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INDUSTRIAL CROPS AND PRODUCTS · 2023 · IF 5.9

Polyurea microcapsule encapsulation improves the contact toxicity, inhibition time and control effect of trans-2-hexenal against Fusarium graminearum

Dicheng Ma,Tao Zhang,Guoxian Wang,Chong Cao,Wei Mu,Beixing Li,Daolong Dou,Feng Liu

Trans -2-hexenal (T2H) shows satisfactory antagonistic activity against Fusarium graminearum , but its strong volatility and poor water solubility limit its further application in Fusarium head blight (FHB) control. In this study, T2H-loaded polyurea microcapsules (PU MCs) with different particle sizes were successfully prepared by an interfacial polymerization method, and the effect of MC encapsulation on the physical property limitations and bioactivity of T2H was evaluated. After being encapsulated, lipophilic T2H could be stably dispersed in water. MC encapsulation reduced the fumigation toxicity of T2H but increased its contact toxicity. The smaller the particle size was, the higher the toxicity of PU MCs to F. graminearum was. After 6 d of application, the inhibition rate of T2H against F. graminearum decreased by 77.26%, while that of T2H-loaded PU MCs with small particle sizes (T2H-loaded PU MCs-S) decreased by 54.29%, indicating that MC encapsulation prolonged the inhibition time of T2H. The results of the inoculation assay showed that MC encapsulation improved the inhibitory effect of T2H on F. graminearum infection and DON production in stored wheat kernels. Furthermore, seed soaking with T2H-loaded PU MCs-S reduced the pathogenic fungal load of wheat seeds and had no significant effect on seed germination. In conclusion, T2H encapsulated in MCs can be developed as a plant protection product for postharvest and presowing treatment of wheat.

研究领域: 植物保护 · 真菌学 · 农药科学
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Journal of Fungi · 2023 ·Vol. 9 ·期 9 ·930 · IF 4.7

Inhibitory Mechanisms of trans-2-Hexenal on the Growth of Geotrichum citri-aurantii

Qiuli Ouyang,Shiwei Shi,Yangmei Liu,Yanqin Yang,Yonghua Zhang,Xingxing Yuan,Nengguo Tao,Lu Li

Geotrichum citri-aurantii(G. citri-aurantii) is one of the most important postharvest pathogens leading to a postharvest loss of citrus by causing sour rot. In this study, the antifungal activity oftrans-2-hexenal, a natural component of essential oil, againstG. citri-aurantiiwas evaluated.Trans-2-hexenal treatment inhibited the mycelia growth ofG. citri-aurantiiwith a minimum inhibitory concentration and minimum fungicidal concentration oftrans-2-hexenal at 0.50 and 1.00 μL/mL, respectively. Moreover,trans-2-hexenal efficiently reduced the incidence of sour rot of Satsuma fruit inoculated withG. citri-aurantii. Ultrastructural observations and Fourier transform infrared (FT−IR) results showed thattrans-2-hexenal treatment affected the cell wall and cell membrane instructions ofG. citri-aurantii. The content ofβ-1,3-glucan was significantly decreased aftertrans-2-hexenal treatment, but the cell wall permeability was not changed. The decrease in lipid and ergosterol contents might be responsible for this antifungal activity. Several important genes,FKS1,ERG1,ERG7, andERG11, showed decreasing expression levels aftertrans-2-hexenal treatment. Molecule-docking results also indicated thattrans-2-hexenal could join with the protein of FKS1, ERG1, ERG7, and ERG11 to impact enzyme activities. These results demonstrated thattrans-2-hexenal is a promising fungicide for controlling sour rot of harvested citrus fruit by damaging the membrane integrity ofG. citri-aurantii.Keywords:G. citri-aurantii;trans-2-hexeanl;antifungal mechanism;cell wall;cell membrane

CAS / MDL: 6728-26-3 9005-65-6
研究领域: 植物病理学 · 食品科学
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POSTHARVEST BIOLOGY AND TECHNOLOGY · 2022 · IF 6.751

Trans-2-hexenal/β-cyclodextrin effectively reduces green mold in citrus fruit

Yonghua Zhang,Qiuli OuYang,Bin Duan,Okwong Oketch Reymick,Yue Chen,Yuanzhen Tan,Xiangrong Zhu,Donglin Su,Gaoyang Li,Nengguo Tao

Green mold, caused by Penicillium digitatum , is the primary postharvest disease in citrus fruit. Trans -2-hexenal was found to exert a considerable inhibitory effect on the mycelial growth of P. digitatum with a minimum fungicidal concentration (MFC) of 0.106 g L −1 . To overcome its hydrophobic restriction, a trans -2-hexenal- β -cyclodextrin inclusion complex ( β -CDIC) was prepared by the saturated aqueous solution method. In vitro assays revealed that the MFC of β -CDIC for P. digitatum mycelial growth was 1.00 g L −1 , and 10.0 g L −1 β -CDIC apparently reduced the incidence of green mold in citrus fruit inoculated with P. digitatum while maintaining fruit quality. The structure of β -CDIC was characterized by scanning electron microscopy (SEM), X-ray diffraction (XRD), fourier transform-infrared spectroscopy (FT-IR), thermogravimetric (TG), and nuclear magnetic resonance (NMR) analyzes. The results showed that the H-1 proton of trans -2-hexenal correlated with the H-5′ proton of β -cyclodextrin ( β -CD), which was further confirmed by molecular docking analysis. The present study suggests that β -CDIC is a promising candidate for controlling postharvest diseases in citrus fruit.

CAS / MDL: 7585-39-9 6728-26-3
研究领域: 植物病理学 · 食品科学
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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY · 2017 · IF 3.154

Nematicidal Activity of trans-2-Hexenal against Southern Root-Knot Nematode (Meloidogyne incognita) on Tomato Plants

Hongbao Lu,Shuangyu Xu,Wenjuan Zhang,Chunmei Xu,Beixing Li,Daxia Zhang,Wei Mu,Feng Liu

Botanical nematicides have recently received increasing interest because of the high risks of some traditional nematicides to human health and the environment. This study evaluated the nematicidal activity of a plant volatile, trans-2-hexenal, against Meloidogyne incognita. This compound exhibited higher activity in a fumigation experiment than in the aqueous phase in vitro. Both in pot tests and in field trials, trans-2-hexenal showed significant efficacy against M. incognita while maintaining excellent plant growth, especially at doses of 1000 and 500 L ha–1, which were superior to that of abamectin at 180 g ha–1 via hole application treatment but not significantly different from fumigation with 400 kg ha–1 of dazomet. Furthermore, plants treated with 500 L ha–1trans-2-hexenal had fruit yields 20.2 and 45% greater than the control group. On this basis, trans-2-hexenal may be a potential alternative fumigation agent for controlling M. incognita on tomato crops.

CAS / MDL: 6728-26-3
研究领域: 植物保护 · 农业科学
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WORLD JOURNAL OF MICROBIOLOGY & BIOTECHNOLOGY · 2024 ·Vol. 41 ·期 1 ·1-14 · IF 4

Trans-2-hexenal reduces postharvest mango stem-end rot by oxidative damage to Neofusicoccum parvum cell membranes

Tan Xiaoli,Jiang Xiaobing,Chen Xiumei,Reymick Okwong Oketch,Zhu Chen,Tao Nengguo

Neofusicoccum parvum is one of the most hazardous pathogens causing mango fruit decay. The present study utilized trans -2-hexenal (TH), a typical antifungal component of plant essential oils (EOs), to control N. parvum both in vivo and in vitro, and attempted to explore the mechanisms involved. The findings showed that at concentrations greater than 0.4 µL/mL, TH exhibited exceptional antifungal activity against N. parvum in vitro. TH application led to the disruption of the structural integrity of both cell walls and cell membranes, with a particular impact on the latter, as evidenced by the dramatically increased propidium iodide level, as well as reduced total lipids and ergosterol content. Further DCFH-DA staining experiments showed that TH induced mycelial reactive oxygen species (ROS) accumulation, which exacerbated cell membrane lipid peroxidation. For easier application of TH, we fabricated aerogel-loaded TH (ALTH) materials, which demonstrated excellent antifungal activity in vitro. Infestation studies on fruits demonstrated that ALTH mitigated mango stem-end rot in a dose-dependent fashion, with a concentration of 40 µL/L showing efficacy comparable to the conventional fungicide prochloraz, while maintaining fruit quality. In light of these results, TH works by inducing ROS buildup and oxidative damage to the cell membrane of N. parvum , and is a particularly promising preservative for preventing postharvest infections in mangoes.

研究领域: 植物病理学 · 食品科学
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JOURNAL OF ECONOMIC ENTOMOLOGY · 2021 ·Vol. 114 ·期 2 ·979-987 · IF 2.381

Biological Activity of trans-2-Hexenal Against the Storage Insect Pest Tribolium castaneum (Coleoptera: Tenebrionidae) and Mycotoxigenic Storage Fungi

Cui Kaidi,He Leiming,Cui Guangrui,Zhang Tao,Chen Yue,Zhang Tao,Mu Wei,Liu Feng

Grain commodities in postharvest storage often deteriorate because of fungal and insect attacks. With the green consumption requirements of consumers, ecofriendly and safe pesticides are needed for grain storage. The current study investigated the efficacy of the plant volatile compound trans-2-hexenal against the storage insect pest Tribolium castaneum (Herbst) and three commonly occurring storage fungi, viz., Fusarium graminearum, Aspergillus flavus, and Aspergillus niger, to recommend its application as a botanical fumigant for grain commodities. trans-2-Hexenal weakly repels T. castaneum but has favorable insecticidal activity against multiple developmental stages of T. castaneum, ranging in sensitivity as follows: eggs (LC50 = 14.3 µl/l) > adults (31.6 µl/l) > young larvae (42.1 µl/l) > mature larvae (64.5 µl/l) > pupae (70.5 µl/l). Moreover, trans-2-hexenal caused a high malformation rate and high mortality in adults developed from fumigated pupae. In a 7-d grain, trans-2-hexenal at 0.8 µl/ml provided an appreciable efficacy (81.3%), and concentrations ≥ 0.1 µl/ml completely inhibited the offspring of T. castaneum. trans-2-Hexenal was nonphytotoxic to the seed germination and seedling growth of wheat seeds. Furthermore, trans-2-hexenal completely inhibited the growth of A. flavus, F. graminearum, and A. niger at 5, 10, and 10 µl/l, respectively. The favorable biological activity of trans-2-hexenal against T. castaneum and three frequently occurring mycotoxigenic storage fungi indicated the potential of trans-2-hexenal for simultaneously controlling pests and pathogens, which could reduce its application frequency in grains and decrease pesticide resistance risks.

研究领域: 昆虫学 · 植物化学 · 食品科学 · 真菌学
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PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY · 2017 · IF 2.59

Effects of the plant volatile trans‑2-hexenal on the dispersal ability, nutrient metabolism and enzymatic activities of Bursaphelenchus xylophilus

Yunhe Zhao,Shuangyu Xu,Hongbao Lu,Daxia Zhang,Feng Liu,Jin Lin,Chenggang Zhou,Wei Mu

Bursaphelenchus xylophilus causes pine wilt disease (PWD), which severely damages pine species. The plant volatile trans ‑2-hexenal has strong activity against nematodes, although the precise mechanism of this inhibitory action remains unclear. In this paper, the fumigant effects of the LC 10 and LC 30 of trans ‑2-hexenal on B. xylophilus were demonstrated. The trans ‑2-hexenal treatments significantly inhibited the dispersal ability of nematodes. The results also indicated that trans ‑2-hexenal affects the metabolism of nutrients and the activity of digestive enzymes . Among detoxifying enzymes , after treatment with trans ‑2-hexenal, glutathione S-transferase activity increased significantly and general esterase activity decreased significantly. Based on these results, trans ‑2-hexenal disturbs the normal physiological and biochemical activities of this nematode. These results provide valuable insight into the nematicidal mechanisms of trans ‑2-hexenal.

研究领域: 植物科学 · 线虫学 · 害虫管理
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