Structure–activity relationships of eugenol derivatives against Aedes aegypti (Diptera: Culicidae) larvae

BACKGROUND: Dengue fever is a severe public health problem for several countries. In order to find effective larvicides to aid control programs, the structure‐activity relationships of eugenol derivatives against Aedes aegypti (Diptera: Culicidae) larvae were evaluated. Additionally, the composition and larvicidal activity of Syzygium aromaticum essential oil was assessed. RESULTS: Four compounds representing 99.05% of S. aromaticum essential oil have been identified. The essential oil was active against Ae. aegypti larvae (LC₅₀ = 62.3 and 77.0 ppm, field‐collected and Rockefeller larvae respectively). The larvicidal activity of eugenol, the major compound of the essential oil, was further evaluated (LC₅₀ = 93.3 and 71.9 ppm, field‐collected and Rockefeller larvae respectively). The larvicidal activity and structure‐activity relationships of synthetic derivatives of eugenol were also assessed. The larvicidal activity of the derivatives varied between 62.3 and 1614.9 ppm. Oxidation of eugenol allylic bond to a primary alcohol and removal of the phenolic proton resulted in decreased potency. However, oxidation of the same double bond in 1‐benzoate‐2‐methoxy‐4‐(2‐propen‐1‐yl)‐phenol resulted in increased potency. CONCLUSION: Structural characteristics were identified that may contribute to the understanding of the larvicidal activity of phenylpropanoids. The present approach may help future work in the search for larvicidal compounds. Copyright © 2012 Society of Chemical Industry     

Associations between weather conditions during the first 45 days after feedlot arrival and daily respiratory disease risks in autumn-placed feeder cattle in the United States

Data on associations between weather conditions and bovine respiratory disease (BRD) morbidity in autumn-placed feedlot cattle are sparse. The goal of our study was to quantify how different weather variables during corresponding lag periods (considering up to 7 d before the day of disease measure) were associated with daily BRD incidence during the first 45 d of the feeding period based on a post hoc analysis of existing feedlot operational data. Our study population included 1,904 cohorts of feeder cattle (representing 288,388 total cattle) that arrived to 9 US commercial feedlots during September to November in 2005 to 2007. There were 24,947 total cases of initial respiratory disease (animals diagnosed by the feedlots with BRD and subsequently treated with an antimicrobial). The mean number of BRD cases during the study period (the first 45 d after arrival) was 0.3 cases per day per cohort (range = 0 to 53.0), and cumulative BRD incidence risks ranged from 0 to 36% within cattle cohorts. Data were analyzed with a multivariable mixed-effects binomial regression model. Results indicate that several weather factors (maximum wind speed, mean wind chill temperature, and temperature change in different lag periods) were significantly (P < 0.05) associated with increased daily BRD incidence, but their effects depended on several cattle demographic factors (month of arrival, BRD risk code, BW class, and cohort size). In addition, month and year of arrival, sex of the cohort, days on feed, mean BW of the cohort at entry, predicted BRD risk designation of the cohort (high or low risk), cohort size, and the interaction between BRD risk code and arrival year were significantly (P < 0.05) associated with daily BRD incidence. Our results demonstrate that weather conditions are significantly associated with BRD risk in populations of feedlot cattle. Defining these conditions for specific cattle populations may enable cattle health managers to predict and potentially manage these effects more effectively; further, estimates of effects may contribute to the development of quantitative predictive models for this important disease syndrome.     

Feedlot health and performance effects associated with the timing of respiratory disease treatment

Generalized linear mixed models were developed using retrospective feedlot data collected on individually treated cattle (n = 31,131) to determine whether cattle performance and health outcomes in feedlot cattle were associated with timing of treatment for bovine respiratory disease (BRD) during the feeding phase. Cattle that died at any point during the feeding phase were removed from the analysis. Information on individual animal performance (ADG, HCW, quality grade, yield grade) and health outcomes (treatments) were incorporated into an economic model that generated a standardized net return estimate for each animal. Prices were standardized to minimize variation between economic outcomes due to market conditions allowing direct comparisons of health and performance effects between animals. While controlling for sex, risk code, and arrival BW class, potential associations between net returns and the timing of BRD identification were investigated using 2 categorical variables created to measure time: 1) weeks on feed at initial BRD treatment, and 2) weeks from BRD treatment to slaughter. The first model using net return as the outcome identified an interaction between weeks on feed at initial BRD treatment and animal arrival BW. Cattle with arrival BW between 227 and 272 kg (5WT) and 273 and 318 kg (6WT) displayed decreased net returns (P < 0.05) if treated during wk 1 as compared with subsequent weeks in the first month of the feeding phase. The cattle with BW between 319 and 363 kg (7WT) and 364 and 408 kg (8WT) exhibited decreased net returns (P < 0.05) if treated during the later weeks of the feeding phase compared with earlier in the feeding phase. The number of times cattle were treated contributed to variation in net returns for the 5WT and 6WT cattle. For the 7WT and 8WT cattle, HCW was the main factor contributing to decreased net returns when cattle were treated late in the feeding phase. The second model identified an interaction between weeks from BRD treatment to slaughter and arrival BW. The 181 to 226 kg of BW, 5WT, 6WT, 7WT, and 8WT cattle all exhibited decreased net returns (P < 0.05) when cattle were on feed fewer weeks from BRD treatment to slaughter. Cattle with more weeks on feed between BRD treatment and slaughter had greater HCW, decreased ADG, and more total treatments compared with cattle treated closer to slaughter. This research indicates that timing of initial BRD treatment is associated with performance and health outcomes.     

A quantitative real‐time PCR assay for detection of Colletotrichum lindemuthianum in navy bean seeds

Bean anthracnose is a seedborne disease of common bean (Phaseolus vulgaris) caused by the fungal pathogen Colletotrichum lindemuthianum. Using seed that did not test positive for the pathogen has been proven to be an effective strategy for bean anthracnose control. To quantify the extent of anthracnose seed infection, a real‐time PCR‐based diagnostic assay was developed for detecting C. lindemuthianum in seeds of the commercial bean class navy bean. The ribosomal DNA (rDNA) region consisting of part of the18S rDNA, 5^.8S rDNA, internal transcribed spacers (ITS) 1, 2 and part of the 28S rDNA of seven races of C. lindemuthianum, 21 isolates of Colletotrichum species and nine other bean pathogens were sequenced with the universal primer set ITS5/ITS4. Based on the aligned sequence matrix, one primer set and a probe were designed for a SYBR Green dye assay and a TaqMan MGB (minor groove binder) assay. The primer set was demonstrated to be specific for C. lindemuthianum and showed a high sensitivity for the target pathogen. The detection limit of both assays was 5 fg of C. lindemuthianum genomic DNA. To explore the correlation between the lesion area and the DNA amount of C. lindemuthianum in bean seed, seeds of the navy bean cultivar Navigator with lesions of different sizes, as well as symptomless seeds, were used in both real‐time PCR assays.     

Settling of insecticide from dip wash mixed with dam water and zinc sulphate and used to control sheep lice (Bovicola ovis)

SUMMARY Insecticidal dipping fluid emulsions, mixed in vitro in dam water containing suspended clay particles and 1% w/v zinc sulphate, were analysed to determine rates of settling of diazinon, cyhalothrin and cypermethrin. Fifteen minutes after mixing, the concentration of the insecticides 5 cm below the surface had declined by 72.5%, 72.8% and 89.4%, respectively. On remixing, the concentration of insecticide in suspension was close to or greater than the initial concentration. In 2 trials, lice were eradicated from sheep showered with dip wash mixed in cloudy dam water to which 1% w/v of zinc sulphate was added. In 12 flock treatments in which 1000 to 2000 sheep were dipped with added zinc sulphate, the concentration of insecticide remained above the minimum lethal for susceptible strains of lice. However, lice were still present 6 months later in 8 of these flocks. When zinc sulphate is added to dip wash, agitation is needed to maintain the insecticide in suspension.     

Methylene group modifications of the N-(Isothiazol-5-yl)phenylacetamides. Synthesis and insecticidal activity.

It has been shown that oxidation at the alpha-carbon of N-(4-chloro-3-methyl-5-isothiazolyl)-2-[p-[(alpha,alpha, alpha-trifluoro-p-tolyl)oxy]phenyl]acetamide (1) is conveniently brought about using dimethylformamide dimethylacetal to give N-(4-chloro-3-methyl-5-isothiazolyl)-beta-(dimethylamino)-p-[(alpha, alpha,alpha-trifluoro-p-tolyl)oxy]atropamide (2), which has served as a common starting point for a variety of functional group transformations. These transformations were found to proceed in moderate to good yields to give derivatives of 1 that retained much of the efficacy associated with the parent amide and have allowed for an expansion of the SAR to be developed. Examples of enamines, enols, enol (thio)ethers, oximes, and hydrazones were prepared. In particular, the enamines derived from low molecular weight amines and amino acids were most active as broad-spectrum insecticides and were found to be even more active than 1 on root-knot nematode.