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Abstract: The degradation of a chiral nonylphenol isomer, 4-(1-ethyl-1,4-dimethylpentyl)phenol (NP112), in two agricultural soils from Monheim and Dortmund, Germany has been studied. The degradation of NP112 and the formation of a nitro-nonylphenol metabolite were determined by means of GC–MS analysis. The degradation followed bi-exponential order kinetics, with half-life of less than 5 days in both soils. The nitro-metabolite was found at different concentration levels in the two soils. The nitro-metabolite of NP112 was more persistent than its parent compound. After 150 days about 13% of the initially applied NP112 remained in the Monheim soil as its nitro-metabolite. Results of the E-screen assay revealed that the nitro-NP112 has oestrogenic potency of 85% of that of NP112. Furthermore, the results of chiral GC–MS analysis revealed that no chiral degradation of NP112 occurred in this study. [Copyright &y& Elsevier]

Residues of phenazone-type pharmaceuticals originating from spills of a former pharmaceutical production plant have recently been detected in ground water in Berlin, Germany. The degradation pathways of phenazone, propyphenazone, and dimethylaminophenazone (DMAA) during water purification were enlightened in batch experiments with groundwater and filter material obtained from operating waterworks. For phenazone and propyphenazone a complete biological transformation into their respective metabolites 1,5-dimethyl-1,2-dehydro-3-pyrazolone (DP) and 4-(2-methylethyl)-1,5-dimethyl-1,2-dehydro-3-pyrazolone (PDP) was observed. Generally, removal of phenazone-type pharmaceutical residues during rapid sand filtration was almost exclusively caused by microorganisms only present in polluted raw water. DMAA applied to fresh filter materials was rapidly degraded into its metabolites 1-acetyl-1-methyl-2-phenylhydrazide (AMPH), acetoaminoantipyrine (AAA), formylaminoantipyrine (FAA), and 1-acetyl-1-methyl-2-dimethyloxamoyl-2-phenylhydrazide (AMDOPH). DMAA, AAA, and FAA were, however, only detected at low levels in a few samples of purified water from an operating water works. Whereas, the metabolites AMDOPH and DP were detected up to 1μgl−1. Propyphenazone was rapidly removed and AMPH, phenazone, and PDP were only measured with concentrations in the low ngl−1 range. The concentrations of the metabolites DP and PDP are even higher in the purified water than in the raw water caused by their formation during degradation of phenazone and propyphenazone. Reduction of filtration velocity on an experimental filter from 5mh−1 down to 2mh−1 resulted in improved removal of phenazone, propyphenazone and their metabolites DP and PDP, respectively. AMDOPH, however, was highly persistent in all experiments independent from filtration velocities and contact times. [Copyright &y& Elsevier]

The fate of two differently labelled radioactive forms of 17α-ethinylestradiol (EE2) was studied during the membrane bioreactor (MBR) process. The laboratory-scale MBR specially designed for studies with radioactive compounds was operated using a synthetic wastewater representative of the pharmaceutical industry and the activated sludge was obtained from a large-scale MBR treating pharmaceutical wastewater. By applying in MBR a concentration of 8 g/L mixed liquor solid suspension and a sludge retention time of 25 days over the whole test period (35 days), the removal performance of C-, N- and P-ranged between 80% and 95%. Balancing of radioactivity could demonstrate that real mineralization is <1%, while radioactivity mainly remained sorbed in the reactor, resulting in a removal of approximately 80%. The same metabolite pattern in the radiochromatograms for the two different labelling protocols led us to assume that the elimination pathway does not involve the removal of the ethinyl group from EE2 molecule. [Copyright &y& Elsevier]

Abstract: The content of hypericins (hypericin and pseudohypericin), hyperforin, and flavonoids (rutin, hyperoside, quercitrin, and quercetin) and genetic profiles of eight accessions of Hypericum perforatum L., collected from different locations in India, have been determined. The secondary metabolite content was determined using a highly selective LC/MS/MS method. Pearson and Spearman''s correlation coefficient were used to investigate the relationships between the secondary metabolites and a significant positive correlation was found between hypericin and pseudohypericin contents. Genetic profiling was undertaken using the random amplification of polymorphic DNA (RAPD) and single sequence repeat (SSR) methods. Among the 49 random primers used for the initial screening, only nine yielded polymorphic RAPD profiles. The SSR analysis shows that seven out of the 11 primers were polymorphic. There exists only a partial correlation between the chemical content and genetic profiling data among the accessions under study. [Copyright &y& Elsevier]