Potential involvement of alkoxyl and hydroxyl radicals in the peroxidative action of oxyfluorfen

The potential involvement of hydroxyl and alkoxyl radicals in the peroxidative action of the p-nitro diphenyl ether herbicides acifluorfen (5-[2-chloro-4-(trifluoromethyl)phenoxyl]-2-nitrobenzoic acid), acifluorfen-methyl (methyl ester of acifluorfen), nitrofen [2,4-dichloro-1-(4-nitrophenoxy)benzene], nitrofluorfen [2-chloro-1-(4-nitrophenoxy)-4-(trifluoromethyl)benzene], and oxyfluorfen [2-chloro-1-(3-ethoxy-4-nitrophenoxy)-4-(trifluoromethyl)benzene] was evaluated under laboratory conditions. Methional was added to illuminated thylakoids from peas (Pisum sativum L., cv Little Marvel) and its oxidation to ethylene was used as an indicator of hydroxyl and alkoxyl radical production. Oxyfluorfen stimulated the rate of methional oxidation by 138% at 10 μM and 175% at 1 mM. This oxyfluorfen-induced stimulation of the rate of methional oxidation was dependent on light, photosynthetic electron transport, and hydrogen peroxide since it was not observed under dark conditions or in the presence of DCMU and catalase. Addition of Fe-EDTA, a catalyst of the Fenton reaction, stimulated the oxyfluorfen-induced enhancement of methional oxidation sixfold, suggesting that hydroxyl radicals are synthesized through a Fenton reaction. Acifluorfen, nitrofen, and nitrofluorfen inhibited the rate of methional oxidation whereas acifluorfen-methyl had no effect on the rate of methional oxidation, even at high concentrations (1 mM). Nitrofluorfen at 1 mM was the only p-nitro diphenyl ether herbicide tested to inhibit photosynthetic electron transport of pea thylakoids. In experiments with pea leaf disks, acifluorfen at low concentrations stimulated the rate of methional oxidation, whereas acifluorfen-methyl, nitrofen, and nitrofluorfen had no effect. These data indicate that hydroxyl and alkoxyl radicals could be involved in the mechanism of cellular damage caused by oxyfluorfen but they are not important for the activity of the diphenyl ether herbicides acifluorfen, acifluorfen-methyl, nitrofen, and nitrofluorfen.     

Diphenylether-like physiological and biochemical actions of S-23142, a novel N-phenyl imide herbicide

Several physiological and biochemical actions of a new experimental herbicide, S-23142 [N-(4-chloro-2-fluoro-5-propargyloxyphenyl)-3,4,5,6-tetrahydrophthalimide], have been investigated. S-23142 was active under the presence of light and oxygen. Photosynthetic CO₂ fixation in soybean began to decrease 4–5 hr after the foliar treatment of S-23142, being accompanied by the appearance of visible bleaching and wilting of the plants. A large amount of ethane, the products of peroxidation of unsaturated fatty acids, was produced from the cotyledon discs of cucumber (Cucumis sativus L.) treated with S-23142. Leakage of ATP was also observed. S-23142 did not inhibit photosynthetic oxygen evolution of the discs just after the application; however, the oxygen evolution rate decreased as the treated discs produced ethane. The results suggest that cell membrane and chloroplast membrane were deteriorated by the membrane lipid peroxidation. S-23142 also induced ethylene production and a high level of phenylalanine-ammonia lyase activity in cucumber cotyledon, which was regarded as the phenomena of stress response. Only the ethylene production was inhibited by aminoethoxyvinylglycine and cycloheximide, while the ethane production was not affected. All of these actions of S-23142 were essentially the same as those of acifluorfen ethyl except that the activity of S-23142 was more than 10 times higher than that of acifluorfen ethyl. These data strongly suggest that S-23142 belongs to the same group as diphenylethers in its mechanisms of action despite the difference in chemical structure.     

Characterization of herbicidal injury by acifluorfen-methyl in excised cucumber (Cucumis sativus L.) cotyledons

Initial signs of herbicidal injury by several diphenyl ether herbicides were monitored by following the efflux of ⁸⁶Rb⁺ from treated cucumber (Cucumis sativis L.) cotyledons after exposure to light (600 μE m^?2 sec^?1; measured as PAR, i.e., photosynthetically active radiation between 400 and 700 nm). This very sensitive, rapid, and quantitative bioassay proved quite useful in (a) a structure-activity correlations study of the diphenyl ether compounds investigated and (b) an examination of herbicidal characteristics. The following diphenyl ether herbicides were analyzed: acifluorfen, sodium 5-[2-chloro-4-(trifluormethyl)phenoxy]-2-nitrobenzoate; acifluorfen-methyl (MC-10108), methyl 5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoate; bifenox, methyl 5-(2,4-dichlorophenoxy)-2-nitrobenzoate; nitrofen, 2,4-dichlorophenyl p-nitrophenyl ether; nitrofluorfen, 2-chloro-1-(4-nitrophenoxy)-4-(trifluoromethyl)benzene; oxyfluorfen, 2-chloro-1-(3-ethoxy-4-nitrophenoxy)-4-(trifluoromethyl)benzene; MC-7783, potassium 5-(2,4-dichlorophenoxy)-2-nitrobenzoate; and MC-10982, ethyl 5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoate. Of the compounds investigated, acifluorfen-methyl (AFM) had the greatest degree of herbicidal activity. Cucumber cotyledons placed in high light (600 μE m^?2 sec^?1; PAR) with 10 nM AFM showed a significant increase in the efflux of ⁸⁶Rb⁺ within 2 to 4 hr. Light was required for herbicidal activity by AFM, and when treated cotyledons were returned to darkness, no further damage to the tissue occurred. By decreasing the quantity of light, the effect of the compound was delayed, although the magnitudes of the responses at the different intensities (600, 300, 150, and 75 μE m^?2 sec^?1; PAR) were nearly equal. By increasing the length of time of dark pretreatment with 1 μM AFM, ⁸⁶Rb⁺ efflux could be detected as early as 10 to 15 min after exposure to light (600 μE m^?2 sec^?1; PAR). Following light activation of AFM there was a simultaneous efflux of ⁸⁶Rb⁺, ³⁶Cl^?, ⁴⁵Ca²⁺, 3-O-methyl-[¹⁴C]glucose, and [¹⁴C]methylamine⁺. These data suggest the initial response to the herbicidal activity of AFM is expressed as a general increase in membrane permeability.     

Herbicide and inhibitor effects on cell leakage in suspension cultures of tobacco (Nicotiana tabacum)

Effects of selected herbicides and respiratory inhibitors on leakage from tobacco (Nicotiana tabacum) cell suspension cultures were studied. Leakage was monitored by quantitation of fluorescein dye released from preloaded cells and by measuring conductivity changes in the suspension medium. The herbicides ioxynil, Barban, 2,4,5-T, MCPB, and PCP (10^?6 to 10^?4M) caused leakage of fluorescein dye and electrolytes within 2 hr of exposure to the herbicides. Potassium cyanide and 2,4-DNP caused appreciable leakage at the same concentrations. Similar responses were induced by anaerobiosis. Atrazine, metolachlor, paraquat, and nitrofen did not induce leakage when tested at concentrations of 10^?6 to 10^?4M.     

Effect of alachlor on Avena seedlings: Inhibition of growth and interaction with gibberellic acid and indoleacetic acid

The growth of Avena seedlings grown in sand was found to be inhibited by alachlor with the time of onset of inhibition after treatment being a function of herbicide concentration. There was a 12 hr lag period following a subirrigation with 2.5 × 10^?4M alachlor before growth inhibition could be detected. This lag period may be due to uptake and translocation of alachlor from the roots to the site of inhibition or to the exhaustion of certain growth-limiting substance(s) whose biosynthesis is inhibited by alachlor. Additions of gibberellic acid by subirrigation simultaneously with alachlor or after alachlor treatment did not prevent growth inhibition. However, treatment with 10^?3M gibberellic acid 24 hr prior to alachlor treatment overcame the alachlor inhibition. On the other hand, in contrast to gibberellic acid, indoleacetic acid did not prevent inhibition by alachlor.     

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).     

Effects of LS 82556 on thylakoid activities and photosynthesis: A comparison with paraquat and acifluorfen

LS 82556 is a new phytotoxic compound inducing photodependent herbicidal effect. In isolated cucumber cotyledons maintained under our experimental conditions, on water without sucrose and under continuous light, LS 82556 induces a photodependent degradation of biological membranes, the symptoms of which are near those of paraquat under the same conditons. The inhibition of the photosynthetic electron transfer by diuron, atrazine, or phenmedipham prevents this phytotoxic action. Using class C and class A chloroplasts isolated from spinach leaves and from cucumber cotyledons, it was shown that LS 82556 is neither an uncoupler nor an inhibitor of the electron transfer, nor is it an electron acceptor. Moreover, it is without effect on the CO₂-dependent O₂ evolution of intact chloroplasts (class A) under light. When isolated thylakoids were subjected to a 400 μE m⁻² sec⁻¹ photosynthetically active radiation light for 10 to 25 min, LS 82556, up to 100 μM, did not change the thylakoids activities. All these results show that the photodependent toxic effect of LS 82556 is quite different from that of paraquat, but it is near that of the diphenyl ethers such as acifluorfen. They demonstrate that the direct involvement of the thylakoid electron transfer in the photodependent mode of action of LS 82556 is unlikely. In isolated cucumber cotyledon fragments, under our conditions, this phytotoxic effect of LS 82556 seems to depend on the presence of sufficient amounts of carbohydrates, which are normally provided through photosynthesis.     

Differential effects of phenoxy herbicides on light-dependent 14CO2 fixation in isolated cells of C3 and C4 plants

Cells were isolated from the developing leaves of Ipomoea aquatica and Digitaria sanguinalis. The effects of phenoxy alkanoic acid herbicides on light-dependent ¹⁴CO₂ fixation and oxygen evolution in these leaf cells were studied. (2,4-Dichlorophenoxy)acetic acid and (2,4,5-trichlorophenoxy) acetic acid (2,4,5-T and 2,4-D) caused a 20% stimulation of ¹⁴CO₂ fixation at 0.8 × 10^?5M and an inhibition at 1 × 10^?4M in I. aquatica leaf cells. Temperature seemed to have a marked influence on such action. No effect or very little effect was observed in the leaf cells of D. sanguinalis. The nonactive (2,4,6-Trichlorophenoxy)acetic acid (2,4,6-T) caused a similar stimulation of CO₂ fixation as 2,4-D and 2,4,5-T at low concentrations in I. aquatica leaf cells, but no inhibition was observed at high concentration. Increase of hight intensity increased the rate of CO₂ fixation in both control and 2,4,6-T-treated cells; however, the percentage of stimulation remained the same. At stimulatory concentration, all three compounds did not cause any stimulation in either photosystem I and II or photosystem II-mediated oxygen evolution. At higher concentrations, the differential effects of 2,4-D and 2,4,5-T on the light-induced CO₂ fixation and photosystem II-mediated oxygen evolution in the I. aquatica leaf cells and D. sanguinalis mesophyll (ms) cells may be attributed in part to their selective action against dicotyledonous plants.     

Effects of anti-ecdysteroid azole analogues of metyrapone on the larval development of the fleshfly,Neobellieria bullata

Based on our previous finding that PIM (phenyl-imidazolyl-metyra-pon; 2-(1-imidazolyl)-2-methyl-1-phenylpropan-1-one, 1) is a strong inhibitor of ecdysone 20-monooxygenase (IC₅₀ = 7.89 × 10^?7 M) from the fleshfly, Neobellieria bullata (Parker) and has also a good toxic action in vivo against this insect, 17 imidazole and 1,2,4-triazole analogues of metyrapone were synthesized and evaluated for their action against N. bullata larvae in terms of toxicity, length of larval development, weight of the puparium as well as special symptoms, i.e. malformations of the anterior and posterior spiracles, and of the mandibles. The introduction of p-methoxy (LC₅₀ = 49 mg kg^?1 in diet) or p-chloro (LC₅₀ = 97 mg kg^?1) substituents on the benzene ring of PIM resulted in a significant increase in toxicity compared to that of metyrapone (LC₅₀ = 561 mg kg^?1) and PIM (LC₅₀ = 148 mg kg^?1). The hybridization state of the carbon atom adjacent to the benzene ring was not an important factor for toxicity because the acetoxy derivative ( 13 ) was almost as toxic as PIM. At least one methyl group was required on the carbon atom adjacent to the azole ring to maintain activity, while an ethyl group ( 4 ) enhanced the toxic effect. At the applied doses some compounds including metyrapone itself, extended the duration of the larval development. Only metyrapone and PIM decreased the puparium weight. Several derivatives induced lethal malformations of mandibles as well as the anterior and posterior spiracles.     

Study of the enhancement of herbicide activity and rainfastness by an organosilicone adjuvant utilizing radiolabelled herbicide and adjuvant

‘Sylgard® 309’ organosilicone surfactant is a very effective adjuvant for broadleaf weed control with a number of herbicides. It is also effective in providing rainfastness lo these post-emergence herbicide applications. To elucidate the basis for herbicide activity enhancement and rainfastness, the absorption of [¹⁴C]acifluorfen, [¹⁴C]bentazone and [¹⁴C]‘Sylgard 309’ were studied. Non-ionic surfactants and crop oil concentrates were used as adjuvants with [¹⁴C]acifluorfen and [¹⁴C]bentazone, respectively, for purposes of comparison. Maximum absorption of [¹⁴C]acifluorfen and [¹⁴C]bentazone was obtained within 15 min after herbicide application with the organosilicone, versus ≥ 24 h with the convenlional adjuvants. [¹⁴C]-Organosilicone absorption closely paralleled that of the [¹⁴C]-herbicides. The organosilicone appears to exert its action by increasing greatly herbicide absorption. The enhancement effect did not appear to be a function of reduced surface tension. Rainfastness appeared to be a result of greatly accelerated herbicide penetration through the leaf cuticle in the presence of the organosilicone.     

Inhibition on brown rot disease and induction of defence response in harvested peach fruit by nitric oxide solution

Nitric oxide (NO) is an important signal molecule involved in numerous plant responses to biotic and abiotic stresses. The effect of nitric oxide (NO) solution on pathogen infection and defence response of peach (Prunus persica (L.) Batsch) fruit against brown rot disease caused by Monilinia fructicola was investigated. The results showed that 15 μmol l^?1 NO solution did not significantly inhibit spore germination, germ tube length or pathogenicity of M. fructicola, but significantly reduced disease incidence and lesion areas in the fruit. Although 100 μmol l^?1 NO solution effectively inhibited the spore germination, germ tube elongation and pathogenicity of M. fructicola, the high concentration of NO solution caused damage to the fruit. Moreover, 15 μmol l^?1 NO enhanced the activities of chitinase (CHI) and β-1,3-glucanase (GNS) in the fruit. RT-PCR analysis showed that the expression of four genes, CHI, GNS, pathogenesis-related protein 1 and 10 genes (PR-1, PR-10) all increased after NO treatment. Conversely, pretreatment with 100 μmol l^?1 NO scavenger, 2-4-carboxyphenyl-4,4,5,5- tetramethylimidazoline-1-oxyl-3-oxide (cPTIO), rendered the fruit relatively susceptible to pathogen infection and inhibited the defence response of the fruit. These results suggest that NO solution treatment can protect peach fruit from pathogen infection by inducing the activities of the defence enzymes and the expression of PR genes.     

Contact and fumigant toxicity of Armoracia rusticana essential oil, allyl isothiocyanate and related compounds to Dermatophagoides farinae

BACKGROUND: The toxicity to adult Dermatophagoides farinae of allyl isothiocyanate identified in horseradish, Armoracia rusticana, oil and another 27 organic isothiocyanates was evaluated using contact + fumigant and vapour‐phase mortality bioassays. Results were compared with those of two conventional acaricides, benzyl benzoate and dibutyl phthalate. RESULTS: Horseradish oil (24 h LC₅₀, 1.54 µg cm^?2) and allyl isothiocyanate (2.52 µg cm^?2) were highly toxic. Benzyl isothiocyanate (LC₅₀, 0.62 µg cm^?2) was the most toxic compound, followed by 4‐chlorophenyl, 3‐bromophenyl, 3,5‐bis(trifluoromethyl)phenyl, cyclohexyl, 2‐chlorophenyl, 4‐bromophenyl and 2‐bromophenyl isothiocyanates (0.93–1.41 µg cm^?2). All were more effective than either benzyl benzoate (LC₅₀, 4.58 µg cm^?2) or dibutyl phthalate (24.49 µg cm^?2). The structure‐activity relationship indicates that types of functional group and chemical structure appear to play a role in determining the isothiocyanate toxicities to adult D. farinae. In the vapour‐phase mortality bioassay, these isothiocyanates were consistently more toxic in closed versus open containers, indicating that their mode of delivery was, in part, a result of vapour action. CONCLUSION: In the light of global efforts to reduce the level of highly toxic synthetic acaricides in indoor environments, the horseradish oil‐derived compounds and the isothiocyanates described herein merit further study as potential acaricides for the control of house dust mite populations as fumigants with contact action. Copyright © 2011 Society of Chemical Industry     

Effect of fusaric acid on the leaf physiology of cucumber seedlings

The damaging effects of fusaric acid (FA), a fungal toxin produced by Fusarium oxysporum, on cucumber seedlings were investigated in a greenhouse experiment. The accumulation of red ink was introduced as damage determination, the vines and mesophyll cells of the plants treated with high concentration of FA were acutely stained to a deep red colour, and the quantity of red ink in the shoots and roots was significantly increased. The leaf plasma membrane H⁺-ATPase was significantly inhibited after treatment with FA. Moreover, transmission electron microscopy and electrolyte leakage experiments revealed severe FA-induced injury to leaf cell membranes. The membrane injury and wilt in the leaves of FA-treated plants disturbed the water status, and the leaf water potential was significantly decreased. The present results suggested that FA inhibits the leaf plasma membrane H⁺-ATPase and reduce the cell membrane integrity of cucumber seedlings, thus leading to leaf wilting and a reduction of the leaf water potential.     

Resistance pattern and antioxidant enzyme profiles of protoporphyrinogen oxidase (PROTOX) inhibitor-resistant transgenic rice

We quantified the resistance levels of transgenic rice plants, expressing Myxococcus xanthus protoporphyrinogen oxidase (PROTOX) in chloroplasts and mitochondria, to PROTOX inhibitors, acifluorfen, oxyfluorfen, carfentrazone-ethyl, and oxadiazon. We also determined whether active oxygen species-scavenging enzymes are involved in the resistance mechanism of transgenic rice. The transgenic rice line M4 was about >200-fold more resistant to oxyfluorfen than the wild-type (WT). M4 was also resistant to acifluorfen, carfentrazone-ethyl, and oxadiazon, but did not show multiple resistance to imazapyr and paraquat, which have different target sites. Acifluorfen, oxyfluorfen, carfentrazone-ethyl, and oxadiazon reduced the chlorophyll content in leaves of WT, but had minimal or no effect on M4. The PROTOX inhibitors also caused significant lipid peroxidation in the treated leaves of WT rice. However, the malondialdehyde production in M4 was not affected by these herbicides. The WT rice had higher activities of superoxide dismutase, catalase, ascorbate peroxidase, and glutathione reductase than M4 after treatment with PROTOX inhibitors. A similar response was observed in all cases of antioxidant isozyme profiles analyzed. However, the induction in antioxidant activity in WT was not enough to overcome the toxic effects of a PROTOX inhibitor so the plant eventually died.     

Effect of metabolites from different Trichoderma strains on the growth of Rosellinia necatrix,the causal agent of avocado white root rot

Seven different strains of Trichoderma isolated from avocado roots showed antagonism to Rosellinia necatrix, which is the causal agent of white root rot. We studied these Trichoderma strains on the basis of the secondary metabolites produced in liquid culture. Five different compounds, namely, 6PP (6-pentyl-α-pyrone), Harzianolide (4-hexa-2,4-dienyl-3-(2-hydroxy-propyl)-5H-furan-2-one), T39butenolide (4-hexa-2,4-dienyl-3-(2-oxo-propyl)-5H-furan-2-one), Dehydroharzianolide (4-hexa-2,4-dienyl-3-propenyl-5H-furan-2-one) and Cerinolactone [(3-hydroxy-5-(6-isopropyl-3-methylene-3, 4, 4a, 5, 6, 7, 8, 8a-octahydronaphthalen-2-yl) dihydrofuran-2-one); a recently discovered novel metabolite], were obtained. In vitro studies of the effects of these compounds on different R. necatrix strains isolated from avocado roots and with different virulence demonstrated that 6PP had the strongest effect even at a low concentration. Although unstable, Cerinolactone and T39butenolide also had large effects on R. necatrix, mainly at a concentration of 200 μg. Harzianolide and Dehydroharzianolide exhibited the lowest effects on the pathogen. In vivo studies of Trichoderma metabolites on Lupinus luteus plants demonstrated the delay of white root rot epidemic through preventive application of 6PP or Harzianolide to seeds or plantlets by immersion in solutions of these metabolites at 1 mg l^?1 (minimum effective dosage). In contrast, Cerinolactone only was effective at 10 mg l^?1 when applied by plantlet immersion. Thus, this study reports the role that these metabolites could play for controlling avocado white root rot caused by R. necatrix.     

The action of (S)-3-allyl-2-methyl-4-oxocyclopent-2-enyl (1 R)-trans-chrysanthemate, (S)-bioallethrin,on single neurones in the central nervous system of the leech,Hirudo medicinalis

Intracellular recordings from identifiable neurones in the leech segmental ganglion in high (20 mM) magnesium Ringer solution showed that (S)-3-allyl-2-methyl-4-oxocyclopent-2-enyl (1 R)-trans-chrysanthemate, (S)-bioallethrin, induced three phases of activity: (1) hyperexcitability; (2) repeated depolarisations accompanied by trains of action potentials; and (3) block of action potentials. A linear relation between log (time to onset) of both depolarisations and block and the log (applied dose) was observed over the range 3.44 × 10^?7–1.10 × 10^?3M. (S)-Bioallethrin was toxic to leeches at similar concentrations to those effective on isolated ganglia. The possible role of repeated depolarisations in the poisoning process is discussed.     

Degradation of ioxynil to CO2 in soil

Degradation of ioxynil (4-hydroxy-3,5-diiodobenzonitrile) to CO₂ was detected in a clay loam, high organic matter content soil. The majority of radioactivity was recovered as ¹⁴CO₂ from both ring-labeled and cyano-labeled ioxynil; however, ¹⁴CO₂ was always released from cyano-labeled ioxynil at a much faster initial rate. No ¹⁴CO₂ was released in treated sterile soil, either aerobically or anaerobically. Production of ¹⁴CO₂ from cyanolabeled and ring-labeled ioxynil was greatly inhibited by HgCl₂ (10^?5M), and p-chloromercuribenzoate (5 × 10^?5M), but slightly inhibited by ferricyanide (10^?4M). No ¹⁴CO₂ was evolved from ring-labeled ioxynil under anaerobic conditions. These observations indicated that the degradation of ioxynil to CO₂ in soil was a microbial action and was oxygen dependent. This is consistent with the known mechanism of oxygenases in degrading benzene rings. Anaerobically, a small amount of ¹⁴CO₂ was released from cyano-labeled ioxynil. Thin-layer chromatographic analyses of the culture supernatant revealed that 3,5-diiodo-4-hydroxybenzamide and 3,5-diiodo-4-hydroxybenzoic acid were intermediate metabolites.     

Action of avermectin B1a on the leg muscles and the nervous system of the American cockroach

The action of avermectin was studied in the leg muscle and the central nervous system of the American cockroach, Periplanata americana L. Avermectin at a low concentration (10^?7M) causes a failure of the leg muscles to respond to external stimuli within 30 min without affecting the magnitude of contraction. Avermectin was found to stimulate Cl^? uptake by the leg muscles within 4 min at 10^?7M. The threshold concentration to cause such stimulation was on the order of 10^?8M. This stimulatory action could be antagonized by picrotoxinin (10^?4M) and to a lesser extent by bicuculline methiodide (10^?4M). The phenomenon is observable under both Na⁺-free and K⁺-free conditions. It was concluded that the action of avermectin is to open the chloride channel on the plasma membrane. This action of avermectin does not seem to be mediated through GABA, GABA receptors, diazepine receptors, or picrotoxinin receptor in this insect species, and therefore suggests that avermectin directly attacks the chloride channel proper both in the central nervous and the neuromuscular systems.     

Isophorone‐induced light‐independent lipid peroxidation and loss of cell membrane integrity

Isophorone (3,5,5‐trimethylcyclohex‐2‐en‐1‐one) is a plant‐derived volatile compound with strong phytotoxic activity. Here, we aimed to elucidate the mechanism of action of isophorone, and to this end, the effects of isophorone on shoot fresh weight, chlorophyll content, electrolyte leakage, and lipid peroxidation of Lactuca sativa L. and photosynthetic electron transport activity in chloroplast isolated from Spinacia oleracea L. were investigated. Isophorone induced light‐independent decreases in shoot fresh weight and light‐dependent chlorosis. In addition, increased electrolyte leakage and lipid peroxidation occurred under light conditions. However, the inhibitory activity on photosynthetic electron transport was unexpectedly low, and electrolyte leakage and lipid peroxidation were induced even under dark conditions. These results suggest that the inhibition of photosynthetic electron transport is not the main mechanism of action of isophorone and that the phytotoxic effects are mainly due to light‐independent oxidative damage and subsequent loss of cell membrane integrity.     

Potassium uptake in atrazine-treated roots of sensitive and resistan plants

The action of atrazine and its biodegradation products on the membrane transport of potassium in roots was evaluated in both sensitive and resistant plants. Excised roots of maize and oat showed inhibition of potassium uptake efficiency in the presence of 1.4 × 10^?4M atrazine and 1.4 × 10^?4M deethylated atrazine. Other biodegradation products such as 2-chloro-4-amino-6-ethylamino-1,3,5-triazine,2-chloro-4,6-,bisamino-1,3,5-triazine, and 2-chloro-4-amino-1,3,5-triazine showed no inhibitory effect on the K⁺ uptake capacity. Two maize hybrids showing different uptake efficiency were inhibited differently by atrazine. We suggest that atrazine and deethylated atrazine inhibited the K⁺ transport interacting directly with the plant cell membranes without discerning between resistant and sensitive plants.