The pyrethrins and related compounds. Part XXXV. Esters of aryl-substituted cyclopentane alcohols and analogues

Synthesis of a range of 1-, 2-and 3-phenyl, benzyl and phenethyl substituted cyclopentanols and cyclopentylmethyl alcohols and related unsaturated compounds is reported. Results of bioassays of their esters with known pyrethroidal acids against two species of insect lead to recognition of some structure-activity relationships in this series. The distance and relative orientation between the alcoholic and aryl functions appears crucial, but in other respects the nature of the spacer group between them is less important. The most effective alcoholic components are based on cyclopentenes.     

The pyrethrins and related compounds. Part XXXIV. Optimisation of insecticidal activity in non-esters

Optimisation of activity within the structural constraints defined by the preceding work, by varying the substituents on phenyl in the acid fragment (10 variations), the nature of the group fulfilling the dimethyl function (three variations), the central linking group (four variations) and the presence or absence of a 4-fluoro substituent in the alcohol fragment, has led to achiral compounds as active as bioresmethrin against houseflies and mustard beetles. Statistical analysis of the effects has shown that particular combinations, for instance the cyclopropyl form of dimethyl with a central E-alkene group (but not a central ether group), lead to higher activity than expected. 4-Fluoro substitution enhances activity more strongly against mustard beetles. Difluorocyclopropyl compounds are on average slightly more active than cyclopropyl analogues.     

Experimental infection of normal and immunosuppressed pigs with Pseudomonas pseudomallei

A single dose of 5 x 10(8) bacilli of Pseudomonas pseudomallei by intratracheal injection resulted in acute (21 cases) or chronic (19 cases) melioidosis in 40 of 48 pigs. Fifteen (10 acute and 5 chronic) had been immunosuppressed by cyclophosphamide before inoculation. The major clinical signs were initial fever, marked neutrophilia and, in the acute cases, respiratory distress. There were no signs of the nasal and ocular discharge, paresis or diarrhoea seen in acute cases in south-east Asia. The cyclophosphamide treatment caused a significant decrease in the neutrophil count by 7 d after inoculation in all 15 immunosuppressed pigs, and all were culture positive at necropsy. Eight of the 33 non-treated pigs were culture negative at necropsy. Pigs overcoming the initial phase of infection had more abscess-like nodules that were bacteriologically sterile at necropsy than the pigs with acute cases of melioidosis. P. pseudomallei was isolated predominantly from the spleen, lungs and the injection site. Although only one strain was used in this study, it is likely that Australian strains of P. pseudomallei are not as virulent as the south-east Asian isolates.     

Genetic and environmental effects on glucosinolate content and chemoprotective potency of broccoli

Broccoli is well recognized as a source of glucosinolates and their isothiocyanate breakdown products. Glucoraphanin is one of the most abundant glucosinolates present in broccoli and its cognate isothiocyanate is sulphoraphane, a potent inducer of mammalian detoxication (phase 2) enzyme activity and anti‐cancer agent. This study was designed to measure: glucosinolate levels in broccoli florets from an array of genotypes grown in several environments; the elevation of a key phase 2 enzyme, quinone reductase, in mammalian cells exposed to floret extracts; and total broccoli head content. There were significant environmental and genotype‐by‐environment effects on levels of glucoraphanin and quinone reductase induction potential of broccoli heads; however, the effect of genotype was greater than that of environmental factors. The relative rankings among genotypes for glucoraphanin and quinone reductase induction potential changed, when expressed on a per head basis, rather than on a concentration basis. Correlations of trait means in one environment vs. means from a second were stronger for glucoraphanin and quinone reductase induction potential on a per head basis than on a fresh weight concentration basis. Results of this study indicate that development of a broccoli phenotype with a dense head and a high concentration of glucoraphanin to deliver maximum chemoprotective potential (high enzyme induction potential/glucoraphanin content) is a feasible goal.     

Gram-negative identification card for identification of Salmonella, Escherichia coli, and other Enterobacteriaceae isolated from foods: collaborative study

Twelve laboratories evaluated the Gram-Negative Identification (GNI) Card to identify members of the Enterobacteriaceae. Eighty-four isolates, previously isolated from foods, were used in the collaborative study; the isolates represented 12 genera within the Enterobacteriaceae group. Each collaborator streaked each isolate on tryptic soy agar plates for purity. In the method, plates are incubated 18-24 h at 35 degrees C. Isolated colonies are then subcultured to tryptic soy agar slants and incubated 18-24 h at 35 degrees C. An emulsion is made from the growth on the slant in 1.8 mL 0.45% sodium chloride solution. The GNI Card is filled and placed in a reader/incubator. Isolates are identified and an identification is printed. The Vitek System correctly identified 96.7% of Salmonella sp., 97.0% of Escherichia coli, and an average of 93.8% of the other enteric genera. The method using the Vitek System and GNI Card has been approved interim official first action by AOAC as a screening method for the presumptive identification of Salmonella sp., E. coli, and other Enterobacteriaceae isolated from foods.     

Imaging and photometry of comet C/1999 S4 (LINEAR) before perihelion and after breakup

We analyzed photometric measurements and images of comet C/LINEAR before perihelion and after its breakup. Results from our photometry data include a lower limit of 0.44 kilometer for the radius of the nucleus before breakup, and a determination that it was depleted in carbon-chain molecules relative to most other comets. Our imaging and modeling results, which include a constraint on the rotational state of the nucleus, indicate that the disintegration likely started on 18 or 19 July 2000. The total mass detectable in the dust tail after the breakup was 3 x 10(8) kilograms, comparable to one of the fragments in the Hubble Space Telescope images; we therefore infer that most of the comet's original mass is hidden in remnants between 1 millimeter and 50 meters in diameter.     

Insecticidal activity of the pyrethrins and related compounds. Part XI. Relative potencies of isomeric cyano-substituted 3-phenoxybenzyl esters

The insecticidal activities to Musca domestica L. and Phaedon cochleariae Fab. of a series of 3-phenoxybenzyl pyrethroid esters with a cyano substituent at the 2-, 6-. (R)-α-, or (S)-α-position are compared with those of the unsubstituted analogues. Only an (S)-α-substituent enhances activity; others diminish or almost eliminate it. (RS)-α-mixtures are generally less active than would be predicted from the potencies of their separate constituents.     

Development of resistance to pyrethroids in insects resistant to other insecticides

Resistance to pyrethroids in insects is rare, but its recent rapid development in the field suggests that this resistance may be facilitated by previous exposure to or by resistance to insecticides of unrelated groups. To test this houseflies of strain 49_r2b, originally resistant to dimethoate in the field, were selected eight times during ten generations with either pyrethrum extract or bioresmethrin with or without piperonyl butoxide or with dimethoate. Selecting with any of the pyrethroids led to resistance to these insecticides and in particular to pyrethrum/piperonyl butoxide. Selecting with pyrethrum/piperonyl butoxide resulted in strongest resistance to the pyrethroids tested, whereas selecting with bioresmethrin/piperonyl butoxide resulted in least resistance. These results show that dimethoate-resistant flies selected with pyrethroids can readily develop resistance to these insecticides, but development of resistance can be minimised by using bioresmethrin/piperonyl butoxide. The implications of these findings on the sequential use of insecticides are discussed.