Inhibition of carotenogenesis by substituted diphenyl ethers of the m-phenoxybenzamide type

Diphenyl ethers exhibit different modes of action according to their chemical constitution. Diphenyl ethers of the m-phenoxybenzamide type, which were found to be effective on carotenogenesis resulting in an accumulation of colorless carotenoid precursors, mostly phytoene, indicative of inhibition of desaturation, are discussed. As seen with other carotenoid biosynthesis inhibitors, a concurrent loss of chlorophyll was observed as a secondary effect caused by the absence of protective carotenoids. In contrast to peroxidative p-nitrodiphenyl ethers like oxyfluorfen (2-chloro-4-trifluoromethylphenyl-3′-ethoxy-4′-nitrophenyl ether), the m-phenoxybenzamides assayed showed the same phytotoxic mode of action in the dark as observed when using heterotrophic Scenedesmus cultures. As expected, chlorophylls were not affected. The decrease of carotenoids was not due to their degradation but to inhibited carotenogenesis. Examination of carotenoid fractions show that the m-phenoxybenzamides, e.g., 3-(2,5-dimethylphenoxy)-N-ethylbenzamide, used here act similarly to 2-phenylpyridazinones like norflurazon [4-chloro-5-methylamino-2-(2-trifluoromethylphenyl)-pyridazin-3(2H)one]. All these inhibitors strongly decrease the α- and β-carotene content, while xanthophyll content is not lowered as much.     

Inhibition of sterol biosynthesis in cell-free extracts of Botrytis cinerea by prochloraz and prochloraz analogues

The sensitivity of cytochrome-P450-dependent sterol 14α-demethylase (P450_14DM) to prochloraz and several prochloraz analogues was studied in a cell-free assay of Botrytis cinerea Pers. ex Fr. The EC₅₀ values (concentrations which inhibited radial growth of B. cinerea by 50%) of the compounds tested ranged from 3.3 × 10 ?8 to 1.7 × 10 ?5 M. The IV₅₀ values (concentrations which inhibited cell-free C₄-demethyl sterol synthesis by 50%) in cell-free assays of B. cinerea ranged from 2.6 × 10 ?9 to 4.4 × 10 ?7 M. Ranking compounds in terms of their relative inhibitory potencies showed quite similar trends to the order of fungitoxicity, but the IC₅₀ values did not quantitatively reflect the differences in toxicity. Therefore, the differential inhibition of cell-free P450_14DM activity by these compounds cannot fully account for their differences in activity towards B. cinerea. Additional mechanisms must be involved. The compounds tested were generally more potent in the B. cinerea assay than in similar assays developed for Penicillium italicum Wehmer and, in particular, Saccharomyces cerevisiae Meyen. This correlated with the relatively higher activity of most test compounds to B. cinerea. Results suggest that the cell-free assay of B. cinerea is more useful to evaluate candidate fungicides as inhibitors of sterol 14α-demethyiase activity than similar assays from model organisms. The present study confirms that the affinity of prochloraz analogues for P450_14DM depends on the nature of the N-1 substituent of the imidazole and the azole ring. It was also found that addition of an amino group at C-2 of the imidazole moiety of prochloraz gave a compound (6) which inhibited 4, 4-demethyl sterol biosynthesis in B. cinerea at a different site from the P450_14DM. This was confirmed by the observation that laboratory-generated triadimenol-resistant isolates of B. cinerea showed reduced sensitivity to triadimenol and prochloraz, but not to compound 6.     

除草剂对作物的药害研究

在我国农业生产中,除草剂已经大面积应用了半个多世纪,它在杂草防治及作物增产中发挥了巨大作用,但在除草剂使用过程中,对作物的药害是一个不容忽视的问题。本文综述了除草剂药害产生的原因和出现药害后作物的症状,并介绍了发生药害后的救治方法以及预防药害产生的具体措施,以期为除草剂的安全使用提供科学依据。     

Phytotoxicity of four herbicides in different synthetic soils

The relative phytotoxicity of four soil-applied herbicides, benzthiazuron, cycloate, delachlor, and pyrazon, used for sugar beet (Beta vulgaris L.), was tested on a dilution series of peat, Newe Ya’ar clay soil and Hamadia calcareous clay soil mixed with sand, and of Newe Ya’ar clay soil mixed with lime. The phytotoxicity was assessed with oats (Avena sativa L. cv. Mulga). Cycloate was the most potent herbicide of the four, except in soils with high organic matter ( ?11%), where delachlor was more active. Benzthiazuron was the least phytotoxic herbicide in the peat + sand mixtures, but it was more active than pyrazon in lighter soils of the Newe Ya’ar series. The addition of sand to the peat and the soils increased the phytotoxicity of all herbicides. The addition of lime to Newe Ya’ar clay soil decreased the phytotoxicity of benzthiazuron and pyrazon but not of delachlor.     

精异丙甲草胺对小麦药害及其安全剂解毒作用初步研究

为了探索精异丙甲草胺在小麦田的应用技术,室内研究了精异丙甲草胺对小麦的安全性,对安全剂进行筛选,并对安全剂作用机制进行初步研究。结果表明,精异丙甲草胺对小麦的生长抑制作用随着土壤含水量增大及温度的下降而上升。对4种安全剂进行筛选,结果表明,解草酮0.5、5g/kg种子处理能够显著降低精异丙甲草胺对小麦的药害,解草啶、二氯丙烯胺、苯叉酰胺在低剂量下能够一定程度缓解精异丙甲草胺药害,但高剂量无缓解作用。进一步研究表明,解草酮0.5~4g/kg种子处理能够有效降低精异丙甲草胺150~600g/hm2(有效成分含量)造成的小麦药害,缓解率均在20%以上,其中1g/kg解草酮种子处理缓解效果最好,提高小麦对精异丙甲草胺的耐药性可达4倍以上。生理指标测定结果表明,解草酮1g/kg种子处理可显著提高小麦出苗期(播后4~6d)GSTs比活力,而GSH含量与对照相当或降低。表明解草酮可能通过提高小麦GSTs活力来增强GSH对精异丙甲草胺的轭合代谢作用,而非通过增加GSH含量来提升精异丙甲草胺降解。     

硫酸铵对草甘膦在空心莲子草中输导及除草活性的影响

草甘膦与硫酸铵混合后处理空心莲子草,测定其对植株的抑制作用和体内草甘膦的吸收与传导量。结果表明,加入硫酸铵(1.20 g/L)后草甘膦(300 mg/L)对地下根茎抑制率比对照提高了12.2个百分点。植株经硫酸铵喷雾处理后,地下茎和根系中14C-草甘膦含量分别是对照处理的1.39和1.86倍。药液中水的硬度达到342.0 mg/L时明显降低草甘膦的除草活性,硫酸铵浓度达到12.0 g/L则可基本消除水的硬度对草甘膦除草活性的影响。     

降雨及助剂对咪唑乙烟酸药效的影响

以苘麻Abutilon theophrasti为测试植物,研究了施药后降雨和助剂对咪唑乙烟酸除草活性的影响。结果表明,咪唑乙烟酸有较好的耐雨性,药后2 h内无降雨,可保持相当的防效,药后4~8 h内无降雨,与无降雨的没有显著差异。添加非离子表面活性剂能明显提高咪唑乙烟酸的除草活性。其中增效作用从大到小依次为:AM-100＞PPJ-15＞OP-10＞SDP,咪唑乙烟酸的IC50值分别比未加助剂处理的下降了33.6%、35.4%、29.5%和17.1%。咪唑乙烟酸的用量越低,助剂的增效作用越明显。     

Phytotoxicity and metabolism of chlortoluron in two wheat varieties

Varietal susceptibility of winter wheat to chlortoluron, 1-(3-chloro-4-methylphenyl)-3,3 dimethylurea, has been studied in two varieties, Corin (susceptible) and Clement (tolerant). After a 24-hr root absorption of the herbicide, phytotoxicity was estimated from growth measurements. When administered at 12 to 96 μM concentrations, the herbicide reduced the growth of both varieties. A significant selective effect was found at 96 μM. Measurements of chlorophyll fluorescence-induction kinetics allowed to discriminate between the two varieties treated with 12 to 48 μM chlortoluron. The metabolism of chlortoluron was studied following absorption of 24 μM solutions. Both varieties produced the same pattern of metabolites but the tolerant variety degraded the herbicide and the phytotoxic mono-N-demethylated metabolite at a slightly higher rate. An unexpected result was that the more susceptible variety possessed a very significant ability to metabolize chlortoluron. In conclusion, it appears that further studies are necessary before deciding whether the differences in susceptibility of the two varieties can be explained by the only metabolic factor.     

浅谈农药药害的鉴定与处理

农药做为重要的农业投入品,在保障农业生产、增加农民收入上起着不可替代的作用。但农药的不合理使用往往造成药害,有的引起大面积减产甚至绝收,影响了农民利益、农业生产和农村和谐社会的发展。目前鉴定与处理农药药害的农业行政法律法规依据严重不足,仅仅依靠农业部门又缺乏力度,其时效性限制又给药害的调查、鉴定、处罚和赔偿带来很大的困难。我们结合近年来农药管理和执法过程中,从农业行政执法角度,就药害事件的鉴定与处理进行探讨。     

莠去津的药害问题及药害防范技术研究概述

本文概述了使用莠去津以来,有关该药的药害情况及药害解除方法的研究状况。     

Phytotoxicity and persistence of chlorsulfuron as affected by activated charcoal

Two bioassay procedures, using petri-dishes and pots, based on the root growth of pregerminated maize were used to study the residual phytotoxicity of chlorsulfuron under field conditions. Both bioassay procedures appeared to be equally reproducible and sensitive with residues of chlorsulfuron being detectable from 0·25 to 10·0 ng g^-1. The results indicated that persistence, movement and phytotoxicity increased with increasing rate of chlorsulfuron, but persistence of the herbicide was shorter in wet compared to dry field conditions. As little as 1 g a.i. ha^-1 of incorporated chlorsulfuron under warm and dry field conditions caused a stunting effect on maize plants (Hybrid F₁, Damon) and reduced yield by 53% compared to untreated control plants; while 5·0 and 10·0 g a.i. ha^-1 of incorporated chlorsulfuron killed all maize plants. However, under wetter field conditions, incorporated chlorsulfuron at 1·25, 2·5 and 5·0 g a.i. ha^-1 caused a stunting effect on maize plants (Hybrid F₁, ARIS) and decreased yield by 16, 57 and 92%, respectively, compared to untreated control. Incorporation of 50 kg ha^-1 of activated charcoal inactivated completely chlorsulfuron incorporated at 1·25 and 2·5 g a.i. ha^-1 and did not affect yield of maize compared to untreated control. Higher rates of activated charcoal such as 100 and 200 kg ha^-1 also inactivated chlorsulfuron applied at 1·25–5·0 g a.i. ha^-1 and did not affect grain yield of maize. Phytotoxicité et persistance du chlorsulfuron Deux méthodes d'essais biologiques, à savoir en boîte de Petri ou en pot, Basées sur la croissance des racines de maïs prégermé ont été utilisées pour étudier la phytotoxicité résiduelle du chlorsulfuron en conditions de plein champ. Les deux méthodes sont également reproductibles et sensibles à des niveaux de détection pour les résidus de chlorsulfuron de 0,25 à 10 ng g^-1. Les résultats montrent que la persistance et la phytotoxicité augmentent avec des doses croissantes de chlorsulfuron, mais la persistance est plus courte dans des conditions de plein champ humides que séches. Une dose aussi faible que 1 g de matiére active ha^-1 de chtorsulfuron incorporé en conditions chaudes et séches a causé un effet retard sur les plants de maïs (hybride F₁, Damon) et a réduit de 53% le rendement par rapport au témoin non traité; des doses de 5 à 10 g de matiére active ha^-1 de chlorsulfuron incorporé ont tué tous les pieds de maïs. Cependant, en conditions plus humides, le chlorsulfuron incorporéà 1,25, 2,5 et 5 g de matiére active ha^-1 a causé un effet retard sur le maïs (hybride F₁ ARIS) et a réduit le rendement par rapport au témoin non traité respectivement de 16, 57 et 92%. L'incorporation de 50 kg ha^-1 de charbon actif a complément inactive le chlorsulfuron incorporéà 1,25 et 2,5 g de matiére active ha^-1 et n'a pas eu de répercussion sur le rendement par rapport au témoin non traité. Des doses plus élevées de charbon actif comme 100 et 200 kg ha^-1 ont inactivé le chlorsulfuron appliquéà 1,25–5 g matiére active ha^-1et n'ont pas affecté le poids en grain du maïs. Ueber die Beeinflussung von Phytotoxizität und Wirkungsdauer von Chlorsulfuron durch Aklivkohle Zum Studium der Residualwirkung von Chlorsulfuron unter Feldbedingungen wurden zwei Bioassaymethoden, eine in Petrischalen, die andere in Töpfen, eingesetzt. Beide Methoden basierten auf dem Wurzelwachstum von vorgekeimtem Mais. Es zeigte sich, dass beide Versuchsverfahren in gleichem Masse reproduzierbar und empfindlich und in der Lage sind Rückstände von 0,25–10,0 ng g^-1 nachzuweisen. Mit steigender Chlorsulfurondosis wurde eine zunehmende Phytotoxizität, Persistenz und Mobilität des Herbizids festgestellt. Die Persistenz war unter feuchten Feldbedingungen kürzer als bei Trockenheit. Bis zu einer unteren Grenze von 1,0 g a.i. ha^-1 verursachte inkorporiertes Chlorsulfuron, unter trockenen und warmen Feldbedingungen an Mais (Hybride F₁, Damon) Wachstumshemmungen und Erntereduktionen von 53%, verglichen mit unbehandelten Kontrollpflanzen. Unter feuchteren Bedingungen, jedoch, hatten 1,25, 2,5 and 5,0 g a.i. ha^-1 eingearbeitetes Chlorsulfuron an Mais (Hybride F₁ ARIS) Wachstumshemmungen und Ernteverluste von 16, 57 und 92% zur Folge. Die Einarbeitung von 50 kg ha^-1 Aktivkohle inaktivierte 1,25 g und 2,5 g ha^-1 inkorporierles Chlorsulfuron vollständig und hatte keinerlei negative Auswirkungen auf die Maisernte, im Vergleich zu unbehandelten Kontrollen. Höhere Mengen von Aktivkohle, wie 100 und 200 kg ha^-1, inaktivierten auch Chlorsulfuronmengen von 1,25–5 g ha^-1 und hatten keinen Einfluss auf den Kömerertrag.     

Phytotoxicity on cotton ex-plants of an 18.5 kDa protein from culture filtrates of Verticillium dahliae

A phytotoxic protein that evokes the typical symptoms of Verticillium wilt disease in seedlings of Gossypium hirsutum L. (Upland cotton) was isolated from culture filtrates of Verticillium dahliae. The protein was purified by ammonium sulfate precipitation, Sephadex-G100 fractionation, and native PAGE. The 18.5 kDa protein, designated VD18.5, appears to be a single subunit protein with an isoelectric point between 3 and 5. VD18.5 induces symptoms of leaf dehydration, chlorosis, necrosis and stem discoloration in seedlings of the disease susceptible cotton cultivar Siokra 1–4. The LD₅₀ of VD18.5 on protoplasts of Siokra 1–4 was 18 μg mL⁻¹. VD18.5 had no noticeable effect on Pima S-7, which is a disease resistant cultivar. Phytotoxic activity was partially destroyed at high temperature and was abolished by digestion with proteinase K. Mass spectrometry fingerprinting and protein sequence data from VD18.5 yielded no significant matches when submitted to the Mascot search engine and NCBI non-redundant protein databases, respectively. These results suggest that VD18.5 is a novel protein that may be involved in the development of some of the symptoms associated with Verticillium wilt disease in the cotton plant.     

Phytotoxicity and detoxification of metribuzin in dark-grown suspension cultures of soybean

Differential resistance of soybean to metribuzin (4-amino-6-t-butyl 3-(methylthio)-as-triazin-5(4H)-one) was demonstrated in cell suspensions from resistant and susceptible cultivars. Whereas the herbicide had been reported to inhibit photosynthesis, the observations on achlorophyllous, dark-grown cultures indicated that phytotoxicity was not restricted to photosynthesis. The sites of light-independent herbicide activity were not identified, but the presence of these sites was demonstrated in both the herbicide-susceptible and herbicide-resistant cells. The mechanism to protect these sites was present in all cultures. The mechanism, enzymatic detoxification of the herbicide, was inoperative in the susceptible cultures due to accumulation of a substance which inhibited the enzyme. Resistant cultures metabolized that substance to an ineffectual form. Metribuzin selectivity was therefore determined according to the accessibility of the inhibitor to the enzyme responsible for resistance.     

试析秀山县化学除草剂药害原因及其防控措施

化学除草剂的大量使用,减轻农民劳动强度、减少劳力使用量、提高了工效,但也给当季或后茬作物造成的严重药害。本文总结了近年来秀山县除草剂药害现象,分析药害产生的原因,提出防控措施。     

Phytotoxicity of Roundup Ultra 360 SL in aquatic ecosystems: Biochemical evaluation with duckweed (Lemna minor L.) as a model plant

Glyphosate-based herbicides (e.g. Roundup Ultra 360 SL) are extensively used in aquatic environment. Although glyphosate is more environmental favorable than many other herbicides, it may be exceptionally dangerous for aquatic ecosystems through high water solubility. Thus, the aim of the work was quantification of influence of Roundup Ultra 360 SL (containing isopropylamine salt of glyphosate as an active ingredient) on biomass and chlorophyll content within duckweed (Lemna minor L.). Moreover, changes in polyamine content and activity of such antioxidative enzymes as catalase (CAT) and ascorbate peroxidase (APX) were assayed in order to determine the biochemical mechanisms of L. minor response to the herbicide treatment. Obtained results showed that phytotoxicity of the herbicide was connected with decrease in chlorophyll-a, b and a+b content, and reduction of biomass growth. Roundup, similarly to some abiotic and biotic stressors, caused over-accumulation of putrescine, spermidine and total polyamines (PAs) within duckweed tissues. In addition an increase in CAT and APX activities suggested that stress generated by the herbicide treatment was at least partially connected with oxidative burst. Intensity of the duckweed responses to the herbicide was dependent on the applied herbicide level and/or duration of treatment.     

丁香酚对灰葡萄孢的抑制作用研究

丁香酚是从植物中提取的天然化合物。采用菌丝生长速率法测定了其对多种植物病原真菌的抑制作用以及田间分离得到的7株灰葡萄孢Botrytis cinerea对丁香酚的敏感性,同时测定了丁香酚对B.cinerea 03 孢子和菌核的抑制活性。结果显示,丁香酚对多种植物病原真菌均有不同程度的抑制作用;灰葡萄孢不同菌株对丁香酚的敏感性不同,EC50值在29.97 ~83.62 μg/mL之间;丁香酚可抑制灰葡萄孢产孢,但对孢子萌发无影响,可抑制其菌核的产生和萌发。荧光染色结果表明丁香酚能破坏灰葡萄孢菌丝细胞膜。利用原子吸收光谱法和紫外分光光度法分别测定丁香酚处理前后菌丝培养液中K+浓度和OD260值变化,结果显示处理后K+浓度和OD260值均升高。综上所述,细胞膜可能是丁香酚对灰葡萄孢菌丝的作用位点。