Effect of a base-catalyzed dechlorination process on the genotoxicity of PCB-contaminated soil

We evaluated the genotoxicity of dichloromethane (DCM) extracts of PCB-contaminated soil before and after the soil had been treated by a base-catalyzed dechlorination process. The treatment process involves heating a mixture of the soil, polyethylene glycol (or hydrocarbons with boiling points of 310–387°C), and sodium hydroxide to 250–350°C. Dechlorination reduced by >99% the PCB concentration of the soil, which was initially 2,200 ppm. The DCM extracts of both control and treated soils were not mutagenic in strain TA100 of Salmonella, but they were mutagenic in strain TA98. Based on results in strain TA98, the base-catalyzed dechlorination process reduced the mutagenic potency of the soil by approximately one-half. The DCM extracts of the soils before and after treatment were equally genotoxic in a prophage-induction assay in . , which detects some chlorinated organic carcinogens that are not detected by the Salmonella mutagenicity assay. These results suggest that treatment of PCB-contaminated soil by base-catalyzed dechlorination reduced the mutagenicity of the soil slightly.     

The use of anthracene as a model compound in a comparative study of hydrous pyrolysis methods for industrial waste remediation

Polycyclic aromatic hydrocarbons are very stable compounds and tend to bioaccumulate in the environment due to their high degree of conjugation and aromaticity. Hydrous pyrolysis is explored as a technique for the treatment of industrial water containing PAH, using anthracene as a model compound. The reactivity of anthracene under a range of temperatures and durations are studied in this paper. Aliquots of 1.0-10.0 mg of anthracene in a range of 1.0-5.0 mL of H₂O are subjected to hydrous pyrolysis under varied conditions of temperature, reagents and duration. The conditions include oxidising systems comprising distilled water, hydrogen peroxide and Nafion-SiO₂ solid catalyst in water; and reducing systems of formic acid and formic acid/Nafion-SiO₂/Pd-C catalysts to assess a range of redox reaction conditions. Oxygen in air played a role in some of the reaction conditions. Pyrolysed products were identified and quantified by the use of Gas Chromatography-Mass Spectrometry (GC-MS). The major products were anthrone, anthraquinone, xanthone from oxidation; and multiple hydro-anthracene derivatives from reductive hydogenation. The nature of reaction conditions influenced the extent of anthracene degradation. The products formed are more reactive (less stable) as compared to anthracene the starting material and will therefore be less persistent in the environment.     

Metabolic transformations of acquired lucibufagins by firefly “femmes fatales”

Summary. Female Photuris fireflies sequester defensive steroidal pyrones (lucibufagins) from male fireflies of the genus Photinus. Lucibufagin analyses of Photuris females and Photinus ignitus males show that the lucibufagin mixtures of predator and prey differ in their composition. Analyses of whole body extracts showed that P. ignitus males contain a mixture of eight non-glycosylated lucibufagins, composed mostly of compounds with two oxygenated positions in the steroidal A-ring (C-3, C-5). After feeding on P. ignitus males, Photuris females contain six major lucibufagins. Three of these compounds are not present in the prey, including the novel lucibufagin glycoside 5β,11α-dihydroxy-12-oxo-3β-O-β-D-xylopyranosylbufalin, and two other lucibufagins with a trioxygenated A-ring (C-2, C-3, C-5). These results indicate that Photuris females transform the sequestered lucibufagins both by glycosylation and oxidation, which could affect the systemic transportability of these compounds due to an increase in their polarity. Received 18 February 1999; accepted 19 April 1999.     

Chemical egg defense in Photuris firefly “femmes fatales”

Summary. Female Photuris fireflies contain defensive chemicals of two types. They sequester steroidal pyrones (lucibufagins) from male fireflies of the genus Photinus that they eat, and themselves produce the defensive betaine N-methylquinolinium 2-carboxylate. Chemical analyses of Photuris eggs showed that females that fed on Photinus males endow their eggs with both lucibufagin and the betaine, while those that did not feed on Photinus lay eggs that contain betaine, but virtually no lucibufagin. Photuris females collected in the field during the Photinus flight season laid eggs that invariably contained betaine, but lucibufagin only at times. Predation experiments showed that Photuris eggs are essentially unacceptable to larvae of a coccinellid beetle (Harmonia axyridis) and an ant (Leptothorax longispinosus), but moderately acceptable to an earwig (Forficula auricularia). When applied experimentally to palatable insect eggs, lucibufagin proved deterrent to these three predators, while the betaine proved deterrent to the ant and coccinellid larva only. Both types of defensive compound decreased egg predation in the field. By endowing their eggs with both exogenous and endogenous chemicals, Photuris females are essentially “maximizing their options”– when feeding on Photinus, their eggs are doubly protected, but they are not entirely defenseless when the females are unable to procure lucibufagin. Received 12 August 1999; accepted 27 August 1999     

Prospecting for nature's chemical riches

Reprinted with permission from Issues in Science and Technology (1990) 6(2):31–34     

Systemic retention of ingested cantharidin by frogs

Summary Frogs(Rana pipiens) fed on blister beetles (Meloidae) or cantharidin, retain cantharidin systemically. After cessation of feeding, they void the compound relatively quickly. Systemic cantharidin does not protect frogs against ectoparasitic feeding by leeches(Hirudo medicinalis) or predation by snakes(Nerodia sipedon). As suggested by our data, and from reports in the early literature, ingestion of cantharidin-containing frogs can pose a health threat to humans.Paper no. 95 of the seriesDefense Mechanisms of Arthropods; no. 94 is LaMunyon & Eisner, Psyche (in press)     

Chemische Reaktionen von Chlorvinylarsinverbindungen (Lewisit)

2,2′-Dichlorodivinylarsine chloride (Lewisite II) react by room temperature quickly with alcohols in an equilibrium reaction to yield 2,2′-Dichlorodivinylarsine ether. The reactions are not quantitative. The methyl-, ethyl-and propylether are not stable.