Nematicidal activity of flavonoids with structure activity relationship (SAR) studies against root knot nematode Meloidogyne incognita

Bano, Samina; Iqbal, Erum; Lubna,; Zik-ur-Rehman, Sadia; Shahina, F.; Faizi, Shaheen

doi:10.1007/s10658-020-01988-w

Cited by 19 publications

(16 citation statements)

References 32 publications

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“…Moreover, quercetin showed 50% mortality, and patuletin 7-β- O -glycoside showed no significant activity (20%, 24 h, light) [ 22 ]. However, this compound exerts moderate activity against Meloidogyne incognita J2 individuals (LC 50,48h = 0.506%), while kaempferol, isorhamnetin, rutin, myricetin, and fisetin, among others, exhibited an LC 50,48h value similar to carbofuran (LC 50,48h = 0.0506%) [ 38 ]. Nematicidal activity of flavonoids may be due to acetylcholinesterase inhibition (AChE) because nematodes possess some neurotransmitters common in mammals like acetylcholine, serotonin, or glutamate [ 39 ].…”

Section: Resultsmentioning

confidence: 99%

Chemical Characterization of Plant Extracts and Evaluation of their Nematicidal and Phytotoxic Potential

et al. 2021

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Nacobbus aberrans ranks among the “top ten” plant-parasitic nematodes of phytosanitary importance. It causes significant losses in commercial interest crops in America and is a potential risk in the European Union. The nematicidal and phytotoxic activities of seven plant extracts against N. aberrans and Solanum lycopersicum were evaluated in vitro, respectively. The chemical nature of three nematicidal extracts (EC50,48h ≤ 113 µg mL−1) was studied through NMR analysis. Plant extracts showed nematicidal activity on second-stage juveniles (J2): (≥87%) at 1000 µg mL−1 after 72 h, and their EC50 values were 71.4–468.1 and 31.5–299.8 µg mL−1 after 24 and 48 h, respectively. Extracts with the best nematicidal potential (EC50,48h < 113 µg mL−1) were those from Adenophyllum aurantium, Alloispermum integrifolium, and Tournefortia densiflora, which inhibited L. esculentum seed growth by 100% at 20 µg mL−1. Stigmasterol (1), β-sitosterol (2), and α-terthienyl (3) were identified from A. aurantium, while 1, 2, lutein (4), centaurin (5), patuletin-7-β-O-glucoside (6), pendulin (7), and penduletin (8) were identified from A. integrifolium. From T. densiflora extract, allantoin (9), 9-O-angeloyl-retronecine (10), and its N-oxide (11) were identified. The present research is the first to report the effect of T. densiflora, A. integrifolium, and A. aurantium against N. aberrans and chemically characterized nematicidal extracts that may provide alternative sources of botanical nematicides.

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Section: Resultsmentioning

confidence: 99%

Chemical Characterization of Plant Extracts and Evaluation of their Nematicidal and Phytotoxic Potential

et al. 2021

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“…In this respect, flavonoids are characterised by nematicidal activity, and Faizi et al have revealed that treatment of the cyst nematode Heterodera zeae with different concentrations of patuletin, patulitrin, and rutin results in high mortality [ 100 ]. Furthermore, several flavonoids with similar structural motifs (fisetin, galangin, isorhamnetin, and morin) have been shown to be effective in killing the root-knot nematode Meloidogyne incognita at the juvenile stages after a 24-h incubation [ 101 ]. Flavonoids can also induce quiescence in nematodes by retarding their motility, which provides a temporal window of opportunity for the mobilisation of defence mechanisms in hosts [ 98 ].…”

Section: Discussionmentioning

confidence: 99%

Comparative Transcriptome Analysis of Pine Trees Treated with Resistance-Inducing Substances against the Nematode Bursaphelenchus xylophilus

Park

Jeon

Jung

et al. 2020

Genes

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The pinewood nematode (PWN) Bursaphelenchus xylophilus causes pine wilt disease, which results in substantial economic and environmental losses across pine forests worldwide. Although systemic acquired resistance (SAR) is effective in controlling PWN, the detailed mechanisms underlying the resistance to PWN are unclear. Here, we treated pine samples with two SAR elicitors, acibenzolar-S-methyl (ASM) and methyl salicylic acid (MeSA) and constructed an in vivo transcriptome of PWN-infected pines under SAR conditions. A total of 252 million clean reads were obtained and mapped onto the reference genome. Compared with untreated pines, 1091 and 1139 genes were differentially upregulated following the ASM and MeSA treatments, respectively. Among these, 650 genes showed co-expression patterns in response to both SAR elicitors. Analysis of these patterns indicated a functional linkage among photorespiration, peroxisome, and glycine metabolism, which may play a protective role against PWN infection-induced oxidative stress. Further, the biosynthesis of flavonoids, known to directly control parasitic nematodes, was commonly upregulated under SAR conditions. The ASM- and MeSA-specific expression patterns revealed functional branches for myricetin and quercetin production in flavonol biosynthesis. This study will enhance the understanding of the dynamic interactions between pine hosts and PWN under SAR conditions.

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“…[40] Although yields of food crop production have increased through the use of agrichemicals, but at the same time their toxicity and detrimental impact on environmental and human health remains a great concern. [40][41][42][43] Due to the inherent hostile effects from the use of synthetic pesticides and gradual development of resistance in pests to these compounds, there is a need to explore new environmentally friendly nematicidal strategies and products. [40] Based on these facts, and in continuation of our endeavors to develop botanical nematicides, [41][42][43] the extract of aerial parts of C. tagal was fractionated through bioassay guided strategy, against infective stage larvae of H. zeae.…”

Section: Introductionmentioning

confidence: 99%

“…[40][41][42][43] Due to the inherent hostile effects from the use of synthetic pesticides and gradual development of resistance in pests to these compounds, there is a need to explore new environmentally friendly nematicidal strategies and products. [40] Based on these facts, and in continuation of our endeavors to develop botanical nematicides, [41][42][43] the extract of aerial parts of C. tagal was fractionated through bioassay guided strategy, against infective stage larvae of H. zeae. This investigation led to the isolation of lupeol as the active principle of the extract as well as identification of related lupane type of triterpenoids along with other constituents.…”

Section: Introductionmentioning

confidence: 99%

Bioassay Directed Fractionation of Petroleum Ether Extract of Aerial Parts of Ceriops tagal: Isolation of Lupeol as the Nematicidal Agent against Cyst Nematode Heterodera zeae

Ahmad

Faizi

Siddiqui

et al. 2022

Chemistry & Biodiversity

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Plant parasitic cyst nematode Heterodera zeae is a pest, causing substantial economic losses in agriculture. Organic pesticides, based on plant products have emerged as eco-benign nematicidal agents. Ceriops tagal is a well-known marine medicinal plant which has not been evaluated against any nematode. Petroleum ether extract of the aerial parts of the plant (CTP), exhibited promising activity against infective stage larvae of H. zeae. On subjecting to classical solvent-solvent separation, it afforded petroleum ether soluble (CTP-S), methanol soluble (CTPMS-1, CTPMS-2) and insoluble (CTPM-IN-2) fractions, which exhibited activity against the cyst nematode within 24 h exposure. GC, GC/MS and HR-ESI-MS analyses of CTPMS-1 and CTPMS-2 fractions resulted in the identification of a number of compounds, including pentacyclic triterpenoids, lupeol (1), betunal (2), betulin (3), lupenone (4), betulonaldehyde (5), betulonic acid (7), methyl 3-acetoxy-27-O-(3,4-dihydroxy-Ecinnamoyl)-20(29)-lupen-28-oate (8) and β-amyrin, along with phenylpropanoid esters, fatty acids and their derivatives, benzamide, and indole derivatives. CTPM-IN-2 which mainly contained lupeol (1) exhibited maximum nematicidal activity, with 91 % and 93 % mortality of the larvae of H. zeae, after exposure for 72 h at the concentration of 0.5 % and 1 %, respectively. Its fractionation and purification through column chromatography resulted in the isolation and identification of four lupane-type triterpenoids 1, 3, 4 and betulinic acid (6). One of its most abundant column fractions CC-9-18 (145 mg) which exhibited substantial activity, with 81 % mortality at the lowest concentration of 0.125 % after 48 h of incubation mainly contained lupeol. It seems lupeol, a wide spread bio-privileged triterpenoid is the nematicidal principle of the plant as its authentic sample showed LC 50 value of 0.061 after 72 h exposure. It is for the first time that nematicidal activity is reported for any part of C. tagal and that of lupeol against H. zeae. Pentacyclic triterpenoids 1-8 are biosynthetically related. Of the twenty-four compounds isolated or identified in the present investigation only five constituents 1, 3, 6, 7 and palmitic acid have been isolated previously from C. tagal.

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Nematicidal activity of flavonoids with structure activity relationship (SAR) studies against root knot nematode Meloidogyne incognita

Cited by 19 publications

References 32 publications

Chemical Characterization of Plant Extracts and Evaluation of their Nematicidal and Phytotoxic Potential

Chemical Characterization of Plant Extracts and Evaluation of their Nematicidal and Phytotoxic Potential

Comparative Transcriptome Analysis of Pine Trees Treated with Resistance-Inducing Substances against the Nematode Bursaphelenchus xylophilus

Bioassay Directed Fractionation of Petroleum Ether Extract of Aerial Parts of Ceriops tagal: Isolation of Lupeol as the Nematicidal Agent against Cyst Nematode Heterodera zeae

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