Metabolism of cisanilide (Cis-2,5-dimethyl-1-pyrrolidinecarboxanilide) by rat liver microsomes

Metabolism of [phenyl-¹⁴C] and [(2,5) pyrrolidine-¹⁴C] cisanilide was investigated in vitro with microsomal preparations from rat liver. Microsomal activity was associated with a mixed-function oxidase system that required O₂ and NADPH and was inhibited by CO. Two major ether-soluble metabolites were isolated. They were identified as primary oxidation products: 2-hydroxy-2,5-dimethyl-1-pyrrolidinecarboxanilide (A) and 4′-hydroxy-2,5-dimethyl-1-pyrrolidinecarboxanilide (B). Minor ether-soluble metabolites were also isolated. Precursor product studies and qualitative thin layer chromatography analysis of [pyrrolidine-¹⁴C] and methylated [phenyl-¹⁴C] hydrolysis products suggested that these metabolites were secondary oxidation products formed from metabolites A or B. One of these metabolites appeared to be the dihydroxy product 2,4′-dihydroxy-2,5-dimethyl-1-pyrrolidinecarboxanilide. Crude microsomal preparations (postmitochondrial supernatant fractions) also formed small quantities (<10%) of polar metabolites. Enzyme hydrolysis with β-glucuronidase (Escherichia coli) indicated that approximately 50% of these metabolites were glucuronides. Similarities and differences in cisanilide oxidation in vivo in plants and in vitro with rat liver microsomal preparations were discussed.     

Fipronil metabolism,oxidative sulfone formation and toxicity among organophosphate‐ and carbamate‐resistant and susceptible western corn rootworm populations

Fipronil toxicity and metabolism were studied in two insecticide‐resistant, and one susceptible western corn rootworm (Diabrotica virgifera virgifera, LeConte) populations. Toxicity was evaluated by exposure to surface residues and by topical application. Surface residue bioassays indicated no differences in fipronil susceptibility among the three populations. Topical bioassays were used to study the relative toxicity of fipronil, fipronil + the mono‐oxygenase inhibitor piperonyl butoxide, and fipronil's oxidative sulfone metabolite in two populations (one resistant with elevated mono‐oxygenase activity). Fipronil and fipronil‐sulfone exhibited similar toxicity and application of piperonyl butoxide prior to fipronil resulted in marginal effects on toxicity. Metabolism of [¹⁴C]fipronil was evaluated in vivo and in vitro in the three rootworm populations. In vivo studies indicated the dominant pathway in all populations to be formation of the oxidative sulfone metabolite. Much lower quantities of polar metabolites were also identified. In vitro studies were performed using sub‐cellular protein fractions (microsomal and cytosolic), and glutathione‐agarose purified glutathione‐S‐transferase. Oxidative sulfone formation occurred almost exclusively in in vitro microsomal reactions and was increased in the resistant populations. Highly polar metabolites were formed exclusively in in vitro cytosolic reactions. In vitro reactions performed with purified, cytosolic glutathione‐S‐transferase (MW = 27 kDa) did not result in sulfone formation, although three additional polar metabolites not initially detectable in crude cytosolic reactions were detected. Metabolism results indicate both cytochromes P450 and glutathione‐S‐transferases are important to fipronil metabolism in the western corn rootworm and that toxic sulfone formation by P450 does not affect net toxicity. © 2000 Society of Chemical Industry     

Acifluorfen metabolism in soybean: Diphenylether bond cleavage and the formation of homoglutathione, cysteine, and glucose conjugates

Metabolism of the substituted diphenylether herbicide, acifluorfen [sodium 5-(2-chloro-4-trifluoromethylphenoxy)-2-nitrobenzoate], was studied in excised leaf tissues of soybean [Glycine max (L.) Merr. ‘Evans’]. Studies with [chlorophenyl-¹⁴C]- and [nitrophenyl-¹⁴C]acifluorfen showed that the diphenylether bond was rapidly cleaved. From 85 to 95% of the absorbed [¹⁴C]acifluorfen was metabolized in less than 24 hr. Major polar metabolites were isolated and purified by solvent partitioning, adsorption, thin layer, and high-performance liquid chromatography. The major [chlorophenyl-¹⁴C]-labeled metabolite was identified as a malonyl-β- -glucoside (I) of 2-chloro-4-trifluoromethylphenol. Major [nitrophenyl-¹⁴C]-labeled metabolites were identified as a homoglutathione conjugate [S-(3-carboxy-4-nitrophenyl) γ-glutamyl-cysteinyl-β-alanine] (II), and a cysteine conjugate [S-(3-carboxy-4-nitrophenyl)cysteine] (III).     

Untersuchungen über Sonchus arvensis L. III, Metabolismus von MCPA

Research on Sonchus arvensis L. III. Metabolism of MCPA Roots of Sonchus arvenis L. were injected with ¹⁴C-MCPA at the time of planting of the root sections and when the plants had leaves 3 cm, 5–7 cm and 12–15 cm long. After extraction with 70% ethanol and separation by thin layer chromatography, three components, termed 1, 2 and 3, were detected by scanning. Component 2 gave a chromatograph identical to MCPA and was probably the non-metabolized residue of the injected material. Component 3 appeared faster than component 1 but, when heated with 1 N HCl or 1 N NaOH, both of them yielded component 2 (MCPA). In this latter reaction the conversion of component 3 was again the fastest. The older the plants the more rapid was the metabolism of MCPA, the highest metabolic rate occurring in the main roots. In secondary roots and leaves this process occurred more slowly. Dormant roots were capable of metabolizing MCPA quite as well as non-dormant roots. Raising the temperature from 7^° to 23°C accelerated the metabolic process. The liberation of ¹⁴C0₂ proceeded very slowly. During a period of 4 days only 1.3% of the total radio-activity was released as ¹⁴CO₂. In biotests, with Raphanus sativus L. as test species, component 3 appeared to be as phytotoxic as component 2 (MCPA), whereas the more stable component 1 exhibited very low phytotoxicity.     

Metribuzin degradation in soil: II—effects of tillage

A 140-day laboratory incubation, using surface soil from a long-term soybean tillage study, evaluated tillage influence on [¹⁴C]metribuzin degradation. Higher plant residue conditions in no-tillage (NT) soil inhibited metribuzin mineralization to [¹⁴C]carbon dioxide as compared to metribuzin degradation patterns observed in conventional tillage (CT) soil. At 140 days, relative abundance of extractable ¹⁴C components in NT included polar metabolites > metribuzin = deaminated metribuzin (DA) = deaminated diketometribuzin (DADK), while in CT, components included metribuzin > polar metabolites > DADK?DA. Conditions in NT apparently inhibited polar ¹⁴C degradation, and resulted in its accumulation, while in CT polar ¹⁴C degradation proceeded relatively rapidly. For both NT and CT, more ¹⁴ C was measured in an unextractable fraction than in any other fraction. A greater portion of the unextractable fraction in NT was associated with decomposed plant residue than in CT. Surface accumulation of crop residue, such as occurs under NT, provided a soil environment which altered metribuzin degradation patterns.     

Metabolism of [C]vernolate in soybeans

Penetration and metabolism of [¹⁴C]vernolate in soybean [Glycine max (L.) Merr. var Ransom] pods and seeds were measured 0, 1, 4, 24, 48, or 72 hr after treatment which occurred at 40 days after flowering. Total ¹⁴C recovery decreased ca. 50% within 4 hr and the loss of ¹⁴C was considered to be a measure of volatility. Total nonpolar extractants decreased in a logarithmic pattern which approached 10% of total ¹⁴C recovered within 24–48 hr. Total polar extractants increased in a logarithmic pattern to a maximum of 90% of total ¹⁴C recovered within 24 hr. Seed nonpolar extractants never exceeded 2% of the total ¹⁴C recovered while pod nonpolar extractants consisted of vernolate plus an unidentified component that did not thin-layer chromatograph (TLC) as the sulfone or sulfoxide. Pod polar extractants increased with time to ca. 75% of the total ¹⁴C recovered (24–48 hr) and decreased to ca. 58% at 72 hr after treatment. Seed polar extractants averaged ca. 10% of total ¹⁴C recovered for the first 48 hr after treatment and then increased to 30% of total ¹⁴C recovered. Thus, [¹⁴C]vernolate per se concentration decreased to <1% of applied material within 72 hr through volatilization and degradation of nonpolar extractants to polar products. Polar metabolites showed two major patterns of vernolate detoxification. One detoxification system produced ¹⁴C-metabolites whose R_f's were equivalent to that reported in corn (Zea mays L.) [J. P. Hubbell and J. E. Casida, [J. Agric. Food Chem. 25, 404 (1977)] and accounted for <30% of the pod polar extractants. A second detoxification system was most prevalent in soybean pod and seed tissues and resulted in very rapid modification of vernolate with an unidentified product that was 85% of the extracted ¹⁴C within 4 hr after treatment and which decreased in concentration with time. Therefore, unexplained vernolate detoxification system(s) exist in soybean pod and seed.     

Resistance Mechanism of Propanil-Resistant Barnyardgrass: II. In-vivo Metabolism of the Propanil Molecule

Propanil-resistant barnyardgrass populations, previously verified in Arkansas rice fields and in greenhouse tests, were examined in the laboratory to ascertain if the resistance mechanism in this weed biotype was herbicide metabolism. Propanil-resistant barnyardgrass was controlled >95% in the greenhouse when carbaryl (an aryl acylamidase inhibitor) was applied two days prior to propanil. Laboratory studies with ¹⁴C-radiolabelled propanil indicated that the herbicide was hydrolysed in propanil-resistant barnyardgrass and rice to form 3,4-dichloroaniline, but no detectable hydrolysis occurred in susceptible barnyardgrass. Two additional polar metabolites were detected in propanil-resistant barnyardgrass and rice and tentatively identified by thin layer chromatography. Overall, metabolites in the resistant barnyardgrass had R_f values similar to those in rice, indicating similar metabolism for both species. These data, coupled with data from a previous report on the resistant biotype showing no differential absorption/translocation or molecular modification of the herbicide binding site in the resistant biotype, indicate that the resistance mechanism is metabolic degradation of propanil. © of SCI.     

Metabolism of [14C]vernolate in soybeans

Penetration and metabolism of [¹⁴C]vernolate in soybean [Glycine max (L.) Merr. var Ransom] pods and seeds were measured 0, 1, 4, 24, 48, or 72 hr after treatment which occurred at 40 days after flowering. Total ¹⁴C recovery decreased ca. 50% within 4 hr and the loss of ¹⁴C was considered to be a measure of volatility. Total nonpolar extractants decreased in a logarithmic pattern which approached 10% of total ¹⁴C recovered within 24–48 hr. Total polar extractants increased in a logarithmic pattern to a maximum of 90% of total ¹⁴C recovered within 24 hr. Seed nonpolar extractants never exceeded 2% of the total ¹⁴C recovered while pod nonpolar extractants consisted of vernolate plus an unidentified component that did not thin-layer chromatograph (TLC) as the sulfone or sulfoxide. Pod polar extractants increased with time to ca. 75% of the total ¹⁴C recovered (24–48 hr) and decreased to ca. 58% at 72 hr after treatment. Seed polar extractants averaged ca. 10% of total ¹⁴C recovered for the first 48 hr after treatment and then increased to 30% of total ¹⁴C recovered. Thus, [¹⁴C]vernolate per se concentration decreased to <1% of applied material within 72 hr through volatilization and degradation of nonpolar extractants to polar products. Polar metabolites showed two major patterns of vernolate detoxification. One detoxification system produced ¹⁴C-metabolites whose R_f's were equivalent to that reported in corn (Zea mays L.) [J. P. Hubbell and J. E. Casida, [J. Agric. Food Chem. 25, 404 (1977)] and accounted for <30% of the pod polar extractants. A second detoxification system was most prevalent in soybean pod and seed tissues and resulted in very rapid modification of vernolate with an unidentified product that was 85% of the extracted ¹⁴C within 4 hr after treatment and which decreased in concentration with time. Therefore, unexplained vernolate detoxification system(s) exist in soybean pod and seed.     

Metribuzin metabolism as the basis for tolerance in barley (Hordeum vulgare L.)*

Metabolism of ¹⁴C-5 (ring)-metribuzin was studied in Steptoe (tolerant) and Morex (susceptible) barley (Hordeum vulgare L.) cultivars, 1, 4, and 8 days following a single application to roots. Both cultivars contained similar ether-soluble metribuzin metabolites and five water-soluble metabolites. Water-soluble compounds increased from 12 to 53% of the total ¹⁴C recovered for Steptoe and 5–17% for Morex between 1 day and 8 days, respectively, whereas the percentage of ether-soluble metabolites decreased. Ninhydrin reacting compounds were the major water-soluble metabolites in the leaf blades 8 days after treatment. On a d.p.m. mg^?1 dry weight basis, Steptoe leaves had five times more water-soluble material than Morex leaves and half the quantity of ether-soluble compounds. Metribuzin comprised 83 and 89% of the ether-soluble compounds in leaves of Morex and Steptoe, respectively, at 8 days. Terminal radioactivity comprised between 19% and 26% of total radioactivity for both cultivars as early as 1 day after application, with little change over 8 days. Rapid metabolism of metribuzin to non-phytotoxic water-soluble conjugates and terminal residues was the major mechanism responsible for the differential tolerance between these two barley cultivars.     

Degradation of fluometuron by Rhizoctonia solani

Degradation studies of fluometuron [Cotoran, 1,1-dimethyl-3-(α,α,α-trifluoro-m-tolyl)urea] by Rhizoctonia solani have been conducted to elucidate further the pathway of degradation. Analysis by thin-layer chromatography and autoradiography demonstrated that R. solani degraded 88% of fluometuron (¹⁴CF_3^?) into seven nonpolar metabolites after 35 days of incubation. Trace amounts of polar, water-soluble products were detected, but no ¹⁴CO₂ or radioactive volatile products were detected. Two of the major metabolites were identified by thin-layer chromatography and ultraviolet spectroscopy as 1-methyl-3-(α,α,α-trifluorotolyl)urea and (3-trifluoromethylphenyl)urea, which indicated a stepwise demethylation of fluometuron. The remaining five metabolites have not been identified and have not been previously reported in the literature. Time course experiments and metabolite degradative studies indicated that the sequence of degradation involved a multibranched pathway which did not include CO₂ evolution. The proposed pathway does not include the conversion of fluometuron to the aniline derivative as has been reported for other urea herbicides. All of the data from this study indicate the incomplete degradation of fluometuron which suggests a cometabolic degradative pathway.     

Physiological basis for antagonism of clethodim by imazapic on goosegrass (Eleusine indica (L.) Gaertn.)

Greenhouse and laboratory experiments were conducted to determine the effect of imazapic on the herbicidal activity of clethodim on goosegrass. Imazapic did not affect absorption of [¹⁴C]clethodim by goosegrass. Averaged across the two treatments of clethodim alone and clethodim plus imazapic, absorption was 36 and 89% of applied [¹⁴C]clethodim at 0.5 and 96 h, respectively. The majority of [¹⁴C]clethodim (79% of applied) was absorbed by 24 h. Translocation of ¹⁴C was not affected by imazapic, and 3.6% of applied ¹⁴C had translocated into the portion of the shoot below the treated leaf at 96 h after treatment. Metabolism of clethodim was not affected by the presence of imazapic. Three major metabolites of clethodim were detected in treated tissue at all harvest intervals. The majority (58%) of [¹⁴C]clethodim was converted to a relative polar metabolite form 96 h after treatment, whether clethodim was applied alone or in the presence of imazapic. One day after treatment, the photosynthetic rate in plants treated with imazapic decreased below the rate in the non-treated check, and was less for 8 days, the duration of the study. These data suggest that the antagonism of clethodim by imazapic may be caused by imazapic reducing the photosynthetic rate of goosegrass and therefore the sensitivity of ACCase to clethodim.     

Metabolism and balance studies of [14C]monolinuron after use in spinach followed by cress and potato cultures

[¹⁴C]Monolinuron was added to soil which was then successively cropped with spinach, cress, and potatoes. Incubation was carried out in a closed system which allowed recoveries even of volatile degradation products and gave an overall recovery of 96% of the applied radioactivity at the end of the experiment. The spinach was found to contain 4.1% of the applied activity; the cress, 5.6%; old potatoes + leaves, 9.5%; new tubers, 1%; and the soil, 68.6%. The total amount of [¹⁴C]carbon dioxide liberated was 5.3%. The quantitative separation and characterization of the extractable radioactivity in spinach yielded 10.6% as unaltered monolinuron, 12% as 4-chlorophenylurea plus 4-chlorophenyl-hydroxymethylurea, 3.7% as 4-chlorophenylmethylurea, 1.4% as 4-chlorophenyl-hydroxymethyl-methoxyurea, 1.1% as 4-chlorophenyl-methoxyurea, and 71.2% as polar metabolites. Of these polar metabolites, 67.1% were cleaved with β-glucosidase, resulting in 2.9% unknown aglucone, 48.1% 4-chlorophenyl-hydroxymethyl-methoxyurea, and 16.1% 4-chlorophenyl-hydroxymethylurea. Similar results have been obtained in cress and potatoes. The soil contained 58% of monolinuron residues and 4.7?6.5% of the same types of metabolites as were found in plants. Twenty-one percent were found as polar metabolites.     

The metabolism of DDT in vivo by the Japanese quail (Coturnix coturnix japonica)

Male and female Japanese quail (Coturnix coturnix japonica) were given intraperitoneal injections of [¹⁴C]DDT in ethanol at a rate of 13.4 mg/kg body wt. Fifty-six days later the tissues and droppings were analysed for total ¹⁴C and metabolites. The rate of loss of ¹⁴C in droppings was very similar in males and females. The maximal rate was reached on the third day, and 65–66% of the injected dose was voided by the fifty-sixth day. Ninety-three to ninety-four percent of the ¹⁴C in droppings and 83–90% of the ¹⁴C in tissues were extracted by solvents. Combined extracts from males and females were used for determination of DDT and its metabolites. Expressing all results as percentages of injected dose, the following were isolated from droppings: DDA (24%), DDT (3%), DDD (5.1%), DDE (11%), and uncharacterised polar metabolites (17%). Twenty-five percent of the dose was retained in the tissues and this was largely accounted for as DDT (10.4%) and DDE (10.5%). Of the total metabolites found 31% was DDE (almost equally divided between tissues and droppings) and 35% was DDA (almost entirely in droppings). Since DDD was not found in significant quantities in tissues, the substantial quantities in droppings were probably produced from DDT by the action of microorganisms.     

Metribuzin degradation in soil: I—effects of soybean residue amendment,metribuzin level,and soil depth

Plant residue and soil depth effects on metribuzin degradation were investigated. Dundee silt loam soil collected at depth increments of 0–10 cm (SUR) and 10–35 cm (SUB) was treated with labeled [5^?14 C]metribuzin. Samples were assayed at several time points up to 140 days after treatment. Soybean residue was added to half of the SUR samples (RES), with remaining SUR unamended (NORES). None of the SUB samples were amended with soybean residue. Metribuzin mineralization to ¹⁴CO₂ proceeded more slowly in RES and SUB than in NORES and SUR, respectively. Extractable components in SUR samples included polar metabolites, plus deaminated metribuzin (DA) in the RES, and parent metribuzin in the NORES. Deaminated diketometribuzin (DADK) and metribuzin comprised major ¹⁴C components extracted from SUB, while in SUR, faster degradation of metabolites resulted in metrizubin as the primary identifiable compound. Unextractable ¹⁴C increased until day 35 for both RES and NORES, after which it remained constant for NORES. but declined for RES. A corresponding rise in RES polar ¹⁴C suggested that as soybean residue decomposed, ¹⁴C bound in the residue was released as extractable polar material. Soil with soybean residue accumulation may alter metabolite degradation patterns, but does not impede initial metribuzin degradation. Depth differences in metribuzin degradation were attributed to reductions in microbial activity with increasing soil depth.     

Metabolism of the phototoxin α-terthienyl in Culex tarsalis larvae: Involvement of the polysubstrate monooxygenase system

Metabolism of the plant-derived phototoxic insecticide, α-terthienyl (α-T), was examined in larvae of the mosquito Culex tarsalis Coquillett (Diptera: Culicidae). Results indicated that metabolism of [³H]α-T occurred and that the resulting hydrophilic metabolites were the principal products excreted from 1-hr post-treatment onward. Pretreatment of larvae with piperonyl butoxide increased susceptibility to α-T phototoxicity and decreased the extent of [³H]α-T elimination as compared to controls. Pretreatment with β-naphthoflavone reduced α-T toxicity without affecting its elimination. Phenobarbital pretreatment affected neither toxicity nor elimination of the phototoxin. A model for interaction of Phase I and Phase II systems in metabolism of α-T by C. tarsalis larvae is proposed.     

Soybean shoot metabolism of isopropyl-3-chlorocarbanilate: Ortho and para aryl hydroxylation

This laboratory reported that isopropyl-3-chlorocarbanilate-phenyl-U-¹⁴C (chlorpropham-phenyl-¹⁴C) was absorbed, translocated, and metabolized by soybean plants. Both polar metabolites and insoluble residues were found in roots, whereas only polar metabolites were found in shoot tissues. In both roots and shoots the polar metabolites were shown to be the O-glucoside of isopropyl-2-hydroxy-5-chlorocarbanilate (2-hydroxy-chlorpropham). In shoot tissue there were other polar metabolites that were not identified. The experiments with soybeans have been repeated, but with new isolation and purification procedures. The plants were root treated with both chlorpropham-phenyl-¹⁴C and isopropyl-3-chlorocarbanilate-2-isopropyl-¹⁴C. The roots and shoots were extracted and separated into the polar, nonpolar, and insoluble metabolic components, using the Bligh-Dyer extraction method. The polar metabolites were separated by gel permeation chromatography. Further purification was accomplished on Amberlite XAD-2. The polar metabolites from the shoot and root tissues were hydrolyzed either by β-glucosidase or hesperidinase. The enzyme liberated aglycones were derivatized and separated by gas-liquid chromatography, and the components were characterized by mass spectrometry or NMR. The results of this study showed that the polar metabolites of soybean shoots were 2-hydroxy-chlorpropham and isopropyl-4-hydroxy-3-chlorocarbanilate (4-hydroxy-chlorpropham). These two hydroxy-chlorpropham metabolites were found in soybean shoots at a ratio of approximately 1:1. The only aglycone found in root tissue was 2-hydroxy-chlorpropham. Using the new procedures, no evidence was obtained for the presence of the unidentified polar metabolites that were previously observed in shoot tissues.     

Selectivity factors relative to asulam for Senecio jacobaea L. control in Medicago sativa L. II. Metabolism*

Metabolism of ¹⁴C asulam applied with surfactant was studied in Senecio Jacobaea L. and Medicago saliva L. Plants were harvested 48, 96 and 144 h after treatment and extracted with acetone. The aqueous residue of the acetone extract was partitioned with ethyl acetate and the ¹⁴C activity in the ethyl-acetate phase, the aqueous phase and the plant residue was determined. A significant amount of ¹⁴C activity was not extracted by acetone from either species. This amount increased with time in M. sativa but remained relatively constant in S. jacobaea. More ¹⁴C activity was found in the aqueous phase than in the ethyl-acetate phase in M. sativa while the reverse was true in S. jacobaea. Significantly lower amounts of free asulam were identified in M. sativa than in S. jacnbaea. Still, results of these and previous studies on retention, uptake and translocation do not completely account for differences in sensitivity found in greenhouse and field applications. Other possible explanations for selectivity are discussed.     

Effect of chlorfenprop-methyl, flamprop-isopropyl and benzoylprop-ethyl on 14C2 fixation in Avena fatua L., Triticum aestivum L. and Hordeum vulgare L.

The effect of chlorfenprop-methyl, flampropisopropyl and benzoylprop-ethyl on ¹⁴CO₂ fixation was followed in wild oat (Avena fatua L.), barley (Hordeum vulgare L., cv. Ametyst), and wheat (Triticum aestivum L., cv. Mironovská). Experimental plants were exposed to a ¹⁴CO₂-enriched atmosphere in a special apparatus 2 h, 1, 3, and 9 days after the herbicide treatment. Chlorfenprop-methyl already inhibited ¹⁴CO₂ fixation in wild oat plants 2 h after the treatment. ¹⁴C-metabolite transport to the roots was strongly decreased. Both ¹⁴CO₂ fixation and ¹⁴C-metabolite level in the roots were significantly depressed in A. fatua when compared with untreated plants at the last sampling time. ¹⁴C incorporation into starch was inhibited from the first day after treatment, and on day 9 was lowered more than ten fold in treated plants. Flamprop-isopropyl inhibited ¹⁴CO₂ fixation in wild oat plants from day 3 after treatment, but benzoylprop-ethyl not until day 9. Both herbicides also decreased ¹⁴C incorporation into starch in A. fatua. Chlorfenprop-methyl also slightly decreased ¹⁴CO₂ fixation in barley on day 9. However, assimilate transport into the roots and ¹⁴C incorporation into starch were not affected. Flamprop-isopropyl inhibited ¹⁴CO₂ fixation in barley plants only on the first day after treatment, and assimilate transport was also reduced. By contrast, no differences from untreated plants were found at the end of the experiment. Benzoylprop-ethyl did not decrease either ¹⁴CO2 fixation or assimilate transport to the roots in wheat, but it inhibited starch synthesis. Atrazine depressed ¹⁴CO₂ fixation in wild oat plants by 91%, in wheat plants by 99% compared with untreated plants. Assimilate transport into the roots was also strongly inhibited. In contrast to atrazine, the effect of chlorfenprop-methyl, flamprop-isopropyl, and benzoylprop-ethyl on CO₂ fixation seems to be secondary.     

四种拟除虫菊酯类杀虫剂对枸杞蚜虫的毒力及对三磷酸腺苷酶和谷胱甘肽S-转移酶活性的影响

为寻找防治枸杞蚜虫的适用药剂,采用玻璃管药膜法,测定了4种拟除虫菊酯类杀虫剂对枸杞蚜虫的毒力及对其三磷酸腺苷酶(ATPase)和谷胱甘肽S-转移酶(GSTs)活性的影响。结果表明:枸杞蚜虫对联苯菊酯最敏感,LC50值为4.34 mg/L;氯菊酯、高效氯氰菊酯和甲氰菊酯的LC50值分别为17.08、40.50和184.84 mg/L。4种杀虫剂对枸杞蚜虫两种ATPase活性均有抑制作用,药剂浓度为1×10-4mol/L时,4种药剂对Na+-K+-ATPase活性的抑制率均高于对Ca2+-M g2+-ATPase的抑制率,其中对Na+-K+-ATPase活性的抑制率从高到低依次为:联苯菊酯高效氯氰菊酯氯菊酯甲氰菊酯,而对Ca2+-M g2+-ATPase的抑制率则是联苯菊酯最高(46.41%),高效氯氰菊酯最低(33.04%)。4种药剂对枸杞蚜虫GSTs活性的影响差异较大:联苯菊酯在低浓度时对GSTs具有诱导作用,高浓度时则表现为一定的抑制作用;不同浓度高效氯氰菊酯和氯菊酯对GSTs活性均表现为抑制作用,抑制率最高达85.02%;而甲氰菊酯处理后GSTs的活性则升高了193.07%~249.96%。     

草地贪夜蛾病原微孢子虫的鉴定及其致病力分析

为明确从田间采集草地贪夜蛾 Spodoptera frugiperda幼虫体内发现的一种微孢子虫的分类地位和致病性,利用传统形态学观察和分子生物学技术对该微孢子虫进行鉴定,同时采用室内生物活性测定法对其致病性进行分析。结果显示,该微孢子虫的形态学特征与家蚕微孢子虫 Nosemabombycis相近,具有典型微孢子虫超微组成结构,孢子壁厚度为195.00~205.15 nm,极丝盘旋于孢子后极内侧10~12圈;其基因组的基因间隔区（intergenic spacer, ITS）和小亚基核糖体RNA（smallsubunit ribosomal RNA, SSU）序列与已报道的家蚕微孢子虫相关序列的相似度分别达94.34%和99.50%,系统发育树显示该微孢子虫属于微孢子虫属 Nosema,与家蚕微孢子虫亲缘关系最近。该微孢子虫侵染草地贪夜蛾1龄和2龄幼虫5 d时的LC50分别为2.51×10⁷孢子/mL和2.48×10⁷孢子/mL;侵染3龄幼虫10 d时的LC₅₀为3.79×10⁷孢子/mL;侵染4龄幼虫15 d时的LC50为3.98×10⁷孢子/mL;且当微孢子虫浓度为1.0×10⁸孢子/mL时,草地贪夜蛾1至4龄幼虫的LT₅₀分别为3.04、 3.86、 7.47和10.43 d。表明该微孢子虫隶属微孢子虫属,对草地贪夜蛾不同龄期幼虫均有较强的致病力,具有良好的开发应用潜力。