scholarly journals Phytotoxic activity of benzenesulfonamide derivatives. Part IV. Herbicidal activity of N-(2,3-epoxypropyl)benzenesulfonamide derivatives.

1985 ◽  
Vol 49 (11) ◽  
pp. 3265-3269 ◽  
Author(s):  
Koichi YONEYAMA ◽  
Nobumasa ICHIZEN ◽  
Makoto KONNAI ◽  
Tetsuo TAKEMATSU ◽  
Kazuyuki USHINOHAMA ◽  
...  
Plants ◽  
2020 ◽  
Vol 9 (11) ◽  
pp. 1571
Author(s):  
Mercedes Verdeguer ◽  
Adela M. Sánchez-Moreiras ◽  
Fabrizio Araniti

Weeds are one of the major constraints in crop production affecting both yield and quality. The excessive and exclusive use of synthetic herbicides for their management is increasing the development of herbicide-resistant weeds and is provoking risks for the environment and human health. Therefore, the development of new herbicides with multitarget-site activity, new modes of action and low impact on the environment and health are badly needed. The study of plant–plant interactions through the release of secondary metabolites could be a starting point for the identification of new molecules with herbicidal activity. Essential oils (EOs) and their components, mainly terpenoids, as pure natural compounds or in mixtures, because of their structural diversity and strong phytotoxic activity, could be good candidates for the development of new bioherbicides or could serve as a basis for the development of new natural-like low impact synthetic herbicides. EOs and terpenoids have been largely studied for their phytotoxicity and several evidences on their modes of action have been highlighted in the last decades through the use of integrated approaches. The review is focused on the knowledge concerning the phytotoxicity of these molecules, their putative target, as well as their potential mode of action.


2019 ◽  
Vol 47 (4) ◽  
pp. 1374-1381
Author(s):  
Aya MAALOUL ◽  
Mercedes VERDEGUER SANCHO ◽  
Martina ODDO ◽  
Ezzeddine SAADAOUI ◽  
Monia JEBRI ◽  
...  

Water shortage throughout the world, especially in arid regions in the later decades has led to search for alternatives to save potable fresh water. Treated wastewater (TWW) appears to be an opportunity for irrigation. However, it could represent a stress factor for plants, and influence their metabolism, changing their secondary metabolites and, consequently, their biological properties. Eucalyptus camaldulensis essential oil (EO) had been reported to possess phytotoxic activity. The main objective of this work was to compare the chemical composition and herbicidal activity of E. camaldulensis EO obtained from leaves of young plants and old trees irrigated with well water (WW) and TWW. Germination tests were performed in vitro against Amaranthus hybridus, Chenopodium album, Echinochloa crus-galli and Lolium perenne. The EOs composition was analyzed by gas chromatography and gas chromatography/mass spectrometry. A high percentage of oxygenated monoterpenes, with 1,8-cineole as main compound, was found in the EOs from leaves of young plants irrigated with both types of water. The EO from leaves of old trees irrigated with WW contained a main fraction of monoterpene hydrocarbons (45.17%) with p-cymene as principal compound. The highest herbicidal potential was shown by the EO from young plants irrigated with TWW. It completely inhibited A. hybridus and L. perenne germination, and nearly blocked the others at all concentrations assayed. It also showed strong phytotoxic activity on seedling length. The results suggest the possible use of TWW to irrigate Eucalyptus crops as it enhances the EOs herbicidal potential that could be used as natural herbicides.   In press - Online First. Article has been peer reviewed, accepted for publication and published online without pagination. It will receive pagination when the issue will be ready for publishing as a complete number (Volume 47, Issue 4, 2019). The article is searchable and citable by Digital Object Identifier (DOI). DOI link will become active after the article will be included in the complete issue.


Plants ◽  
2020 ◽  
Vol 9 (11) ◽  
pp. 1621
Author(s):  
Vsevolod Dubovik ◽  
Anna Dalinova ◽  
Alexander Berestetskiy

The use of many fungal phytotoxins as natural herbicides is still limited because they cannot penetrate leaf cuticle without injury and a little is known on their selectivity. In order to assess the herbicidal potential of phytotoxic 10-membered lactones (stagonolide A, stagonolide K, and herbarumin I), the selection of adjuvants, the evaluation of selectivity of the toxins and the efficacy of their formulations were performed. Among four adjuvants tested, Hasten™ (0.1%, v/v) increased phytotoxic activity of all the toxins assayed on non-punctured leaf discs of Sonchus arvensis. When assayed on intact leaf fragments of 18 plants species, 10 species were low to moderately sensitive to stagonolide A, while just five and three species were sensitive to stagonolide K and herbarumin I, respectively. Both leaf damage or addition of Hasten™ (0.1%) to the formulations of the compounds considerably increased or altered the sensitivity of plants to the toxins. Stagonolide A was shown to be non-selective phytotoxin. The selectivity profile of stagonolide K and herbarumin I depended on the leaf wounding or the adjuvant addition. Stagonolide A and herbarumin I formulated in 0.5% Hasten™ showed considerable herbicidal effect on S. arvensis aerial shoots. This study supported the potential of the oil-based adjuvant Hasten™ to increase the herbicidal efficacy of natural phytotoxins.


Weed Science ◽  
2009 ◽  
Vol 57 (1) ◽  
pp. 6-9 ◽  
Author(s):  
Samir A. M. Abdelgaleil ◽  
Neama Abdel-Razeek ◽  
Salah A. Soliman

Inhibitory effects of two sesquiterpene lactones, costunolide and parthenolide, isolated from dichloromethane extract of the stem bark of southern magnolia and a parthenolide derivative, 1,10-epoxyparthenolide, were evaluated on germination and seedling growth of wild oat. The sesquiterpene lactones effected a significant reduction of seed germination, particularly at the highest concentrations of 200, 400, and 600 mg L−1, with costunolide being the most active one. Furthermore, the three sesquiterpenes strongly inhibited root and shoot growth of the weed. However, the inhibition of root growth by all compounds was greater than that of shoot growth. Parthenolide inhibited growth of both root and shoot more strongly than the other compounds and a reference herbicide imazamethabenz. At a concentration of 100 mg L−1, parthenolide caused 87 and 41% growth inhibition of root and shoot, respectively. Parthenolide was tested for its effect on acetolactate synthase (ALS) activity. The compound inhibited the enzyme in a concentration-dependent manner, with 50% inhibition of 51.44 µM. The results of this study indicated that the herbicidal activity of the isolated sesquiterpene may be attributed to inhibition of ALS. The promising phytotoxic activity of sesquitepene lactones reported here could be considered a starting point for developing environmentally safer herbicides.


Molecules ◽  
2018 ◽  
Vol 23 (11) ◽  
pp. 2795 ◽  
Author(s):  
Ekaterina Poluektova ◽  
Yuriy Tokarev ◽  
Sofia Sokornova ◽  
Leonid Chisty ◽  
Antonio Evidente ◽  
...  

Phoma-like fungi are known as producers of diverse spectrum of secondary metabolites, including phytotoxins. Our bioassays had shown that extracts of Paraphoma sp. VIZR 1.46, a pathogen of Cirsium arvense, are phytotoxic. In this study, two phytotoxically active metabolites were isolated from Paraphoma sp. VIZR 1.46 liquid and solid cultures and identified as curvulin and phaeosphaeride A, respectively. The latter is reported also for the first time as a fungal phytotoxic product with potential herbicidal activity. Both metabolites were assayed for phytotoxic, antimicrobial and zootoxic activities. Curvulin and phaeosphaeride A were tested on weedy and agrarian plants, fungi, Gram-positive and Gram-negative bacteria, and on paramecia. Curvulin was shown to be weakly phytotoxic, while phaeosphaeride A caused severe necrotic lesions on all the tested plants. To evaluate phaeosphaeride A’s herbicidal efficacy, the phytotoxic activity of this compound in combination with five different adjuvants was studied. Hasten at 0.1% (v/v) was found to be the most potent and compatible adjuvant, and its combination with 0.5% (v/v) semi-purified extract of Paraphoma sp. VIZR 1.46 solid culture exhibited maximum damage to C. arvense plants. These findings may offer significant importance for further investigation of herbicidal potential of phaeosphaeride A and possibly in devising new herbicide of natural origin.


Molecules ◽  
2019 ◽  
Vol 24 (16) ◽  
pp. 2969 ◽  
Author(s):  
Zhaolin Xu ◽  
Mengying Shi ◽  
Yongqing Tian ◽  
Pengfei Zhao ◽  
Yifang Niu ◽  
...  

Fungal phytotoxins used as ecofriendly bioherbicides are becoming efficient alternatives to chemical herbicides for sustainable weed management. Previous study found that cultures of the pathogenic fungus Colletotrichum gloeosporioides BWH-1 showed phytotoxic activity. This study further isolated the major phytotoxin from cultures of the strain BWH-1 using bioactivity-guided isolation, by puncturing its host plant for an activity test and analyzing on the HPLC-DAD-3D mode for a purity check. Then, the active and pure phytotoxin was characterized as a dirhamnolipid (Rha-Rha-C10-C10) using the NMR, ESIMS, IR and UV methods. The herbicidal activity of dirhamnolipid was evaluated by the inhibition rate on the primary root length and the fresh plant weight of nine test plants, and the synergistic effect when combining with commercial herbicides. Dirhamnolipid exhibited broad herbicidal activity against eight weed species with IC50 values ranging from 28.91 to 217.71 mg L−1 and no toxicity on Oryza sativa, and the herbicidal activity could be synergistically improved combining dirhamnolipid with commercial herbicides. Thus, dirhamnolipid that originated from C. gloeosporioides BWH-1 displayed the potential to be used as a bioherbicide alone, or as an adjuvant added into commercial herbicides, leading to a decrease in herbicides concentration and increased control efficiency.


Author(s):  
Norliyana Fatin Omar ◽  
Chuah Tse Seng

Hand weeding continues to be one of the most laborious aspects of nursery maintenance. Oxygenated monoterpene, an important group of secondary metabolite found in essential oils, has a potential herbicidal activity that could be exploited as natural herbicide whereas organic mulch could delay weed emergence. Thus, this study aimed to examine the phytotoxicity of geraniol, an oxygenated monoterpene compound, in combination with lemongrass leaf mulch against three common weeds, Eleusine indica (grass), Cyperus distans (sedge), and Tridax procumbens (broadleaf). Greenhouse experiments were carried out by treating 4.0 t/ha lemongrass leaf mulch with 7.5% (v/v) geraniol compound. The pretreated mulch acted synergistically and inhibited the emergence and shoot growth of T. procumbens completely. However, the pretreated mulch exhibited a moderate inhibitory effect on C. distans emergence and growth. Geraniol-treated lemongrass leaf mulch acted synergistically and inhibited the emergence of E. indica by 72%, but it acted antagonistically and caused a 45% reduction of shoot biomass. The present findings suggest that geraniol-treated lemongrass leaf mulch has potent herbicidal activity but its phytotoxic effect is species-dependent.


2020 ◽  
Vol 12 (12) ◽  
pp. 9
Author(s):  
L. F. G. Fuentes ◽  
S. C. J. Gualtieri ◽  
M. Imatomi ◽  
R. B. Accarini

The growing number of invasive species in agricultural areas reduces productivity and results in production losses. The need to discover new compounds with herbicidal activity increases as cases of resistance of invasive plants to herbicides rise. The aim of this study was to evaluate the phytotoxic potential of benzyl salicylate and benzyl benzoate upon the growth of Triticum aestivum coleoptiles and on the initial growth of Lactuca sativa, Lycopersicon esculentum, Allium cepa, T. aestivum, Euphorbia heterophylla, and Megathyrsus maximus. For the T. aestivum coleoptile bioassays, the treatments used the concentrations of 10-3 M, 3 × 10-4 M, 10-4 M, 3 × 10-5 M, and 10-5 M; while for the initial growth bioassays the concentrations of 10-3 M, 10-4 M, and 10-5 M were used. Both compounds presented a minimum of 89% growth inhibition on T. aestivum coleoptiles in all concentrations. Both compounds inhibited the growth of the root system and shoot of A. cepa and E. heterophylla at all concentrations. The species most affected by both compounds in all evaluated parameters was E. heterophylla. For the benzyl benzoate, the inhibition of the roots of E. heterophylla were statistically equivalent to those obtained with the herbicide. Regarding benzyl salicylate, the root inhibition in this species in the 10-4 M and 10-5 M treatments did not differ statistically from the herbicide in the same concentrations. Benzyl salicylate and benzyl benzoate are compounds that presented phytotoxic activity on E. heterophylla and for the first time the phytotoxic effect of these compounds on invasive species is reported.


Molecules ◽  
2021 ◽  
Vol 26 (5) ◽  
pp. 1318
Author(s):  
Ziyang Dai ◽  
Jin Wang ◽  
Xiaojiang Ma ◽  
Jia Sun ◽  
Feng Tang

Interest in finding plant-based herbicides to supplement synthesized herbicides is increasing. Although the extract of Sapindus mukorossi Gaertn has been reported to have herbicidal activity, little is known about phytotoxic substances and their efficacy of weed control in the field. To identify phytotoxic substances, the bioassay-guided fractionation by column chromatography and high-speed counter-current chromatography (HSCCC) was carried out. The phytotoxic activity assay, performed by the agar medium method, showed that the 70% ethanol fraction exhibited strong root growth inhibition against Trifolium pratense with an 50% inhibitory concentration (IC50) value of 35.13 mg/L. An active compound was isolated from the 70% ethanol fraction and identified as hederagenin 3-o-β-D-xylopyranosyl-(1→3)-α-l-rhamnopyranosyl-(1→2)-α-l-arabinopyranoside (Compound A). Compound A had an IC50 value of 16.64 mg/L. Finally, a new formulation was prepared based on the 70% ethanol fraction, which exhibited good efficacy against broadleaf weeds in a carrot field. The fresh weight control efficacy was 78.7% by 45 days after treatment at the dose of 1500 g a. i./ha. Hence, the extract of S. mukorossi pulp could be a promising supplement to the synthesized herbicides. Furthermore, compound A from S. mukorossi may be responsible for its phytotoxic activity.


2001 ◽  
Vol 26 (4) ◽  
pp. 383-384 ◽  
Author(s):  
Akemi HOSOKAWA ◽  
Osamu IKEDA ◽  
Chizuko SASAKI ◽  
Yasuko T. OSANO ◽  
Tetsuo JIKIHARA

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