Deterrent activity of hops flavonoids and their derivatives against stored product pests

Jackowski, J.; Popłoński, Jarosław; Twardowska, Kamila; Magiera-Dulewicz, Joanna; Hurej, M.; Huszcza, Ewa

doi:10.1017/s0007485317000050

Cited by 8 publications

(7 citation statements)

References 21 publications

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“…Given the likely role of hop leaf gland contents at deterring insect herbivores and the apparent heritability of gland density, breeders may want to consider H. neomexicanus for natural, antifeedant traits. ,,, …”

Section: Resultsmentioning

confidence: 99%

“…One aspect of biological diversity is phytochemical diversity. The significance of hop phytochemical constituents for brewing, medicine, and agronomic traits is documented. − While many phytochemical studies on wild hop have focused on the cones, understanding hop leaf phytochemistry is also important for a few reasons. First, leaf chemistry affects agronomic traits such as disease and pest resistance. , Second, unlike cones, leaves are available throughout most developmental stages and are found on both male and female plants.…”

Section: Introductionmentioning

confidence: 99%

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Differences in Leaf Chemistry and Glandular Trichome Density between Wild Southwestern American Hop (Humulus neomexicanus) and Commercial Hop Cultivars

Morcol

Matthews²,

Kennelly

2021

J. Agric. Food Chem.

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The female flowers (“cones”) of the hop plant (Humulus L.) produce compounds that contribute to the flavor and other properties of beer. Hop leaves and cones produce many of the same compounds, which also confer agronomic traits such as insect and disease resistance. Targeted and untargeted ultraperformance liquid chromatography-quadrupole time-of-flight–mass spectrometry with Waters MSE technology (UPLC-QTof-MSE) metabolomics were used to compare leaf phytochemical compositions of greenhouse-grown southwestern American wild Humulus neomexicanus (A. Nelson and Cockerell) Rydb. against a group of commercial hop cultivars consisting of both pure European Humulus lupulus L. and European–North American hybrids. Principal component analysis showed a clear distinction in chemical profiles between the two groups. H. neomexicanus leaves had a significantly higher content of total α acids (p = 4.4 × 10–9), total bitter acids (p = 2.6 × 10–6), cohumulone (p = 1.0 × 10–13), humulone + adhumulone (p = 9.1 × 10–4), and the prenylflavonoids xanthohumol (p = 0.013) and desmethylxanthohumol (p = 0.029) as well as significantly higher densities of glandular trichomes (p = 1.3 × 10–6), the biosynthetic site of those compounds. Most flavonol glycosides measured were also significantly more abundant in H. neomexicanus (p = 1.5 × 10–22 to 0.0027), whereas phenolic acids were consistently, but generally nonsignificantly (p > 0.05), more abundant in the cultivars. The higher bitter acid, prenylflavonoid, and flavonol glycoside content of H. neomexicanus leaves may help to confer more favorable insect and disease-resistance properties.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Differences in Leaf Chemistry and Glandular Trichome Density between Wild Southwestern American Hop (Humulus neomexicanus) and Commercial Hop Cultivars

Morcol

Matthews²,

Kennelly

2021

J. Agric. Food Chem.

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“…Lane et al [26] found that isoflavonoids from root of Lupinus angustifolius showed high feeding-deterrent activity associated with high antifungal activity. Jackowski et al [27] tested hops flavonoids’ deterrent activity against stored product pests, and the results showed that the pests responded to the tested compounds with considerable reduction of its feeding activity. These results coincide with ours, in that the insect feeding rate of red pods was significantly lowered.…”

Section: Discussionmentioning

confidence: 99%

Analysis of Metabolite Accumulation Related to Pod Color Variation of Caragana intermedia

Yang

Liu

et al. 2019

Molecules

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Caragana intermedia, a leguminous shrub widely distributed in cold and arid regions, is rich in secondary metabolites and natural active substances, with high nutritional and medical values. It is interesting that the pods of C. intermedia often show different colors among individual plants. In this study, 10-, 20- and 30-day-old red and green pods of C. intermedia were used to identify and characterize important metabolites associated with pod color. A total 557 metabolites, which could be classified into 21 groups, were detected in the pod extracts using liquid chromatography coupled with ESI-triple quadrupole-linear ion trap mass spectrometer (LC-ESI-MS/MS). Metabolomics analysis revealed significant differences in 15 groups of metabolites between red and green pods, including amino acids, nucleotide derivatives, flavonoids, and phytohormones. Metabolic pathway analysis showed that the shikimic acid and the phytohormone metabolic pathways were extraordinarily active in red pods, and the difference between red and green pods was obvious. Moreover, red pods showed remarkable flavonoids, cytokinins, and auxin accumulation, and the content of total flavonoids and proanthocyanidins in 30-day-old red pods was significantly higher than that in green pods. This metabolic profile contributes to valuable insights into the metabolic regulation mechanism in different color pods.

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“…In this study, it was also noticed that the activity of the hop extract was stronger than that of pure XN. Changes in the chemical structure of XN by cyclization, isomerization, oxidation, and reduction increased feeding deterrence (Jackowski et al., ). Isoxanthohumol (IXN) showed good deterrent activity ( T ‐value = 103.4) for S. granarius adults, which was 13.4 points higher than that of XN; the T ‐value of xanthohumol flavone (FXN) was 22.9 points higher and that of α,β‐dihydroxanthohumol was 22 points higher than the T ‐value of XN.…”

Section: Plant‐derived Substances Against Beetle Pests Of Stored Foodmentioning

confidence: 99%

Plant‐Derived Substances Used Against Beetles–Pests of Stored Crops and Food–and Their Mode of Action: A Review

Spochacz

Chowański

Walkowiak-Nowicka

et al. 2018

Comp Rev Food Sci Food Safe

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Plants are sources of numerous active substances that are used to protect crops. Currently, due to the limitations of using synthetic insecticides, plant products have attracted increasing attention as possible pesticides. In this review, we discuss some of the most interesting plant products (for example, Solanaceae, or Asteraceae extracts, Artemisia absinthium or Citrus spp. essential oils, and single compounds like α-chaconine, or α-solanine) that exhibit insecticidal activity against beetles that are pests of stored food products. Next, we describe and discuss the mode of action of these products, including lethal and sublethal effects, such as antifeedant or neurotoxic activity, ultrastructural malformation, and effects on prooxidant/antioxidant balance. Furthermore, the methods of application of plant-derived substances in food storage areas are presented.

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Deterrent activity of hops flavonoids and their derivatives against stored product pests

Cited by 8 publications

References 21 publications

Differences in Leaf Chemistry and Glandular Trichome Density between Wild Southwestern American Hop (Humulus neomexicanus) and Commercial Hop Cultivars

Differences in Leaf Chemistry and Glandular Trichome Density between Wild Southwestern American Hop (Humulus neomexicanus) and Commercial Hop Cultivars

Analysis of Metabolite Accumulation Related to Pod Color Variation of Caragana intermedia

Plant‐Derived Substances Used Against Beetles–Pests of Stored Crops and Food–and Their Mode of Action: A Review

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