The adsorption and photolysis of the herbicide bensulfuron-methyl [2-(4, 6-dimethoxypyrimidm-2-carbamoylsulfamoyl)-o-toluic acid methyl ester] on homoionic Na+-, Ca2+- and Fe3+-montmorillonite and kaolinite clays were studied. The Freundlich adsorption coefficient, Kf, measured from isotherms on clays followed the order Na+ < Ca2+ < Fe3+. Montmorillonite showed a greater adsorptive capacity than kaolinite. Analysis of Fourier transform infrared spectra of bensulfuron-methyl adsorbed on clay suggested probable bonding interactions between bensulfuron-methyl and homoionic clays. The photolysis rate of herbicide adsorbed on homoionic clay surfaces was quite slow to its free state and decreased in the order Na+ > Ca2+ > Fe3+, indicating that adsorption may have prevented photolysis.

In Iran, monochoria is a noxious weed in fields of transplanted rice. Two field experiments were conducted to assess the efficacy of soil-applied and foliar-applied herbicides to control monochoria in transplanted rice. Prepackaged herbicides (triafamone plus ethoxysulfuron applied at 40 g ai ha−1, pyrazosulfuron-ethyl plus pretilachlor applied at 382.5 g ai ha−1, and pendimethalin plus clomazone applied at 1,200 g ai ha−1) reduced monochoria biomass by 100%, 100%, and 14%, respectively; and a single application of flucetosulfuron at 30 g ai ha−1, pendimethalin at 990 g ai ha−1, thiobencarb at 2,750 g ai ha−1, and pretilachlor at 1,000 g ai ha−1 reduced monochoria biomass by 100%, 99%, 75%, and 56%, respectively, compared with a nontreated control. Tank-mixed bensulfuron-methyl at 45 g ai ha−1 applied with pretilachlor, thiobencarb, or pendimethalin provided 100% control of monochoria. Rice height, and straw and grain yield were greater after herbicide treatments than those of the nontreated and hand-weeded controls, indicating the advantages of chemical control of monochoria over manual weeding. Full-season monochoria interference reduced rice grain yield by 32%. In the second study, the herbicides triafamone plus ethoxysulfuron, flucetosulfuron, 2,4-D at 1,080 g ai ha−1, dicamba plus 2,4-D at 928 g ai ha−1, bispyribac-sodium at 31.25 g ai ha−1, bentazon plus MCPA at 1,150 g ai ha−1, pyribenzoxim at 30 g ai ha−1, and propanil at 5,400 g ai ha−1 applied to foliage at 4- to 5-leaf seedlings of monochoria provided ≥97% control and prevented 100% of its regrowth, with the exception of propanil. This study shows that monochoria control can be achieved by using a variety of residual and foliar-applied herbicides with different mechanisms of action.

Ammannia multiflora Roxb. is a dominant broadleaf weed that is a serious problem in southern China rice fields, and acetolactate synthase (ALS)-inhibiting herbicides have been used for its control for more than 20 years. Excessive reliance on ALS-inhibiting herbicides has led to herbicide resistance in A. multiflora. In this study, 10 A. multiflora populations from the Jiangsu Province of China were collected, and the resistance levels and target site–resistance mechanisms to ALS-inhibiting herbicides bensulfuron-methyl and penoxsulam were investigated. The dose–response assays showed that eight populations evolved resistance to bensulfuron-methyl (9.1- to 90.9-fold) and penoxsulam (5.0- to 103.1-fold). Amplification of ALS genes indicated that there were three ALS genes (AmALS1, AmALS2, and AmALS3) in A. multiflora. Sequence analysis revealed amino acid mutations at Pro-197 in either AmALS1 (Pro-197-Ala, Pro-197-Ser, and Pro-197-His) or AmALS2 (Pro-197-Ser and Pro-197-Arg) in resistant populations, and no mutations were found in AmALS3. Moreover, two independent mutations (Pro-197-Ala in AmALS1 and Pro-197-Ser in AmALS2 or Pro-197-Ala in AmALS1 and Pro-197-Arg in AmALS2) coexisted in two resistant populations, respectively. In addition, the auxin mimic herbicides MCPA and florpyrauxifen-benzyl, the photosystem II inhibitor bentazon, and the protoporphyrinogen oxidase inhibitor carfentrazone-ethyl can effectively control the resistant A. multiflora populations. Our study demonstrates the wide prevalence of ALS inhibitor–resistant A. multiflora populations in Jiangsu Province and the diversity of Pro-197 mutations in ALS genes and provides alternative herbicide options for controlling resistant A. multiflora populations.

Pondweed is a rhizomatous perennial weed of aquatic habitats that recently adapted to rice ecosystems in northern Iran. Two field experiments were conducted at the Rice Research Institute of Iran to determine the impact of pondweed on rice yield and identify effective herbicides for pondweed control. The focus of the first study was to evaluate the herbicides commonly used in Iranian rice, including butachlor, pretilachlor, oxadiargyl, pendimethalin, thiobencarb, and bensulfuron-methyl. None of these herbicides effectively controlled pondweed, except bensulfuron, which reduced pondweed biomass by ≥95% and produced 26% higher rough rice grain yield than the nontreated plots. The second experiment evaluated the performance of acetolactate synthase–inhibiting herbicides on pondweed control, rough rice yield, and pondweed regrowth. Herbicide efficacy on pondweed varied from 36% to 100%. Five preemergence herbicides, bensulfuron at 45 g ai ha−1, flucetosulfuron at 30 g ai ha−1, triafamone plus ethoxysulfuron at 40 g ai ha−1, and metsulfuron-methyl at 15 g ai ha−1, provided ≥98% control of pondweed. Use of postemergence herbicides penoxsulam at 35 g ai ha−1, bispyribac-sodium at 30 g ai ha−1, and pyribenzoxim at 35 g ai ha−1 provided 36%, 89%, and 93% pondweed control, respectively. Rough rice yields ranged from 107% to 124% in herbicide-treated plots compared with the nontreated plots. Soil-applied herbicide treatments produced higher (≥119%) yield than the hand-weeded control or foliar-applied herbicides. Pondweed regrowth was affected by herbicides and was variable. Soil-applied residual herbicides metazosulfuron, flucetosulfuron, and metsulfuron provided complete control of pondweed and prevented regrowth. In contrast, pondweed regrowth in other soil- and foliar-applied herbicide treatments occurred, indicating their lesser translocation to underground vegetative rhizomes. This study shows that although most sulfonylurea herbicides can control pondweed effectively to achieve high rough rice yield, only a few soil-applied herbicides were able to prevent pondweed regrowth.

Ludwigia prostrata is a problematic weed in rice fields in China, where acetolactate synthase (ALS)-inhibiting herbicides (e.g., bensulfuron-methyl) are widely used for the management of broadleaf weeds. Recently, an L. prostrata biotype (JS-R) that failed to be controlled with ALS-inhibiting herbicides was found in Jiangsu Province, China. This study aims to determine the level and molecular mechanism of resistance to bensulfuron-methyl in this JS-R biotype and to evaluate its spectrum of cross-resistance to other ALS-inhibiting herbicides. The dose–response assays indicated that the JS-R L. prostrata biotype had evolved 21.2-fold resistance to bensulfuron-methyl compared with the susceptible biotype (JS-S). ALS gene sequencing revealed that a nucleotide mutation (CCA to TCA) at codon 197, resulting in a Pro-197-Ser mutation, was detected in the resistant plants. Moreover, while the JS-R biotype contained the Pro-197-Ser resistance mutation and showed cross-resistance to pyrazosulfuron-ethyl (12.0-fold), it was sensitive to penoxsulam, bispyribac-sodium, and imazethapyr, which may serve as alternative herbicides to control the resistant L. prostrata biotype. This is the first confirmation of an L. prostrata biotype resistant to bensulfuron-methyl due to a Pro-197-Ser resistance mutation in the ALS gene.

A field study was established to study symptoms, growth and yield of 2-year-old walnut trees exposure to simulated drift of several herbicides commonly used in rice production. Bispyribac-sodium, bensulfuron-methyl, and propanil were applied at four rates representing 0.5%, 1%, 3% and 10% of the normal use rate in rice (45, 70, and 6725 g ai ha−1, for the three herbicides respectively). Symptoms started to appear approximately 7 days after application (DAT) and peaked 28 DAT. At that time, bispyribac-sodium caused greater injury at low drift rates (6% and 15% visual injury for 0.5% and 1% rate, respectively) compared to bensulfuron-methyl and propanil. Bispyribac-sodium also appeared to slow walnut shoot elongation compared to nontreated trees; however, no yield reductions were observed either in the year after drift exposure. The effect of bispyribac-sodium simulated drift on the yield and nut quality in the year of drift exposure was evaluated in a separate study on 3-year-old walnut trees. While no yield or nut quality reductions were observed, a linear correlation between rate of bispyribac-sodium and color, an important quality factor, was found: higher herbicide rates tended to be associated with darker kernel color. Bispyribac-sodium may damage nearby walnut orchards if drifted at significant amounts. However, it is unlikely that in a field situation bispyribac-sodium would drift at high enough levels to cause the symptoms observed from the 10% use rates in this study.

Eclipta, widespread in tropical, subtropical, and temperate regions, is one of the main malignant broadleaf weeds and thrives in moist and dryland fields. Field rates of acetolactate synthase (ALS) inhibitors have failed to control eclipta in some farmlands in China. One ALS inhibitor–resistant population (R) collected from Jiangsu province in China was confirmed in the greenhouse in our preliminary work. Whole-plant assays revealed that this R population was highly resistant to four sulfonylureas (pyrazosulfuron-ethyl, 134-fold; bensulfuron-methyl, 172-fold; metsulfuron-methyl, 30-fold; and tribenuron-methyl, 195-fold), two triazolopyrimidines (pyroxsulam, 98-fold; penoxsulam, 30-fold), and one pyrimidinylthio-benzoate (bispyribac-sodium, 166-fold) and was moderately resistant to two imidazolinones (imazethapyr, 10-fold; imazapic, 19-fold). ALS enzyme-activity assays showed insensitivity of the ALS from the R population (resistance index values ranged from 12 to 293) to all of the above ALS inhibitors in vitro. Chromatograms from ALS gene sequence analysis detected a homozygous Pro-197-Ser amino acid substitution in the R population. These results confirmed that the Pro-197-Ser substitution results in broad-spectrum cross-resistance to ALS inhibitors in the eclipta R population. To our knowledge, this study is the first to report broad cross-resistance to ALS inhibitors in eclipta and to obtain the full-length ALS gene sequence.

Basic factors contributing to the rapid evolution and broad distribution of acetolactate synthase (ALS)-inhibiting herbicide resistance in smallflower umbrella sedge L. have not yet been investigated. The objectives of this study were to examine patterns of cross-resistance to ALS herbicides and genetic diversity within and among smallflower umbrella sedge populations in California rice fields to provide insight into the processes contributing to resistance spread. Twelve different patterns of herbicide cross-resistance were found across the 56 populations sampled. The frequency of populations with at least one resistant individual in the North, Central and South Sacramento Valley, and the San Joaquin Valley were 76, 86, 67, and 50%, respectively. Analysis of the genetic diversity of 29 populations using 73 sequence-related amplified polymorphism molecular markers revealed little genetic diversity within populations, with estimates of Nei's gene diversity index, h, ranging from 0 to 0.049, and Shannon's information index (I) ranging from 0 to 0.079. Hierarchical analyses of molecular variance indicated that the majority of genetic variation was partitioned among populations, rather than within populations or among regional groups. No isolation by distance was evident. Unweighted pair group method with arithmetic averages analysis indicated that population clustering was not region specific. The results suggest that resistance to ALS-inhibiting herbicides in smallflower umbrella sedge populations from California rice fields appears to have evolved independently multiple times rather than spread from a single population where resistance originated. Consequently, prevention and management of smallflower umbrella sedge in California rice fields should emphasize in-field strategies that focus on decreasing the selection pressure caused by ALS-inhibiting herbicides.

Biotypes of smallflower umbrella sedge and ricefield bulrush resistant to acetolactate synthase (ALS)-inhibiting herbicides have been reported in several rice areas of the world. Here, we present results of a study conducted on whole plants of seven smallflower umbrella sedge and four ricefield bulrush biotypes collected in Italian, Spanish, and Californian rice fields to evaluate cross-resistance to ALS herbicides in these important weeds of temperate rice. The following herbicides were tested: bensulfuron-methyl, halosulfuron, cinosulfuron, imazamox, and bispyribac-sodium. The smallflower umbrella sedge and ricefield bulrush biotypes studied exhibited different cross-resistance patterns, some of which have not been previously reported. The Italian smallflower umbrella sedge biotype was cross-resistant to bensulfuron-methyl, cinosulfuron, imazamox, and bispyribac-sodium, but was susceptible to halosulfuron. One smallflower umbrella sedge biotype from California was also resistant to bensulfuron-methyl, imazamox, and bispyribac-sodium, but had a lower level of resistance to halosulfuron. In contrast, the second smallflower umbrella sedge biotype from California was strongly resistant to halosulfuron and was also resistant to bensulfuron-methyl and bispyribac-sodium, but moderately resistant to imazamox. The Spanish smallflower biotype was resistant to the sulfonylurea herbicides bensulfuron-methyl and halosulfuron. Different responses were observed in ricefield bulrush. The Italian biotype was resistant to the sulfonylureas only, whereas the biotype from California exhibited broad cross-resistance to all the ALS herbicides tested. Knowledge on cross-resistance is needed to formulate herbicide use and weed management strategies for delaying the evolution of resistance to ALS herbicides in rice systems.

Bensulfuron-methyl (BSM) has been one of the most widely used herbicides in Chilean rice fields because it controls a wide spectrum of weeds and does not require field drainage for application. However, failures of BSM to control water plantain in rice fields have been noted since 2002. We assessed BSM effects on suspected resistant (CU1 and CU2) and susceptible (AN1) water plantain accessions collected in Chilean rice fields during 2004 and 2005. BSM rates resulting in 50% growth reduction () of CU2 and CU1 plants were 12- and 33-fold higher than for AN1 plants, respectively. Acetolactate synthase (ALS) activity assays in vitro suggested resistance in CU1 and CU2 was due to an ALS enzyme with reduced BSM sensitivity compared to the AN1 biotype. Resistance indices (RI), or ratios of the resistant to susceptiblevalues (BSM rate to inhibit ALS-enzyme activity by 50%), were 266 (CU2/AN1) and > 38,462 (CU1/AN1). This agreed with in vivo ALS activity assays where RI were 224 (CU2/AN1) and > 8,533 (CU1/AN1). Resistance levels detected in whole-plant or in vivo ALS activity assays were orders of magnitude lower than those detected in in vitro ALS activity studies suggesting nontarget site mechanisms may have mitigated BSM toxicity. However, a consistent ranking of BSM sensitivity levels (AN1 > CU2 > CU1) throughout all three types of assays suggests resistance is primarily endowed by low target site sensitivity. We conclude that susceptible and resistant water plantain biotypes coexist in Chilean paddies, and the use of integrated weed management involving herbicides with a different mode of action would be imperative to prevent further evolution of resistance to BSM and possibly cross-resistance to other ALS inhibitors. In vitro ALS-enzyme assays provided the best discrimination of resistance levels between biotypes.