Discovery and Weed Inhibition Effects of Coumarin as the Predominant Allelochemical of Yellow Sweetclover (Melilotus officinalis)

Wu, Caixia; GuoQi, Zhao; Liu, Dalin; SuJiao, Liu; XiaoXiao, Gun; Qian, Tang

doi:10.17957/ijab/15.0082

Cited by 11 publications

(9 citation statements)

References 31 publications

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“…Coumarins are a large group of secondary metabolites derived from phenolic compounds, are produced mainly by higher plants, and may also occur in some fungi and bacteria [4]. There are reports about the bioactivity of coumarins that indicate these substances are a potential alternative to commercial herbicides, which is based on inhibiting germination and initial growth and development, as well as blocking mitosis in innumerable biotests [5][6][7].…”

Section: Introductionmentioning

confidence: 99%

Allelochemical Activity of Eugenol-Derived Coumarins on Lactuca sativa L.

Govêa

Pereira

Assis

et al. 2020

Plants

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Coumarins are widely distributed substances in plant species that promote phytotoxic effects, allowing them to be exploited as herbicides less harmful to the environment, since many invasive species have demonstrated resistance to commercially available products. The derived coumarins used in this study had not been tested in plant models and their effect on plants was unknown. The objective of this study was to evaluate the phytotoxic action of these coumarins in bioassays with Lactuca sativa L., in order to select the most responsive substance whose toxicity was best elucidated by chromosomal complement and enzymatic antioxidant metabolism studies. From the phytotoxicity assays, coumarin 8-methoxy-2-oxo-6-(prop-2-en-1-yl)-2H-chromene-3-carboxylic acid (A1), reported here for the first time, was selected as the most responsive and caused a reduction in the following parameters: number of normal seedlings, fresh biomass, root length and shoot length. Subsequent studies demonstrated that this coumarin is cytogenotoxic due to damage caused to the cell cycle and the occurrence of chromosomal abnormalities. However, it did not interfere with antioxidant enzyme activity and did not cause lipid peroxidation. The changes caused by coumarin A1 described herein can contribute to better understanding the allelochemical actions of coumarins and the potential use of these substances in the production of natural herbicides.

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Section: Introductionmentioning

confidence: 99%

Allelochemical Activity of Eugenol-Derived Coumarins on Lactuca sativa L.

Govêa

Pereira

Assis

et al. 2020

Plants

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“…M. officinalis is well known as coumarin-containing plant, and other authors have investigated the content of coumarin in the extracts gained by different techniques or applying different extraction solvents. Wu et al [ 15 ] showed that after extraction using organic solvents with different polarity (petroleum ether, ethyl acetate, and butanol) the highest coumarin concentration was obtained with petroleum ether. Martino et al [ 26 ] investigated Soxhlet extraction with 95% EtOH, ultrasound-assisted extraction (USAE) with 50% EtOH, and microwaves-assisted extraction (MAE) with 50% EtOH of M. officinalis flowering tops in closed system and determined the content of coumarin by USAE (1.19–3.62 mg/g), by MAE (2.44–3.98 mg/g), and by Soxhlet extraction (2.15 mg/g).…”

Section: Resultsmentioning

confidence: 99%

“…Coumarin classification in different groups is based on their structural differences and depending on which they show a wide range of pharmacological effects, such as antiinflammatory effect in vitro and in vivo, analgesic effect [ 7 , 8 , 9 ], antimicrobial activity [ 7 , 10 , 11 ], lipid peroxidation inhibition [ 12 , 13 ], and others. Coumarins are known for their allelopathic activities [ 2 , 14 ], including antibacterial, nematocidal, and insecticidal activities, as well as phytotoxic activity on other plants [ 15 ]. Coumarins have found a wide range of applications, particularly in cosmetic and pharmaceutical industries [ 16 ].…”

Section: Introductionmentioning

confidence: 99%

Screening of Six Medicinal Plant Extracts Obtained by Two Conventional Methods and Supercritical CO2 Extraction Targeted on Coumarin Content, 2,2-Diphenyl-1-picrylhydrazyl Radical Scavenging Capacity and Total Phenols Content

et al. 2017

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Six medicinal plants Helichrysum italicum (Roth) G. Don, Angelica archangelica L., Lavandula officinalis L., Salvia officinalis L., Melilotus officinalis L., and Ruta graveolens L. were used. The aim of the study was to compare their extracts obtained by Soxhlet (hexane) extraction, maceration with ethanol (EtOH), and supercritical CO2 extraction (SC-CO2) targeted on coumarin content (by high performance liquid chromatography with ultraviolet detection, HPLC-UV), 2,2-diphenyl-1-picrylhydrazyl radical (DPPH) scavenging capacity, and total phenols (TPs) content (by Folin–Ciocalteu assay). The highest extraction yields were obtained by EtOH, followed by hexane and SC-CO2. The highest coumarin content (316.37 mg/100 g) was found in M. officinalis EtOH extracts, but its SC-CO2 extraction yield was very low for further investigation. Coumarin was also found in SC-CO2 extracts of S. officinalis, R. graveolens, A. archangelica, and L. officinalis. EtOH extracts of all plants exhibited the highest DPPH scavenging capacity. SC-CO2 extracts exhibited antiradical capacity similar to hexane extracts, while S. officinalis SC-CO2 extracts were the most potent (95.7%). EtOH extracts contained the most TPs (up to 132.1 mg gallic acid equivalents (GAE)/g from H. italicum) in comparison to hexane or SC-CO2 extracts. TPs content was highly correlated to the DPPH scavenging capacity of the extracts. The results indicate that for comprehensive screening of different medicinal plants, various extraction techniques should be used in order to get a better insight into their components content or antiradical capacity.

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“…These two fractions were located in the front, indicating that the allelochemicals were likely to be low polarity substances. Dihydrocoumarin is an important compound in the coumarin family, and this chromanone has previously been identified in Melilotus officinalis (Kovaleva et al, 2009;Wu et al, 2015) and Dipteryx odorata Willd (Wörner & Schreier, 1991). Coumarins represent an important class of allelochemicals; coumarin itself is one of the most important coumarins and has excellent prospects for use in weed control (Niro et al, 2015).…”

Section: Discussionmentioning

confidence: 99%

The potential of Myosoton aquaticum extracts and compounds to control barnyardgrass (Echinochloa crus‐galli)

et al. 2021

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Although cover crops are widely used for weed suppression in the agroecosystem, little research is available regarding the possibility that the decomposed weed solution may control weeds. In this study, we tested the allelopathic effect of decomposed weed solution on barnyardgrass (Echinochloa crus-galli). In two separate tests, we found that the solution of decomposed Myosoton aquaticum completely suppressed the germination of barnyardgrass seeds at a concentration of 20 g l-1. We then isolated and identified the predominant inhibitory substance in the decomposed M. aquaticum solution. The solution was subjected to organic solvent extraction and then separated on a silica gel column before the final identification of its components by high-performance liquid chromatography-tandem mass spectrometry (HPLC-MS/ MS). Dihydrocoumarin was isolated from the M2 and M3 fractions using a bioassayguided method and was found to be the most active of eleven candidate allelochemical compounds. Dihydrocoumarin is typically used as a food additive. In this study, barnyardgrass germination was completely inhibited when treated with dihydrocoumarin at 1 g l-1, and its root and shoot growth were significantly inhibited at an application rate of 0.005 g l-1. Dihydrocoumarin showed highly efficient inhibition of root and shoot growth in barnyardgrass at low concentrations compared with coumarin.These findings show that weeds may be used as cover crops to provide allelochemicals for weed suppression and that dihydrocoumarin has the potential to be used as a bioherbicide.

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Discovery and Weed Inhibition Effects of Coumarin as the Predominant Allelochemical of Yellow Sweetclover (Melilotus officinalis)

Cited by 11 publications

References 31 publications

Allelochemical Activity of Eugenol-Derived Coumarins on Lactuca sativa L.

Allelochemical Activity of Eugenol-Derived Coumarins on Lactuca sativa L.

Screening of Six Medicinal Plant Extracts Obtained by Two Conventional Methods and Supercritical CO2 Extraction Targeted on Coumarin Content, 2,2-Diphenyl-1-picrylhydrazyl Radical Scavenging Capacity and Total Phenols Content

The potential of Myosoton aquaticum extracts and compounds to control barnyardgrass (Echinochloa crus‐galli)

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