method for the simultaneous determination of fluoxetine (FL) and its N-demethylated metabolite norfluoxetine (NFL) in human plasma has been developed. Following extraction with n-hexane, FL, NFL, and fluvoxamine (internal standard) were derivatized with 7-chloro-4-nitrobenzofurazan (NBD-Cl) under weakly alkaline conditions. NBD derivatives were extracted with chloroform after acidification and chromatographed on a reversed-phase column with gradient elution using acetonitrile and 0.1 mol/L nitric acid (pH 3) solution. Calibration curves were linear over the range of 1.0-100.0 ng/mL and 0.1-50.0 ng/mL for FL and NFL, respectively, with inter- and intraassay precision given by a relative standard deviation (RSD%) of less than 9.2%. The lower limits of quantification were 1.0 ng/mL for FL and 0.1 ng/mL for NFL. Recoveries of FL and NFL from plasma at three different concentrations were assessed. Average recovery was about 100% for both substances. The assay was applied to pharmacokinetic study in 2 healthy volunteers after a single oral administration of 40 mg of FL.

Topics: Administration, Oral; Area Under Curve; Benzofurans; Chromatography, High Pressure Liquid; Drug Administration Schedule; Drug Monitoring; Fluoxetine; Fluvoxamine; Half-Life; Hexanes; Humans; Kinetics; Reference Standards; Sensitivity and Specificity