Antifeedant Activities of Lignans from Stem Bark of Zanthoxylum armatum DC. against Tribolium castaneum

Zhang, Wenjuan; Wang, Yan; Geng, Zhu‐Feng; Guo, Shan-Shan; Cao, Jiankang; Zhang, Zhe; Pang, Xue; Chen, Zhenyang; Du, Shu-Shan; Deng, Zhiwei

doi:10.3390/molecules23030617

Cited by 26 publications

(18 citation statements)

References 41 publications

(38 reference statements)

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“…Sesamin blocked feeding of the caterpillar Spilarctia obliqua [ 391 ] and inhibited growth of the silkworm Bombys mori [ 392 ]. Asarinin, which is identical with (-)-episesamin, exhibited strong antifeedant activity against the flour beetle Tribolium castaneum [ 393 ] with a very low EC50 of 25 mg/kg. Paulownin, which is 8-hydroxy-sesamin, inhibited the growth of insect larvae [ 394 ].…”

Section: Biological Activities Of Lignansmentioning

confidence: 99%

Lignans of Sesame (Sesamum indicum L.): A Comprehensive Review

et al. 2021

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Major lignans of sesame sesamin and sesamolin are benzodioxol--substituted furofurans. Sesamol, sesaminol, its epimers, and episesamin are transformation products found in processed products. Synthetic routes to all lignans are known but only sesamol is synthesized industrially. Biosynthesis of furofuran lignans begins with the dimerization of coniferyl alcohol, followed by the formation of dioxoles, oxidation, and glycosylation. Most genes of the lignan pathway in sesame have been identified but the inheritance of lignan content is poorly understood. Health-promoting properties make lignans attractive components of functional food. Lignans enhance the efficiency of insecticides and possess antifeedant activity, but their biological function in plants remains hypothetical. In this work, extensive literature including historical texts is reviewed, controversial issues are critically examined, and errors perpetuated in literature are corrected. The following aspects are covered: chemical properties and transformations of lignans; analysis, purification, and total synthesis; occurrence in Seseamum indicum and related plants; biosynthesis and genetics; biological activities; health-promoting properties; and biological functions. Finally, the improvement of lignan content in sesame seeds by breeding and biotechnology and the potential of hairy roots for manufacturing lignans in vitro are outlined.

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Section: Biological Activities Of Lignansmentioning

confidence: 99%

Lignans of Sesame (Sesamum indicum L.): A Comprehensive Review

et al. 2021

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“…The methods used to limit losses in stocks are generally based on the use of chemical pesticides reputed to be effective; however, the intensive use of these products causes contamination of the biosphere and trophic chains and induces chronic poisoning among consumers [ 4 , 5 ].…”

Section: Introductionmentioning

confidence: 99%

Ruta chalepensis L. Essential Oil Has a Biological Potential for a Natural Fight against the Pest of Stored Foodstuffs: Tribolium castaneum Herbst

Najem

Bammou

Bachiri

et al. 2020

Evidence-Based Complementary and Alternative Medicine

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Chemical pesticides used against insect pests of stored food have adverse effects on both health and the environment. So, the present study aims to evaluate the insect repulsive and insecticidal power of Ruta chalepensis L. essential oil (EO) from the region of Oulmes (Central plateau of Morocco); the ultimate objective is to develop a biological and ecological control strategy against pests. Thus, the EO obtained by hydrodistillation from the aerial parts of Ruta chalepensis L. was identified by GC-MS; its repellent and fumigant toxicity effects on adults of Tribolium castaneum Herbst were, respectively, investigated by the preferential area method on a filter paper and the inhalation test. The insecticide power was estimated by determining the percentage of mortality as a function of the duration of exposure and concentration of the EO. The essential oil obtained is characterized by the dominance of 2-undecanone (64.35%), piperonyl piperazine (11.9%), 2-decanaone (5.12%), 2-dodecanone (4.52%), decipidone (3.9%,) and 2-tridecanone (2.36%). This EO is endowed with a very repulsive power belonging to class V, which is strongly due to its majority compound 2-undecanone. The dose 0.038 μl/ml gave a repellent power of 100% after 15 min. The tests also revealed a considerable insecticidal effect, which reached 100% after 48 hours at a dose of 0.62 μl/ml. The calculation of the lethal dose causing 50% mortality (LD50) and the lethal times after which there is 50% mortality (LT50) allowed deducing that the insecticidal effect of Ruta chalepensis L. is time- and dose-dependent. Hence, the effectiveness of Ruta chalepensis L. EO attests that it can constitute a healthy alternative to fight against Tribolium castaneum Herbst.

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“…By comparison of the experiments and reported spectroscopic data ([α] D , UV, IR, NMR, and MS), known compounds were identified as one apocarotenoid: blumenol A ( 7 ) [ 13 ], one benzenoid: amisbenzoic acid ( 8 ) [ 14 ], one chlorophyll: pheophytin a ( 9 ) [ 15 ], one coumarin: isofraxidin ( 10 ) [ 16 ], six lignans: (+)-eudesmin ( 11 ) [ 17 ], (+)-methylpiperitol ( 12 ) [ 18 ], (+)-pinoresinol ( 13 ) [ 19 ], (+)-syringaresinol ( 14 ) [ 20 ], (2 S ,5 S )-diveratryl-(3 R ,4 S )-dimethyltetrahydrofuran ( 15 ) [ 21 ], and (+)-galbelgin ( 16 ) [ 22 ], three sesquiterpenoids: β-eudesmol ( 17 ) [ 23 ], caryophyllene oxide ( 18 ), and clovane-2α,9β-diol ( 19 ) [ 24 ], and one steroid: β-sitosterol ( 20 ) [ 25 ].…”

Section: Resultsmentioning

confidence: 99%

Phytochemical Investigation and Anti-Inflammatory Activity of the Leaves of Machilus japonica var. kusanoi

Hwang

et al. 2020

Molecules

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In a series of anti-inflammatory screenings of lauraceous plants, the methanolic extract of the leaves of Machilus japonica var. kusanoi (Hayata) J.C. Liao showed potent inhibition on both superoxide anion generation and elastase release in human neutrophils. Bioassay-guided fractionation of the leaves of M. japonica var. kusanoi led to the isolation of twenty compounds, including six new butanolides, machinolides A–F (1–6), and fourteen known compounds (7–20). Their structures were characterized by 1D and 2D NMR, UV, IR, CD, and MS data. The absolute configuration of the new compounds were unambiguously confirmed by single-crystal X-ray diffraction analyses (1, 2, and 3) and Mosher’s method (4, 5, and 6). In addition, lignans, (+)-eudesmin (11), (+)-methylpiperitol (12), (+)-pinoresinol (13), and (+)-galbelgin (16) exhibited inhibitory effects on N-formyl-methionyl-leucyl-phenylalanine/cytochalasin B (fMLP/CB)-induced superoxide anion generation in human neutrophils with IC50 values of 8.71 ± 0.74 μM, 2.23 ± 0.92 μM, 6.81 ± 1.07 μM, and 7.15 ± 2.26 μM, respectively. The results revealed the anti-inflammatory potentials of Formosan Machilus japonica var. kusanoi.

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Antifeedant Activities of Lignans from Stem Bark of Zanthoxylum armatum DC. against Tribolium castaneum

Cited by 26 publications

References 41 publications

Lignans of Sesame (Sesamum indicum L.): A Comprehensive Review

Lignans of Sesame (Sesamum indicum L.): A Comprehensive Review

Ruta chalepensis L. Essential Oil Has a Biological Potential for a Natural Fight against the Pest of Stored Foodstuffs: Tribolium castaneum Herbst

Phytochemical Investigation and Anti-Inflammatory Activity of the Leaves of Machilus japonica var. kusanoi

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