A new derivatization method for a determination of MX and related hydroxyfuranones in water

An extremely potent mutagen, 3‐chloro‐4(dichloromethyl)‐5‐hydroxy‐2(5/f)‐furanone (MX) is commonly present in chlorinated drinking water. Due to its high mutagenic activity and according to WHO guidelines its concentration should be controlled in drinking waters. Determination of MX is difficult due to ppt levels at which the compound usually exists in drinking waters. Derivatization with 2‐propanol is presented as a method which significantly lowers GC/MS detection level of MX. Suitability of 2‐propylation for derivatization of other hydroxyfuranones is also shown.     

生物流化床预处理对饮用水致突变活性的影响

以Ｃ市市区内受污染的Ｎ河水为原水,在实验室内建立起生物流化床预处理－－传统工艺的组合净水工艺。对原水,传统工艺,生物流化床预处理,组合工艺的出水及其相应的氯化出水Ａｍｅｓ试验致突变性研究。以ＲＭ和水样比活性表示,非氯化水样的结果表明：传统工艺和生物预处理都会使原水的致突变性有所提高,后者的增幅大于前者;生物预处理能使两类致突变物尤其是碱基置换型致突变物发生有利于被后续传统工艺去除的变化,使组合工艺     

Synthesis of 2,5‐diaryl‐2,4‐pentadienenitriles and their spectral,fluorescence and mutagenic properties

The condensation of substituted cinnamaldehydes and arylacetonitriles using sodium ethoxide in ethanol at room temperature afforded 2,5‐diaryl‐2,4‐pentadienenitriles in good yield. The structure of the reaction products was established on the basis of their infrared, nuclear magnetic resonance and elemental analysis data. Two representative compounds were studied for their mutagenic activity. One of them showed a weak mutagenicity while the second showed a high mutagenic activity in TA97a Salmonella strain. Both were negative in TA100. Some of these pentadienenitriles showed fluorescence in solutions.     

Analyses of PAHs (polycyclic aromatic hydrocarbons) and mutagenicity in raw and chlorinated water

Both raw water and chlorinated drinking water samples were collected from and the Liu‐Du water treatment plant in northern Taiwan from October 1990 to April 1992. The polycyclic aromatic hydrocarbons (PAHs) and mutagenicity in these water samples were analyzed by GC/MS and Ames test. The Mutagenicity/DMSO (Dimethyl Sulfoxide) ratio in S. typhimurium TA98 and TA100 with or without S9 mixture increased, even higher than 2, following the sequence of unit process. It was observed that the mutagenicity with TA98 (S9+) was highly related to most of PAHs in the raw water; while the mutagenicity with TA98 (S9+) was only correlated with DbA and BghiPr in the treated water. It could be expected that the mutagenicity level was controlled by other predominant components after the raw water was treated, for example, the chlorination process.     

Nitropyridoindoles—Formation,characterization and mutagenicity

Nitration of pyridoindoles (β‐carbolines) was carried out using different nitration methods and structural assignments of these nitro compounds were made using different spectroscopic techniques. The mutagenic activity of these nitro derivatives was studied using Salmonella typhimurium strains TA 98 NR and TA 100 NR in the absence as well as in the presence of S‐9 mix. Only trinitro derivatives were found to be highly mutagenic to strain TA 98 NR.     

Anaerobic degradation of 4‐chlorophenol under denitrifying conditions with nitrate as the only electron acceptor

A denitrifying bacterium was isolated from activated sludge after enrichment on 4‐chlorophenol under anoxic, denitrifying conditions, and the microbial degradation of 4‐chlorophenol by this bacterium, with nitrate as the only electron acceptor, was investigated. The bacterium was capable of degrading up to 5 mM 4‐chlorophenol with stoichiometric release of chloride under denitrifying conditions. Anaerobic degradation of 4‐chlorophenol was dependent on nitrate as an electron acceptor. Nitrate (10 mM) severely inhibited the growth by the toxic effect of the accumulated nitrite. The optimum nitrate concentration for cell growth and chlorophenol degradation was 6 mM.     

Chlorophenol tolerant and degradative bacteria isolated from a river receiving pulp mill discharges

A screening was carried out in a river receiving pulp mill discharges (BioBio river, central Chile) to study the bacterial population able to tolerate and degrade chlorophenols. In four selected stations and at different seasons, water samples were taken from the river. Total bacterial population and the number of chlorophenol tolerant bacteria were counted. Bacterial tolerance to 25, 50, 100, 200 and 400 μg/ml of 2,4‐dichlorophenol (DCP), 2,4,6‐trichlorophenol (TCP) and pentachlorophenol (PCP) was determined. Strains able to tolerate at least 400 μg/ml chlorophenols were found. Eighteen bacterial strains able to use chlorophenols as the sole carbon source were isolated: five of them were Pseudomonas fluorescens, two Alcaligenes sp., one Citrobacter freundii, one Aeromonas sp. and nine unidentified Gram negative bacilli. A good correlation (r ² = 0.758) between the logarithm of DCP tolerant bacteria and the content of adsorbable organic halogen (AOX) at low dilution in the river water was established. Four groups of tolerant bacteria were found: growing on PCP and DCP, growing on PCP and TCP, growing only on PCP and growing only on TCP.     

Antimutagenic and bacteriostatic activities of Schiff‐base compounds derived from aminoguanidine,semicarbazone and thiosemicarbazone and a copper(II)‐coordination complex

The Schiff‐base aminoguanidine compounds including a resorcylidene aminoguanidine copper(II) complex that were synthesized at our laboratory posses non‐mutagenic properties when tested with Ames test using Salmonella typhimurium TA97, TA100 and TA102 bacterial strains. These compounds were tested as possible pharmacological agents in preventing a wide array of illnesses. Additionally, some of these compounds exhibit strong antimutagenic and bacteriostatic activity. Nitrovin, a known mutagen, was used in the antimutagenicity tests as the inducer. A three‐dimensional projection of the copper(II) complex was derived by the semi‐empirical method ZINDO/1 to obtain additional information about its structure, and to help elucidate a possible mechanism of action.     

Modification of mutagenic activity of benzo[a]pyrene by trace elements in the Ames assay

Benzo[a]pyrene (BaP) is one of the most ubiquitous environmental contaminants and exerts potent carcinogenicity and mutagenicity. In the presence of rat liver S9 mix, four trace elements, germanium (Ge), iron (Fe), zinc (Zn), and molybdenium (Mo), were included in the Ames Salmonella microsome/mutagenic assay to test their inhibitory effects on BaP-induced mutations. All trace elements were found to exert an inhibitory effect in tester TA98 and TA100 strains; Fe was the most potent among the elements tested, whereas Zn was weakly inhibitory to prevent mutations. The present findings demonstrate that the antimutagenic potential of trace elements, notably Fe, may be attributed to its modulatory effect on the bioactivation and detoxification processes of BaP.     

Comparative in vitro metabolism of chloroxylenol,chlorophene, and triclosan with rat,mouse, and human hepatic microsomes

A number of studies have reported the presence of chlorinated phenols, commonly used as antiseptics, in the environment. Chloroxylenol, chlorophene, and triclosan are three such chemicals believed to have leached into water supplies through the wastewater treatment facilities. Understanding how these compounds are metabolized is important in determining the risks of chemical exposure. In this study, we compared the in vitro metabolism of these three chlorinated phenols with rat, mouse, and human liver microsomes. The structures of the metabolites formed during the microsomal reactions were identical when rat, mouse, and human liver extracts were used, but variations existed in the kinetics of the reactions.     

长江沉积物中痕量氯代酚类化合物的测定

本文利用同位素稀释质谱法对长江南京段沉积物中１８种氯代酚进行了分离鉴定,结果表明,沉积物中ＣＰｓ的含量以五氯苯酚为主,     

Gas chromatographic studies of chlorinated phenols,chlorinated anisoles,and chlorinated phenylacetates

The g.l.c. retention times of all chlorinated phenols, anisoles, and phenylacetates on different capillary columns are presented. The relative retention times of the chlorinated phenols are discussed with reference to their pK_a values and their toxicities.     

Regression models for octanol‐water partition coefficients,and for bioconcentration in fish

Octanol‐water partition coefficients (P) of a number of organochlorine insecticides (OCs) are presented. The merits of log‐log regressions between experimental ? values and calculated estimates of P, solute activity coefficients in water, solute molecular surface area data, and reversed‐phase liquid‐chromatographic net retention data, are critically evaluated for several classes of pollutants: polycyclic aromatic hydrocarbons (PAHs), chlorinated benzenes, chlorinated biphenyls and OCs. Special attention is paid to the predictive accuracy of such semi‐empirical regressions in connection with possible effects of solute molecular shape and polarity.

Finally, bioconcentration and ‐accumulation of hydrophobic pollutants in fish are briefly discussed.     

饮用水遗传毒性测试中TA98和TA100的敏感度和可靠度比较

为了寻找适合我国水质特征的Ames试验简化方法,作者通过广泛的文献调研,对近30年以来,我国研究者用Ames试验评价饮用水和水源水的遗传毒性的实验数据进行了总结和分析。结果发现,TA98-S9测试体系的敏感度和可靠度最高,TA98+S9次之,TA100-S9与TA100+S9 2个测试体系对Ames试验结果的影响几乎可以忽略。只用1个TA98-S9测试体系的方法 1,仅用25%的工作量,可获得91%的致突变阳性检出率和74%的有效数据率;采用TA98-S9和TA98+S9 2个测试体系的方法 2,使用50%的工作量,可获得96%的阳性检出率和96%的有效数据率。据此,作者建议:采用Ames试验评价我国饮用水和水源水的遗传毒性时,可以将通常采用的4个测试体系的方法 4,简化为只采用TA98-S9与TA98+S9 2个测试体系的方法 2。在仅进行致突变性定性评价时,或者在费用或水样量不足等条件下,则可使用更为简化的方法 1,更利于Ames试验的广泛应用。     

Evaluation of the antimutagenic and antiradical potentials of extracts from the tubers of (Tunisian) Cyperus rotundus

The mutagenic potential of aqueous, total oligomers flavonoids (TOF), ethyl acetate and methanol extracts from tubers of Cyperus rotundus L. was assessed using Ames Salmonella tester strains TA98 and TA100, and SOS chromotest strain Escherichia coli PQ37 with and without metabolic activation (S9). None of the different extracts produced a mutagenic effect. Likewise, the antimutagenicity of the same extracts was tested using the “Ames test” and the “SOS chromotest”. Our results showed that C. rotundus extracts possess antimutagenic effects against S. typhimurium TA98 and TA100 strains towards the mutagen aflatoxin B1 (AFB1), similar to E. coli PQ37 strain against AFB1 and Nifuroxazide mutagens using the SOS chromotest assay. A free radical scavenging test was used in order to explore the antioxidant capacity of the extracts obtained from the tubers of C. rotundus. TOF, ethyl acetate and methanol extracts showed an important free radical scavenging activity towards the 1,1-diphenyl-2-picrylhydrazine (DPPH) free radical. These extracts showed an IC50 value of respectively 5, 20 and 65?µg?mL^?1. The beneficial effects of TOF, ethyl acetate and methanol extracts of C. rotundus were assessed by antioxidant and antimutagenic activities.     

Dissipation of fluvalinate and characterisation of its degradation products on chickpea crop by mass spectroscopy

Fluvalinate was applied on chickpea crop at (i) 0.056, (ii) 0.112 and (iii) 0.56 kg a.i. ha^‐1 to evaluate its rate of dissipation. Two major degradation products of fluvalinate formed on the crop were identified and characterised as phenoxybenzoic acid and 2‐[2‐chloro‐4‐(trifluoromethyl)anilino]‐3‐methylbutanoic acid. They were estimated in day‐5 and day‐10 samples of chickpea crop as their methyl esters by gas liquid chromatography.     

Mutagenicity assessment of textile dyes from Sanganer (Rajasthan)

Sanganer town, district Jaipur (Rajasthan, India) is famous worldwide for its hand block dyeing and textile printing industries. These industries use a variety of chemicals and dyes during processing and finishing of raw materials. Most of the textile dyes used by these industries have not been evaluated for their impact on health and the environment. The workers in these industries are exposed to such dyes with no control over the length and frequency of exposure. Further, untreated and sometimes even treated effluents from these industries are released into surface waters of Amani Shah drainage or through the drainage systems, seep into the ground water and adjoining water bodies. Since many textile dyes are known carcinogens and mutagens, a complete evaluation of the safety of these dyes in the human environment must include an evaluation of their genotoxicity or mutagenicity. A total of 12 textile dyes from Sanganer were tested for their mutagenicity, by Ames Salmonella reversion assay using strain TA 100 of Salmonella typhimurium. Only 1 dye, Red 12 B showed absence of mutagenic activity. The remaining 11 dyes were all positively mutagenic.     

Gentoxische Substanzen in Wässern

Waste waters with genotoxic potential are produced in various technical processes. Diffuse sources such as traffic and agriculture as well as point sources as mining, power plants, waste and waste water treatment facilities may emit water which shows mutagenic activity in bacteria test systems. A variety of compounds is known as mutagenes but in case studies it was not possible to assign the mutagenic potential of water to specific compounds. The chlorination and ozonation of drinking water may also generate genotoxic and cancerogenic compounds but at present it is not possible to assess the health risk of various drinking water disinfection methods.     

Analysis of carcinogenic and mutagenic aromatic amines: An overview

The aromatic amines represent a category of considerable importance in terms of their broad industrial utilization per se as well as intermediates in the manufacture, of a wide variety of dyes which have been broadly used in textile, leather, plastic and paper products as well as in permanent and semi‐permanent coloring products. The exposure to these agents, a number of which are carcinogenic and/or mutagenic, can occur primarily via skin contact and inhalation and covers the spectrum of occupational, consumer and the general public. This overview will principally highlight a number of the recently applied methodologies (including GLC, HPLC, and SPF) for the analyses of benzidines, naphthylamines, aminobiphenyls, methylene bis(2‐chloro‐aniline); 2,4‐diaminotoluene and 2,4‐diaminoanisole with a focus on their determination in environmental and occupational samples.     

Reaction of chlorimuron‐ethyl with diazomethane

Methylation of chlorimuron‐ethyl with etheral solution of diazomethane gave ethyl‐2‐[[[[(4‐chloro‐6‐methoxy‐2‐pyrimidinyl) N‐methylamino] carbonyl] N‐methylamino] sulfonyl] benzoate (dimethyl derivative of chlorimuron‐ethyl) as the major product along with 4‐chloro‐6‐methoxy‐2‐N‐methylamino pyrimidine, 2‐aminomethyl sulfonyl benzoic acid, ethyl‐2‐[(N‐methylamino) sulfonyl] benzoate, ethyl‐2‐[N,N‐dimethylamino) sulfonyl] benzoate and o‐benzoic sulf‐N‐methylimide as the minor products.