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N-Alkylaryltriazine Herbicides: A Possible Link Between Triazines and Phenylureas
- Gary Gardner, James R. Sanborn, John R. Goss
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- Journal:
- Weed Science / Volume 35 / Issue 6 / November 1987
- Published online by Cambridge University Press:
- 12 June 2017, pp. 763-769
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A comparison of the structure of the α-methylbenzyl analogue (MBAT) of atrazine with the Photosystem II herbicides atrazine [6-chloro-N-ethyl-N′-(1-methylethyl)-1,3,5-triazine-2,4-diamine] and diuron [N′-(3,4-dichlorophenyl)-N,N-dimethylurea] suggested that N-alkylbenzyltriazines may be a structural bridge between the triazines and the phenylureas. In the phenylureas, the addition of chlorines at the meta and/or para positions produces a marked increase in activity. Chloro-substituted derivatives of MBAT were synthesized to determine whether this structure-activity relationship also applies to the alkylaryltriazines. Addition of a chlorine to MBAT at the 4-position (CMBAT) caused a substantial increase in intrinsic activity, and a second chlorine at the 3-position (DCMBAT) caused a further increase. In direct comparisons, DCMBAT was more active in vitro than terbuthylazine [6-chloro-N-ethyl-N′-(1,1-dimethylethyl)-1,3,5-triazine-2,4-diamine], the most active chlorotriazine, and was also more active than diruon. The effects of DCMBAT were also measured on triazine-resistant pigweed (Amaranthus hybridus L. # AMACH) both in vivo and in vitro. The activity of this compound in triazine-resistant chloroplasts was intermediate between that of atrazine and diruon both in inhibition of photosynthetic electron transport and in competition for diuron binding sites, with half-maximal values falling in the micromolar range. Whole plant phytotoxicity of DCMBAT on triazine-resistant pigweed was also intermediate between that of diuron and atrazine. Since DCMBAT is a triazine with biological properties similar to that of a urea, we conclude that in a functional as well as structural sense, DCMBAT is a herbicide that is a hybrid between a triazine and a urea.
Determination of Herbicide Inhibition of Photosynthetic Electron Transport by Fluorescence
- Edward P. Richard, Jr., John R. Goss, Charles J. Arntzen, Fred W. Slife
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- Journal:
- Weed Science / Volume 31 / Issue 3 / May 1983
- Published online by Cambridge University Press:
- 12 June 2017, pp. 361-367
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The kinetics of chlorophyll (Chl) fluorescence was used as a tool for detecting herbicide inhibition in studies using intact soybean [Glycine max (L.) Merr.] leaves. The terminal level of fluorescence (FT), obtained 150 s after the onset of illumination of the abaxial leaf surface, was found to be independent of the dark preadaptation interval and to vary little between leaflets and leaves within and among untreated plants. Increases in FT were detected in plants following the foliar application of herbicides which inhibit photosynthetic electron transport. Fluorescence measurements indicated significant electron transport inhibition in leaves following treatment with 40-mM solutions of either atrazine [2-chloro-4-(ethylamino)-6-(isopropyiamino)-s-triazine] or diuron [3-(3,4-dichlorophenyl)-1,1-dimethylurea] after 0.5 and 1 h, respectively. Results of this study indicate that Chl fluorescence can be used to measure injury qualitatively by photosynthetic electron transport-inhibiting herbicides in intact plants long before visual symptoms of injury occur. Possible uses of this sensitive, rapid, and non-destructive technique for studying herbicide penetration as affected by adjuvants and environmental factors are discussed.
Intake rates and the functional response in shorebirds (Charadriiformes) eating macro-invertebrates
- John D. Goss-Custard, Andrew D. West, Michael G. Yates, Richard W. G. Caldow, Richard A. Stillman, Louise Bardsley, Juan Castilla, Macarena Castro, Volker Dierschke, Sarah. E. A. Le. V. dit Durell, Goetz Eichhorn, Bruno J. Ens, Klaus-Michael Exo, P. U. Udayangani-Fernando, Peter N. Ferns, Philip A. R. Hockey, Jennifer A. Gill, Ian Johnstone, Bozena Kalejta-Summers, Jose A. Masero, Francisco Moreira, Rajarathina Velu Nagarajan, Ian P. F. Owens, Cristian Pacheco, Alejandro Perez-Hurtado, Danny Rogers, Gregor Scheiffarth, Humphrey Sitters, William J. Sutherland, Patrick Triplet, Dave H. Worrall1, Yuri Zharikov, Leo Zwarts, Richard A. Pettifor
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- Journal:
- Biological Reviews / Volume 81 / Issue 4 / November 2006
- Published online by Cambridge University Press:
- 24 July 2006, pp. 501-529
- Print publication:
- November 2006
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As field determinations take much effort, it would be useful to be able to predict easily the coefficients describing the functional response of free-living predators, the function relating food intake rate to the abundance of food organisms in the environment. As a means easily to parameterise an individual-based model of shorebird Charadriiformes populations, we attempted this for shorebirds eating macro-invertebrates. Intake rate is measured as the ash-free dry mass (AFDM) per second of active foraging; i.e. excluding time spent on digestive pauses and other activities, such as preening. The present and previous studies show that the general shape of the functional response in shorebirds eating approximately the same size of prey across the full range of prey density is a decelerating rise to a plateau, thus approximating the Holling type II (‘disc equation’) formulation. But field studies confirmed that the asymptote was not set by handling time, as assumed by the disc equation, because only about half the foraging time was spent in successfully or unsuccessfully attacking and handling prey, the rest being devoted to searching.
A review of 30 functional responses showed that intake rate in free-living shorebirds varied independently of prey density over a wide range, with the asymptote being reached at very low prey densities (<150/m−2). Accordingly, most of the many studies of shorebird intake rate have probably been conducted at or near the asymptote of the functional response, suggesting that equations that predict intake rate should also predict the asymptote.
A multivariate analysis of 468 ‘spot’ estimates of intake rates from 26 shorebirds identified ten variables, representing prey and shorebird characteristics, that accounted for 81% of the variance in logarithm-transformed intake rate. But four-variables accounted for almost as much (77.3%), these being bird size, prey size, whether the bird was an oystercatcher Haematopus ostralegus eating mussels Mytilus edulis, or breeding. The four variable equation under-predicted, on average, the observed 30 estimates of the asymptote by 11.6%, but this discrepancy was reduced to 0.2% when two suspect estimates from one early study in the 1960s were removed. The equation therefore predicted the observed asymptote very successfully in 93% of cases.
We conclude that the asymptote can be reliably predicted from just four easily measured variables. Indeed, if the birds are not breeding and are not oystercatchers eating mussels, reliable predictions can be obtained using just two variables, bird and prey sizes. A multivariate analysis of 23 estimates of the half-asymptote constant suggested they were smaller when prey were small but greater when the birds were large, especially in oystercatchers. The resulting equation could be used to predict the half-asymptote constant, but its predictive power has yet to be tested.
As well as predicting the asymptote of the functional response, the equations will enable research workers engaged in many areas of shorebird ecology and behaviour to estimate intake rate without the need for conventional time-consuming field studies, including species for which it has not yet proved possible to measure intake rate in the field.