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Keywords = cyanobenzoic acid

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18 pages, 2327 KB  
Article
Assessment of 3-Cyanobenzoic Acid as a Possible Herbicide Candidate: Effects on Maize Growth and Photosynthesis
by Luiz Henryque Escher Grizza, Isabela de Carvalho Contesoto, Ana Paula da Silva Mendonça, Amanda Castro Comar, Ana Paula Boromelo, Ana Paula Ferro, Rodrigo Polimeni Constantin, Wanderley Dantas dos Santos, Rogério Marchiosi and Osvaldo Ferrarese-Filho
Plants 2025, 14(1), 1; https://doi.org/10.3390/plants14010001 - 24 Dec 2024
Cited by 1 | Viewed by 1904
Abstract
Chemical weed control is a significant agricultural concern, and reliance on a limited range of herbicide action modes has increased resistant weed species, many of which use C4 metabolism. As a result, the identification of novel herbicidal agents with low toxicity targeting C4 [...] Read more.
Chemical weed control is a significant agricultural concern, and reliance on a limited range of herbicide action modes has increased resistant weed species, many of which use C4 metabolism. As a result, the identification of novel herbicidal agents with low toxicity targeting C4 plants becomes imperative. An assessment was conducted on the impact of 3-cyanobenzoic acid on the growth and photosynthetic processes of maize (Zea mays), a representative C4 plant, cultivated hydroponically over 14 days. The results showed a significant reduction in plant growth and notable disruptions in gas exchange and chlorophyll a fluorescence due to the application of 3-cyanobenzoic acid, indicating compromised photosynthetic activity. Parameters such as the chlorophyll index, net assimilation (A), stomatal conductance (gs), intercellular CO2 concentration (Ci), maximum effective photochemical efficiency (Fv′/Fm′), photochemical quenching coefficient (qP), quantum yield of photosystem II photochemistry (ϕPSII), and electron transport rate through PSII (ETR) all decreased. The A/PAR curve revealed reductions in the maximum net assimilation rate (Amax) and apparent quantum yield (ϕ), alongside an increased light compensation point (LCP). Moreover, 3-cyanobenzoic acid significantly decreased the carboxylation rates of RuBisCo (Vcmax) and PEPCase (Vpmax), electron transport rate (J), and mesophilic conductance (gm). Overall, 3-cyanobenzoic acid induced substantial changes in plant growth, carboxylative processes, and photochemical activities. The treated plants also exhibited heightened susceptibility to intense light conditions, indicating a significant and potentially adverse impact on their physiological functions. These findings suggest that 3-cyanobenzoic acid or its analogs could be promising for future research targeting photosynthesis. Full article
(This article belongs to the Special Issue Plant Chemical Ecology)
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16 pages, 2116 KB  
Article
Synthesis and Luminescent Properties of s-Tetrazine Derivatives Conjugated with the 4H-1,2,4-Triazole Ring
by Anna Maj, Agnieszka Kudelko and Marcin Świątkowski
Molecules 2022, 27(11), 3642; https://doi.org/10.3390/molecules27113642 - 6 Jun 2022
Cited by 7 | Viewed by 3841
Abstract
New derivatives obtained by the combination of unique 1,2,4,5-tetrazine and 4H-1,2,4-triazole rings have great application potential in many fields. Therefore, two synthetic few-step methodologies, which make use of commercially available 4-cyanobenzoic acid (method A) and ethyl diazoacetate (method B), were applied [...] Read more.
New derivatives obtained by the combination of unique 1,2,4,5-tetrazine and 4H-1,2,4-triazole rings have great application potential in many fields. Therefore, two synthetic few-step methodologies, which make use of commercially available 4-cyanobenzoic acid (method A) and ethyl diazoacetate (method B), were applied to produce two groups of the aforementioned heterocyclic conjugates. In both cases, the target compounds were obtained in various combinations, by introducing electron-donating or electron-withdrawing substituents into the terminal rings, together with aromatic or aliphatic substituents on the triazole nitrogen atom. Synthesis of such designed systems made it possible to analyze the influence of individual elements of the structure on the reaction course, as well as the absorption and emission properties. The structure of all products was confirmed by conventional spectroscopic methods, and their luminescent properties were also determined. Full article
(This article belongs to the Special Issue Synthesis of Heteroaromatic Compounds)
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17 pages, 2197 KB  
Article
Immunosuppressive Activities of Novel PLA2 Inhibitors from Xenorhabdus hominickii, an Entomopathogenic Bacterium
by Md. Mahi Imam Mollah, Aman Dekebo and Yonggyun Kim
Insects 2020, 11(8), 505; https://doi.org/10.3390/insects11080505 - 4 Aug 2020
Cited by 19 | Viewed by 3357
Abstract
Eicosanoids mediate both cellular and humoral immune responses in insects. Phospholipase A2 (PLA2) catalyzes the first committed step in eicosanoid biosynthesis. It is a common pathogenic target of two entomopathogenic bacteria, Xenorhabdus and Photorhabdus. The objective of this study [...] Read more.
Eicosanoids mediate both cellular and humoral immune responses in insects. Phospholipase A2 (PLA2) catalyzes the first committed step in eicosanoid biosynthesis. It is a common pathogenic target of two entomopathogenic bacteria, Xenorhabdus and Photorhabdus. The objective of this study was to identify novel PLA2 inhibitors from X. hominickii and determine their immunosuppressive activities. To identify novel PLA2 inhibitors, stepwise fractionation of X. hominickii culture broth and subsequent enzyme assays were performed. Eight purified fractions of bacterial metabolites were obtained. Gas chromatography and mass spectrometry (GC-MS) analysis predicted that the main components in these eight fractions were 2-cyanobenzoic acid, dibutylamine, 2-ethyl 1-hexanol, phthalimide (PM), dioctyl terephthalate, docosane, bis (2-ethylhexyl) phthalate, and 3-ethoxy-4-methoxyphenol (EMP). Their synthetic compounds inhibited the activity of PLA2 in hemocytes of a lepidopteran insect, Spodoptera exigua, in a dose-dependent manner. They also showed significant inhibitory activities against immune responses such as prophenoloxidase activation and hemocytic nodulation of S. exigua larvae, with PM and EMP exhibiting the most potent inhibitory activities. These immunosuppressive activities were specific through PLA2 inhibition because an addition of arachidonic acid, a catalytic product of PLA2, significantly rescued such suppressed immune responses. The two most potent compounds (PM and EMP) showed significant insecticidal activities after oral administration. When the compounds were mixed with Bacillus thuringiensis (Bt), they markedly increased Bt pathogenicity. This study identified eight PLA2 inhibitors from bacterial metabolites of X. hominickii and demonstrated their potential as novel insecticides. Full article
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12 pages, 2249 KB  
Article
Electrocatalytic Processes for the Valorization of CO2: Synthesis of Cyanobenzoic Acid Using Eco-Friendly Strategies
by Silvia Mena, Iluminada Gallardo and Gonzalo Guirado
Catalysts 2019, 9(5), 413; https://doi.org/10.3390/catal9050413 - 2 May 2019
Cited by 21 | Viewed by 5295
Abstract
Carbon dioxide (CO2) is a known greenhouse gas, and is the most important contributor to global warming. Therefore, one of the main challenges is to either eliminate or reuse it through the synthesis of value-added products, such as carboxylated derivatives. One [...] Read more.
Carbon dioxide (CO2) is a known greenhouse gas, and is the most important contributor to global warming. Therefore, one of the main challenges is to either eliminate or reuse it through the synthesis of value-added products, such as carboxylated derivatives. One of the most promising approaches for activating, capturing, and valorizing CO2 is the use of electrochemical techniques. In the current manuscript, we described an electrocarboxylation route for synthesizing 4-cyanobenzoic acid by valorizing CO2 through the synergistic use of electrochemical techniques (“green technology”) and ionic liquids (ILs) (“green solvents”)—two of the major entries in the general green chemistry tool kit. Moreover, the use of silver cathodes and ILs enabled the electrochemical potential applied to be reduced by more than 0.4 V. The “green” synthesis of those derivatives would provide a suitable environmentally friendly process for the design of plasticizers based on phthalate derivatives. Full article
(This article belongs to the Special Issue Catalysis and Catalytic Processes for CO2 Conversion)
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8 pages, 71 KB  
Article
Influence of Solvent, Electron Acceptors and Arenes on Photochemical Decarboxylation of Free Carboxylic Acids via Single Electron Transfer (SET)
by Yasuharu Yoshimi, Shota Hayashi, Keisuke Nishikawa, Yoshiki Haga, Kousuke Maeda, Toshio Morita, Tatsuya Itou, Yutaka Okada, Nobuyuki Ichinose and Minoru Hatanaka
Molecules 2010, 15(4), 2623-2630; https://doi.org/10.3390/molecules15042623 - 12 Apr 2010
Cited by 39 | Viewed by 10479
Abstract
Single electron transfer (SET)-photochemical decarboxylation of free carboxylic acids was performed in a polar solvent using several arenes such as phenanthrene, naphthalene, 1-methylnaphthalene, biphenyl, triphenylene, and chrysene in the presence of various electron acceptors such as 1,2-, 1,3-, and 1,4-dicyanobenzenes, methyl 4-cyanobenzoate, and [...] Read more.
Single electron transfer (SET)-photochemical decarboxylation of free carboxylic acids was performed in a polar solvent using several arenes such as phenanthrene, naphthalene, 1-methylnaphthalene, biphenyl, triphenylene, and chrysene in the presence of various electron acceptors such as 1,2-, 1,3-, and 1,4-dicyanobenzenes, methyl 4-cyanobenzoate, and 1,4-dicyanonaphthalene. The decarboxylation reaction was influenced by the arenes, electron acceptors, and solvent. The best result was achieved by the photoreaction using biphenyl and 1,4-dicyanonaphthalene in aqueous acetonitrile. Full article
(This article belongs to the Special Issue Photochemistry in Organic Synthesis)
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