Imidazolinone Group Research Articles

SCS121 CL: Rice cultivar resistant to herbicides of imidazolinone chemical group

SCS121 CL is a second-generation Clearfield(r) rice cultivar with resistance to herbicides of the imidazolinone group. The cultivar has modern plant type, lodging resistance, late maturity cycle, high yield potential, long grains and good cooking quality. The cultivar is recommended to all rice-producer regions of Santa Catarina, Brazil.

Impact of the ahas transgene for herbicides resistance on biological nitrogen fixation and yield of soybean.

Studies on the effects of transgenes in soybean [Glycine max (L.) Merr.] and the associated use of specific herbicides on biological nitrogen fixation (BNF) are still few, although it is important to ensure minimal impacts on benefits provided by the root-nodule symbiosis. Cultivance CV127 transgenic soybean is a cultivar containing the ahas gene, which confers resistance to herbicides of the imidazolinone group. The aim of this study was to assess the effects of the ahas transgene and of imidazolinone herbicide on BNF parameters and soybean yield. A large-scale set of field experiments was conducted, for three cropping seasons, at nine sites in Brazil, with a total of 20 trials. The experiment was designed as a completely randomized block with four replicates and the following treatments: (T1) near isogenic transgenic soybean (Cultivance CV127)+herbicide of the imidazolinone group (imazapyr); (T2) near isogenic transgenic soybean+conventional herbicides; and (T3) parental conventional soybean (Conquista)+conventional herbicides; in addition, two commercial cultivars were included, Monsoy 8001 (M-SOY 8001) (T4), and Coodetec 217 (CD 217) (T5). At the R2 growth stage, plants were collected and BNF parameters evaluated. In general, there were no effects on BNF parameters due to the transgenic trait or associated with the specific herbicide. Similarly, at the final harvest, no grain-yield effects were detected related to the ahas gene or to the specific herbicide. However, clear effects on BNF and grain yield were attributed to location and cropping season.

Chlorophyll a fluorescence in rice plants exposed of herbicides of group imidazolinone

The objective of this work was to investigate the injuries caused to the photosynthetic apparatus of three types of rice exposed to application of imidazolinone group herbicides. Two experiments were conducted using herbicides Imazethapyr+imazapic and Imazapyr+imazapic, in a split-plot experimental design, and a 3 x 3 factorial, with six replications. The first factor (A) consisted of the herbicide rates 0, 100 e 200 g ha-1 of Imazethapyr+imazapic and 0, 140 e 280 g ha-1 of Imazapyr+imazapic; factor B consisted of type of rice (cv. Puitá Inta CL, sensitive red rice ecotype and red rice ecotype with suspected herbicide tolerance to Imidazolinone). Chlorophyll a fluorescence parameters were evaluated in plants at 30 days after herbicide application, using a portable fluorometer (HandyPEA, Hanstech). The photosynthetic metabolism of cv. Puitá Inta CL was found to tolerate commercial dosages of both herbicides. High sensitivity to the herbicides was observed for the sensitive red rice ecotype, while the photosynthetic apparatus of red rice ecotype with suspected herbicide tolerance showed high tolerance to both herbicides applied at rates higher than the commercial rate. The application of chemical herbicides of the imidazolinone group on rice plants causes changes in the photosynthetic metabolism of plants, detected by evaluating the emission of transient chlorophyll a fluorescence. This method can be useful in helping detect resistance and/or tolerance of red rice plants to herbicides of the imidazolinone group.

Impact of the ahas transgene and of herbicides associated with the soybean crop on soil microbial communities

Although Brazil has recently reached the position as the second largest producer of genetically modified soybean [Glycine max (L.) Merr.], there are few reports on the effects of transgenic crops and the associated use of specific herbicides on soil microbial communities, both under the edaphoclimatic conditions in Brazil, and in other producer regions in the southern hemisphere. The aim of this study was to evaluate the effects of transgenic soybean containing the ahas gene conferring resistance to herbicides of the imidazolinone group, and of the herbicides associated with transgenic soybeans on the soil microbial community. Twenty field experiments were carried out during three growing seasons (summer of 2006/2007, short-season of 2007 and summer of 2007/2008), in nine municipalities located in six Brazilian states and in the Federal District. The experiments were conducted using a completely randomized block design with four replicates and three treatments: (1) conventional (non-transgenic) soybean cultivar Conquista with conventional herbicides (bentazone+acifluorfen-sodium and other herbicides, depending on the level of infestation in each region); (2) near-isogenic transgenic Cultivance (CV127) containing the ahas gene, with conventional herbicides; (3) transgenic Cultivance with specific herbicide of the imidazolinone group (imazapyr). As the objective of the study was to verify impacts of the transgene and herbicides on the soil microbial community of the whole area and not only a punctual rhizospheric effects, samples were taken at the 0-10cm layer prior to cropping and at R2 soybean growth stage, between plant rows. Quantitative (microbial biomass C and N, MB-C and MB-N) and qualitative (DGGE of the 16S rDNA region) parameters of soil microbial community were evaluated. No qualitative or quantitative differences were found that could be attributed to the transgene ahas. A comparison of Cultivance soybean with conventional and imidazolinone-group herbicides applications also failed to reveal differences that could be attributed to the specific use of imazapyr, even after three consecutive croppings at the same site. Finally, no differences were detected between conventional (Conquista and conventional herbicides) and transgenic soybean managements (Cultivance and imazapyr). However, marked differences were observed in MB-C and MB-N between the different sites and times of year and, for the 16S rDNA-DGGE profiles, between different sites. In conclusion, microbial community evaluations were found to be sensitive and viable for monitoring different technologies and agricultural management methods, but no differences could be attributed to the ahas transgene for three consecutive cropping seasons.

Eficácia e seletividade de herbicidas do grupo das imidazolinonas aplicados em pós-emergência de plantas daninhas monocotiledôneas na cultura do girassol CL

O controle das plantas daninhas, em geral, é realizado pelo uso de herbicidas, porém essa prática é limitada na cultura do girassol, por haver apenas dois produtos registrados para essa cultura (alachlor e trifluralin). Entretanto, o uso de novas tecnologias pode facilitar o controle das plantas daninhas com herbicidas que possuem amplo espectro de controle. Assim, o objetivo deste trabalho foi avaliar a eficácia e seletividade de herbicidas do grupo das imidazolinonas aplicados em pós-emergência de plantas daninhas monocotiledôneas na cultura do girassol Clearfield (CL). Para isso, foram instalados dois experimentos em campo. Os tratamentos e as respectivas doses em g ha-1 foram: trifluralin (1.800) aplicado em pré-emergência, fluazifop-p-butil (187) e imazapic+imazapyr nas doses de [36,75+12,25], [52,5+17,5], [12,25+36,75] e [17,5+52,5], aplicados em pós-emergência, além de duas testemunhas sem aplicação de herbicida, sendo uma sem capina e outra com capina. Foram realizadas avaliações de controle para Eleusine indica, Brachiaria plantaginea, Lolium multiflorum, Digitaria insularis, Cenchrus echinatus e Digitaria horizontalis, fitointoxicação do girassol Clearfield, estande e produtividade em kg ha-1. De acordo com os resultados, verificou-se que o uso do sistema CLmostrou-se uma ótima opção para áreas com infestação de plantas daninhas monocotiledôneas, pois possibilita a aplicação de herbicidas inibidores da enzima acetolactato sintase (ALS), obtendo excelente controle das plantas daninhas, além de não provocar injúrias visuais, mantendo o estande inicial, sem alterar a produtividade da cultura.

Primary role of the chromophore bond length alternation in reversible photoconversion of red fluorescence proteins.

Rapid photobleaching of fluorescent proteins can limit their use in imaging applications. The underlying kinetics is multi-exponential and strongly depends on the local chromophore environment. The first, reversible, step may be attributed to a rotation around one of the two exocyclic C-C bonds bridging phenol and imidazolinone groups in the chromophore. However it is not clear how the protein environment controls this motion - either by steric hindrances or by modulating the electronic structure of the chromophore through electrostatic interactions. Here we study the first step of the photobleaching kinetics in 13 red fluorescent proteins (RFPs) with different chromophore environment and show that the associated rate strongly correlates with the bond length alternation (BLA) of the two bridge bonds. The sign of the BLA appears to determine which rotation is activated. Our results present experimental evidence for the dominance of electronic effects in the conformational dynamics of the RFP chromophore.

Site-Selective Hydrogen-Bonding-Induced Fluorescence Quenching of Highly Solvatofluorochromic GFP-like Chromophores

The unconstrained green fluorescence protein (GFP)-like chromophore m-DMABDI displays a high solvatofluorochromicity in aprotic solvents, but the fluorescence is quenched in protic solvents. According to the site-specific intramolecularly hydrogen-bonded analogs 1OH and 2OH, the hydrogen bonding to the carbonyl oxygen is more important than that to the imino nitrogen of the imidazolinone group in the fluorescence quenching.

Destino ambiental dos herbicidas do grupo das imidazolinonas: revisão

Os herbicidas do grupo das imidazolinonas controlam um amplo espectro de plantas daninhas, sendo absorvidos pelas raízes e folhas e translocados pelo floema e xilema, acumulando-se nos pontos de crescimento. Esse grupo de herbicidas atua inibindo a enzima acetolactato sintetase (ALS), essencial no processo de síntese de aminoácidos de cadeia ramificada em plantas. Quando aplicados nas lavouras, uma proporção significativa deles atinge o solo, onde são passíveis de serem absorvidos pelas raízes das plantas, sorvidos aos coloides do solo ou dissolvidos na sua solução, podendo sofrer fotólise, hidrólise, degradação microbiana ou lixiviação. A sorção das imidazolinonas é rápida e regula os outros processos. Altos conteúdos de argila e matéria orgânica e pH menor que 6,0 em solos aumentam a sorção e a persistência das imidazolinonas no solo. Condições que favoreçam o desenvolvimento de microrganismos aumentam a degradação das imidazolinonas, por ser essa a principal via de sua degradação.

A mutation at the Ala122 position of acetohydroxyacid synthase (AHAS) located on chromosome 6D of wheat: improved resistance to imidazolinone and a faster assay for marker assisted selection

A new mutation at the acetohydroxyacid synthase (AHAS) locus on chromosome 6D of wheat was analyzed in detail because it conferred an improved resistance to the imidazolinone group of herbicides. Sequence analysis showed that the mutation was at the Ala122 position (A122T), a position in AHAS which has not to date been identified in imidazolinone resistant wheat lines even though the position has been identified in other plants and is associated with resistance. An allele-specific assay for the mutation (in the wheat line Brookton-8) was developed and used in a genetic analysis. Two mapping populations were analysed and the doubled haploid progeny from the cross Brookton-8 × Clearfield STL proved to be most informative. The AHASAla122 mutation (A122T) was allelic to the AHASSer653 mutation (S653N) in Clearfield STL (Imi1, on chromosome 6D) and hence was assigned to the chromosome 6D locus. The analysis of the doubled haploid lines in the mapping population demonstrated the greater resistance conferred by the A122T mutation because lines from the same cross and carrying either the A122T or S653N mutations could be directly compared.

Resistance and differential susceptibility of Bidens pilosa and B. subalternans biotypes to ALS-inhibiting herbicides

The frequent application of herbicides in agricultural areas may select resistant biotypes in weed populations, whose biological characteristics influence the speed and patterns of resistance. This research aims to charactere, simultaneously, resistance patterns and differential susceptibility of Bidens pilosa and B. subalternans biotypes to ALS-inhibiting herbicides of the imidazolinone and sulfonylurea chemical groups. Six hairy beggarticks biotypes, four suspected resistant and two known susceptible, were treated with eight rates of chlorimuron-ethyl or imazethapyr, in greenhouse conditions. Percent control and percent fresh weight of the plants were evaluated at 28 days after the application. B. subalternans is less susceptible to ALS-inhibiting herbicides than B. pilosa; B. subalternans biotypes were more resistant than B. pilosa biotypes; there are B. pilosa and B. subalternans biotypes with cross resistance to the ALS-inhibiting herbicides of the sulfonylurea and imidazolinone groups; there are different patterns of cross resistance to the diverse groups of ALS-inhibiting herbicides.

Resistence of Euphorbia Heterophylla L. to ALS-inhibiting herbicides in soybean

Herbicides are widely used in soybean for weed control, and the selection pressure attributed to the repeated use of herbicides with similar modes of action on the same site has caused selection for resistant biotypes within and among previously susceptible species, such as Euphorbia heterophylla L., in relation to ALS enzyme inhibitors, in the states of Paraná, Rio Grande do Sul, and São Paulo, Brazil. Seeds of E. heterophylla were collected to examine possible new cases of resistant populations and to test alternative herbicide treatments to manage these populations, in the Caarapó region, State of Mato Grosso do Sul, Brazil, in areas where plants of this species have survived continuous herbicide applications. The experiment was carried out under greenhouse conditions, where biotypes with a history of suspected resistance were compared with a known susceptible biotype. Several post-emergence herbicides were sprayed at zero, one, two, four, and eight times the recommended field application rates. Twenty days after application, plants were harvested, and control percentage and fresh weight were determined to establish dose-response curves, in the aim to obtain the resistance factor using CD50 and RD50 data. The chlorimuron-ethyl resistance factor values for the control percentage and fresh weight parameters were higher than 16.5 and 16.9, respectively, while imazethapyr showed resistance factors higher than 25.0 and 23.5, respectively. The resistant biotype showed different resistance levels to chlorimuron-ethyl and imazethapyr, showing cross-resistance to the sulfonylurea and imidazolinone groups. Nevertheless, this biotype was effectively controlled by fomesafen (250 g ha-1), lactofen (120 g ha-1), flumiclorac-pentyl (40 g ha-1), glufosinate-ammonium (150 g ha-1), and glyphosate (360 g ha-1).

Persistence of seeds from crops of conventional and herbicide tolerant oilseed rape ( Brassica napus )

A series of rotation experiments at five sites over four years has explored the environmental and agronomic implications of growing herbicide tolerant oilseed rape and sugar beet. This paper reports on the population dynamics of volunteer rape (Brassica napus). The experiments compared four winter oilseed rape (WOSR) cultivars: a conventional cultivar (Apex) and three developmental cultivars either genetically modified (GM) to be tolerant to glyphosate or glufosinate, or conventionally bred to be tolerant to herbicides of the imidazolinone group. Seed losses at harvest averaged 3575 seeds m(-2) but ranged from less than 2000 up to more than 10000 seeds m(-2). There was a rapid decline in seed numbers during the first few months after harvest, resulting in a mean loss of seeds of 60%. In subsequent seasons, the seedbank declined much more slowly at four of the five sites (ca 20% per year) and the models predicted 95% seed loss after approximately 9 years. Seed decline was much faster at the fifth site. There were no clear differences between the four cultivars in either the numbers of seeds shed at harvest or in their subsequent persistence. The importance of the persistence of GM rape seeds, in the context of the coexistence of GM and non-GM crops and the role of good management practices that minimize seed persistence, are discussed.

Resistência de biótipos de Euphorbia heterophylla l. Aos herbicidas inibidores da enzima ALS utilizados na cultura de soja

Os herbicidas constituem-se na principal medida de controle de plantas daninhas na cultura de soja; no entanto, a pressão de seleção causada pelo uso contínuo de produtos com o mesmo mecanismo de ação pode provocar a seleção de biótipos resistentes, como ocorreu com Euphorbia heterophylla L., que se mostrou resistente aos herbicidas inibidores da enzima acetolactato sintase (ALS) em áreas dos Estados do Paraná e Rio Grande do Sul. Para comprovar possíveis novos casos, bem como alternativas para prevenção e manejo, coletaram-se sementes de plantas de E. heterophylla L., na região de Assis (SP), que sobreviveram a tratamentos, em que esses herbicidas foram sistematicamente aplicados nos últimos anos. Desenvolveu-se o experimento em casa de vegetação, comparando-se o biótipo resistente ao suscetível, quando submetido aos diversos herbicidas aplicados em pós-emergência. Aplicaram-se quando as plantas encontravam-se no estádio de duas a quatro folhas verdadeiras, nas doses zero, uma, duas, quatro e oito vezes a recomendada. Aos 20 dias após a aplicação, avaliaram-se os parâmetros relativos ao controle e produção de fitomassa epígea visando ao estabelecimento de curvas de doses-resposta, à obtenção dos fatores de resistência com base nos valores da DL50 e GR50, e à verificação da ocorrência de resistência múltipla. O biótipo resistente apresentou diferentes níveis de resistência aos herbicidas chlorimuron-ethyl e imazethapyr, demonstrando resistência cruzada aos inibidores da ALS dos grupos das sulfoniluréias e imidazolinonas. No entanto, foi eficientemente controlado nos tratamentos com fomesafen (250 g.ha-1), lactofen (120 g.ha-1), flumiclorac-pentil (40 g.ha-1), glufosinato de amônio (150 g.ha-1) e glyphosate (360 g.ha-1).

Synthesis and characterization of new soluble aromatic polyamides from diaminotetraphenylimidazolin‐2‐one and various aromatic dicarboxylic acid chlorides

AbstractNovel aromatic polyamides, having inherent viscosities of 0.76‐2.31 dL/g, were synthesized by the low temperature solution polycondensation of a new highly phenylated diamine monomer having an imidazolinone group, 1,3‐bis(4‐aminophenyl)‐4,5‐diphenylimidazoline‐2‐one (TPIDA), with various aromatic diacid chlorides. All the polymers were amorphous, and most of the polyamides were readily soluble in organic solvents such as N‐methyl–2‐pyrrolidone, N,N‐dimethylacetamide (DMAc), and m‐cresol. Flexible and tough films could be prepared from the DMAc solutions of these soluble aromatic polyamides. The glass transition temperatures and 10% weight loss temperatures under nitrogen of the polyamides were in the range of 275–315°C and 430–505°C, respectively. © 1995 John Wiley & Sons, Inc.