Agroactive volatile organic compounds from microbes: Chemical diversities and potentials of application in crop protection

Wang, Kaimei; Ke, Shaoyong; Fang, Wei; Liu, Fang; Zhang, Zhigang

doi:10.1016/j.aac.2022.12.004

Cited by 7 publications

(4 citation statements)

References 208 publications

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“…Fungal infection can lead to a significant decline in crop yield and quality. Plant diseases caused by pathogenic fungi bring huge yield and economic losses to agricultural production, threatening world food security. − So far, fungicides remain the most effective way to increase crop yields and control crop pathogenic fungi. , Quinoline is a common scaffold in the molecular structure of drugs and has a wide range of applications in sterilization. Compound 1 (Figure ) was designed to be synthesized via an active intermediate.…”

Section: Fungicidal Activitymentioning

confidence: 99%

Quinoline Derivatives in Discovery and Development of Pesticides

Cai,

Song,

Zhang

et al. 2024

J. Agric. Food Chem.

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Finding highly active molecular scaffold structures is always the key research content of new pesticide discovery. In the research and development of new pesticides, the discovery of new agricultural molecular scaffold structures and new targets still faces great challenges. In recent years, quinoline derivatives have developed rapidly in the discovery of new agriculturally active molecules, especially in the discovery of fungicides. The unique quinoline scaffold has many advantages in the discovery of new pesticides and can provide innovative and feasible solutions for the discovery of new pesticides. Therefore, we reviewed the use of quinoline derivatives and their analogues as molecular scaffolds in the discovery of new pesticides since 2000. We systematically summarized the agricultural biological activity of quinoline compounds and discussed the structure–activity relationship (SAR), physiological and biochemical properties, and mechanism of action of the active compounds, hoping to provide ideas and inspiration for the discovery of new pesticides.

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Section: Fungicidal Activitymentioning

confidence: 99%

Quinoline Derivatives in Discovery and Development of Pesticides

Cai,

Song,

Zhang

et al. 2024

J. Agric. Food Chem.

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“…Meanwhile, at 8 • C, 4 • C, and 4 • C (mixed fruits), ethyl acetate had the highest correlation at 0.88, 0.93, and 0.85 during storage. T. gamsii, Bacillus sp., or Brassica oleracea L. were potential microbe sources contributing to methanethiol production in fresh-cut apples, which is a VOC containing sulfur and indicating an off-odor [51,52]. Ethyl acetate was formed biologically by yeast (S. cerevisiae) and E.coli through esterification of acyl-CoA and ethanol through endogenous alcohol acetyl-transferase (ATT) catalysts [53].…”

Section: Statistical and Variables Correlation Analysis During Storagementioning

confidence: 99%

Volatile Compounds and Quality Characteristics of Fresh-Cut Apples and Mixed Fruits Coated with Ascorbic Acid during Cold Storage

Laksana,

Kim,

Ahn

et al. 2024

Agriculture

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Fresh-cut apples are commonly known as minimally processed agricultural products because of their convenience and ease of consumption. However, during storage, the quality of the apple rapidly changes after cutting due to enzymatic and non-enzymatic processes. This study aimed to monitor the quality changes and volatile compounds in fresh-cut apples at various temperatures using an electronic nose. The quality relationships of the product during distribution and storage using cold chain systems were also evaluated. The results showed that the total viable count initially differed between fresh-cut apples (2.59 Log CFU/g) and mixed fruits (apple ‘Hongro’, kumquat, and cherry tomatoes) (3.2 Log CFU/g) during the storage period (p < 0.05). There were no significant differences (p > 0.05) in the physicochemical properties except for the firmness, color values, browning index, whiteness index, and titratable acidity. The volatile compounds found in fresh-cut apples indicating apple fruit aroma were propyl propanoate and ethyl isovalerate, hexanol (freshness), and methanethiol and ethyl acetate (unpleasant off-odor), and these compounds could be used as markers for the deterioration process in fresh-cut apples during storage. Methanethiol and ethyl acetate were correlated with microbial growth (Pearson correlation of 0.81–0.98 for total viable microbe and 0.49–0.90 for coliform count). The limonene level was higher in the mixed fruits than in other treatments and gradually increased during storage due to the kumquat.

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“…Our previous study showed that the binding site space for the pyrazole group in OXA could accommodate larger molecular fragments. As we know, the indole ring is a functional and versatile fragment that has been widely applied in drug and pesticide design. − Some of representative compounds ( compound 15–31 − containing the indole ring are shown in Figure S1. Here, to continue our research on OXA, an indole fragment was introduced into OXA to replace the pyrazole ring (Figure ).…”

Section: Introductionmentioning

confidence: 99%

Discovery of Novel Oxathiapiprolin Derivatives as Potent Fungicide Candidates

Zhou,

Yang,

et al. 2024

J. Agric. Food Chem.

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Oxathiapiprolin (OXA), which targets the oxysterol-binding protein (OSBP), is an outstanding piperidinyl thiazole isoxazoline (PTI) fungicide that can be used to control oomycetes diseases. In this study, starting from the structure of OXA, a series of novel OSBP inhibitors were designed and synthesized by introducing an indole moiety to replace the pyrazole in OXA. Finally, compound b24 was found to exhibit the highest control effect (82%) against cucumber downy mildew (CDM) in the greenhouse at a very low dosage of 0.069 mg/L, which was comparable to that of OXA (88%). Furthermore, it showed better activity against potato late blight (PLB) than other derivatives of indole. The computational results showed that the R-conformation of b24 should be the dominant conformation binding to PcOSBP. The results of the present work indicate that the 3-fluorine-indole ring is a favorable fragment to increasing the electronic energy when binding with PcOSBP. Furthermore, compound b24 could be used as a lead compound for the discovery of new OSBP inhibitors.

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Agroactive volatile organic compounds from microbes: Chemical diversities and potentials of application in crop protection

Cited by 7 publications

References 208 publications

Quinoline Derivatives in Discovery and Development of Pesticides

Quinoline Derivatives in Discovery and Development of Pesticides

Volatile Compounds and Quality Characteristics of Fresh-Cut Apples and Mixed Fruits Coated with Ascorbic Acid during Cold Storage

Discovery of Novel Oxathiapiprolin Derivatives as Potent Fungicide Candidates

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