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1.
Phytochemistry ; 214: 113800, 2023 Oct.
Article in English | MEDLINE | ID: mdl-37532086

ABSTRACT

Sterols have several roles in planta, including as membrane components. Sterols are also essential nutrients for insects. Based on this, and the different functions of leaves and pollen, we tested the hypotheses that (a) the sterolome is different in leaves and pollen from the same plant, (b) pollens from wind- and insect pollinated plants comprise different sterols, and (c) sterol provision in pollen-rewarding angiosperms differs from nectar-rewarding species. A novel approach to sterolomics was developed, using LCMS to determine the sterol profile of leaf and pollen from a taxonomically diverse range of 36 plant species. Twenty-one sterols were identified unambiguously, with several more identified in trace amounts. C29 sterols dominated the sterolome in most plants. The sterol composition was significantly different in leaf and pollen and their main sterols evolved in different ways. The sterolome of pollen from animal- and wind-pollinated was also significantly different, but not between nectar- and pollen-rewarding species. Our results suggest that the sterol composition in different plant tissues is linked to their biological functions. Sterol composition in pollen might be driven by physical role rather than the nutrient needs of pollinating insects.


Subject(s)
Phytosterols , Pollination , Animals , Plant Nectar , Sterols , Plant Leaves , Pollen , Insecta , Flowers
2.
Mol Metab ; 59: 101457, 2022 05.
Article in English | MEDLINE | ID: mdl-35150907

ABSTRACT

OBJECTIVE: Polyunsaturated fatty acid (PUFA) supplements have been trialled as a treatment for a number of conditions and produced a variety of results. This variety is ascribed to the supplements, that often comprise a mixture of fatty acids, and to different effects in different organs. In this study, we tested the hypothesis that the supplementation of individual PUFAs has system-level effects that are dependent on the molecular structure of the PUFA. METHODS: We undertook a network analysis using Lipid Traffic Analysis to identify both local and system-level changes in lipid metabolism using publicly available lipidomics data from a mouse model of supplementation with FA(20:4n-6), FA(20:5n-3), and FA(22:6n-3); arachidonic acid, eicosapentaenoic acid, and docosahexaenoic acid, respectively. Lipid Traffic Analysis is a new computational/bioinformatics tool that uses the spatial distribution of lipids to pinpoint changes or differences in control of metabolism, thereby suggesting mechanistic reasons for differences in observed lipid metabolism. RESULTS: There was strong evidence for changes to lipid metabolism driven by and dependent on the structure of the supplemented PUFA. Phosphatidylcholine and triglycerides showed a change in the variety more than the total number of variables, whereas phosphatidylethanolamine and phosphatidylinositol showed considerable change in both which variables and the number of them, in a highly PUFA-dependent manner. There was also evidence for changes to the endogenous biosynthesis of fatty acids and to both the elongation and desaturation of fatty acids. CONCLUSIONS: These results show that the full biological impact of PUFA supplementation is far wider than any single-organ effect and implies that supplementation and dosing with PUFAs require a system-level assessment.


Subject(s)
Fatty Acids, Unsaturated , Lipid Metabolism , Animals , Docosahexaenoic Acids/metabolism , Eicosapentaenoic Acid/metabolism , Fatty Acids , Fatty Acids, Unsaturated/metabolism , Mice
3.
Sci Rep ; 11(1): 15190, 2021 07 26.
Article in English | MEDLINE | ID: mdl-34312457

ABSTRACT

Beneficial insect communities on farms are influenced by site- and landscape-level factors, with pollinator and natural enemy populations often associated with semi-natural habitat remnants. They provide ecosystem services essential for all agroecosystems. For smallholders, natural pest regulation may be the only affordable and available option to manage pests. We evaluated the beneficial insect community on smallholder bean farms (Phaseolus vulgaris L.) and its relationship with the plant communities in field margins, including margin trees that are not associated with forest fragments. Using traps, botanical surveys and transect walks, we analysed the relationship between the floral diversity/composition of naturally regenerating field margins, and the beneficial insect abundance/diversity on smallholder farms, and the relationship with crop yield. More flower visits by potential pollinators and increased natural enemy abundance measures in fields with higher plant, and particularly tree, species richness, and these fields also saw improved crop yields. Many of the flower visitors to beans and potential natural enemy guilds also made use of non-crop plants, including pesticidal and medicinal plant species. Selective encouragement of plants delivering multiple benefits to farms can contribute to an ecological intensification approach. However, caution must be employed, as many plants in these systems are introduced species.


Subject(s)
Crops, Agricultural/growth & development , Ecosystem , Farms , Insecta/physiology , Trees , Animals , Biodiversity , Crop Production/methods , Flowers , Forests , Malawi , Phaseolus/growth & development , Pollination , Symbiosis/physiology , Tanzania
4.
Proc Biol Sci ; 288(1951): 20210363, 2021 05 26.
Article in English | MEDLINE | ID: mdl-34034519

ABSTRACT

Emergent infectious diseases are one of the main drivers of species loss. Emergent infection with the microsporidian Nosema bombi has been implicated in the population and range declines of a suite of North American bumblebees, a group of important pollinators. Previous work has shown that phytochemicals found in pollen and nectar can negatively impact parasites in individuals, but how this relates to social epidemiology and by extension whether plants can be effectively used as pollinator disease management strategies remains unexplored. Here, we undertook a comprehensive screen of UK agri-environment scheme (AES) plants, a programme designed to benefit pollinators and wider biodiversity in agricultural settings, for phytochemicals in pollen and nectar using liquid chromatography and mass spectrometry. Caffeine, which occurs across a range of plant families, was identified in the nectar of sainfoin (Onobrychis viciifolia), a component of UK AES and a major global crop. We showed that caffeine significantly reduces N. bombi infection intensity, both prophylactically and therapeutically, in individual bumblebees (Bombus terrestris), and, for the first time, that such effects impact social epidemiology, with colonies reared from wild-caught queens having both lower prevalence and intensity of infection. Furthermore, infection prevalence was lower in foraging bumblebees from caffeine-treated colonies, suggesting a likely reduction in population-level transmission. Combined, these results show that N. bombi is less likely to be transmitted intracolonially when bumblebees consume naturally available caffeine, and that this may in turn reduce environmental prevalence. Consequently, our results demonstrate that floral phytochemicals at ecologically relevant concentrations can impact pollinator disease epidemiology and that planting strategies that increase floral abundance to support biodiversity could be co-opted as disease management tools.


Subject(s)
Nosema , Parasites , Animals , Bees , Humans , Plant Nectar , Pollen
5.
New Phytol ; 230(3): 1169-1184, 2021 05.
Article in English | MEDLINE | ID: mdl-33484583

ABSTRACT

Phytosterols are primary plant metabolites that have fundamental structural and regulatory functions. They are also essential nutrients for phytophagous insects, including pollinators, that cannot synthesize sterols. Despite the well-described composition and diversity in vegetative plant tissues, few studies have examined phytosterol diversity in pollen. We quantified 25 pollen phytosterols in 122 plant species (105 genera, 51 families) to determine their composition and diversity across plant taxa. We searched literature and databases for plant phylogeny, environmental conditions, and pollinator guilds of the species to examine the relationships with pollen sterols. 24-methylenecholesterol, sitosterol and isofucosterol were the most common and abundant pollen sterols. We found phylogenetic clustering of twelve individual sterols, total sterol content and sterol diversity, and of sterol groupings that reflect their underlying biosynthesis pathway (C-24 alkylation, ring B desaturation). Plants originating in tropical-like climates (higher mean annual temperature, lower temperature seasonality, higher precipitation in wettest quarter) were more likely to record higher pollen sterol content. However, pollen sterol composition and content showed no clear relationship with pollinator guilds. Our study is the first to show that pollen sterol diversity is phylogenetically clustered and that pollen sterol content may adapt to environmental conditions.


Subject(s)
Phytosterols , Sterols , Animals , Insecta , Phylogeny , Pollen
6.
J Chem Ecol ; 46(10): 978-986, 2020 Oct.
Article in English | MEDLINE | ID: mdl-32876829

ABSTRACT

Herbivory can induce chemical changes throughout plant tissues including flowers, which could affect pollinator-pathogen interactions. Pollen is highly defended compared to nectar, but no study has examined whether herbivory affects pollen chemistry. We assessed the effects of leaf herbivory on nectar and pollen alkaloids in Nicotiana tabacum, and how herbivory-induced changes in nectar and pollen affect pollinator-pathogen interactions. We damaged leaves of Nicotiana tabacum using the specialist herbivore Manduca sexta and compared nicotine and anabasine concentrations in nectar and pollen. We then pooled nectar and pollen by collection periods (within and after one month of flowering), fed them in separate experiments to bumble bees (Bombus impatiens) infected with the gut pathogen Crithidia bombi, and assessed infections after seven days. We did not detect alkaloids in nectar, and leaf damage did not alter the effect of nectar on Crithidia counts. In pollen, herbivory induced higher concentrations of anabasine but not nicotine, and alkaloid concentrations rose and then fell as a function of days since flowering. Bees fed pollen from damaged plants had Crithidia counts 15 times higher than bees fed pollen from undamaged plants, but only when pollen was collected after one month of flowering, indicating that both damage and time since flowering affected interaction outcomes. Within undamaged treatments, bees fed late-collected pollen had Crithidia counts 10 times lower than bees fed early-collected pollen, also indicating the importance of time since flowering. Our results emphasize the role of herbivores in shaping pollen chemistry, with consequences for interactions between pollinators and their pathogens.


Subject(s)
Bees/parasitology , Crithidia/physiology , Flowers/chemistry , Herbivory , Host-Parasite Interactions , Nicotiana/chemistry , Anabasine/analysis , Animals , Feeding Behavior/physiology , Manduca/physiology , Nicotine/analysis , Plant Leaves/chemistry , Plant Nectar/chemistry , Pollen/chemistry , Pollination , Time Factors
7.
J Chem Ecol ; 46(8): 649-658, 2020 Aug.
Article in English | MEDLINE | ID: mdl-32206946

ABSTRACT

Many pollinator species are declining due to a variety of interacting stressors including pathogens, sparking interest in understanding factors that could mitigate these outcomes. Diet can affect host-pathogen interactions by changing nutritional reserves or providing bioactive secondary chemicals. Recent work found that sunflower pollen (Helianthus annuus) dramatically reduced cell counts of the gut pathogen Crithidia bombi in bumble bee workers (Bombus impatiens), but the mechanism underlying this effect is unknown. Here we analyzed methanolic extracts of sunflower pollen by LC-MS and identified triscoumaroyl spermidines as the major secondary metabolite components, along with a flavonoid quercetin-3-O-hexoside and a quercetin-3-O-(6-O-malonyl)-hexoside. We then tested the effect of triscoumaroyl spermidine and rutin (as a proxy for quercetin glycosides) on Crithidia infection in B. impatiens, compared to buckwheat pollen (Fagopyrum esculentum) as a negative control and sunflower pollen as a positive control. In addition, we tested the effect of nine fatty acids from sunflower pollen individually and in combination using similar methods. Although sunflower pollen consistently reduced Crithidia relative to control pollen, none of the compounds we tested had significant effects. In addition, diet treatments did not affect mortality, or sucrose or pollen consumption. Thus, the mechanisms underlying the medicinal effect of sunflower are still unknown; future work could use bioactivity-guided fractionation to more efficiently target compounds of interest, and explore non-chemical mechanisms. Ultimately, identifying the mechanism underlying the effect of sunflower pollen on pathogens will open up new avenues for managing bee health.


Subject(s)
Bees/microbiology , Crithidia/physiology , Glycosides/chemistry , Helianthus/chemistry , Host-Pathogen Interactions , Pollen/chemistry , Animals , Crithidia/drug effects , Fagopyrum/chemistry , Gastrointestinal Microbiome/drug effects , Plant Extracts/chemistry , Secondary Metabolism
8.
Plants (Basel) ; 9(2)2020 Jan 23.
Article in English | MEDLINE | ID: mdl-31979332

ABSTRACT

Common bean (Phaseolus vulgaris) is an important food and cash crop in many countries. Bean crop yields in sub-Saharan Africa are on average 50% lower than the global average, which is largely due to severe problems with pests and diseases as well as poor soil fertility exacerbated by low-input smallholder production systems. Recent on-farm research in eastern Africa has shown that commonly available plants with pesticidal properties can successfully manage arthropod pests. However, reducing common bean yield gaps still requires further sustainable solutions to other crop provisioning services such as soil fertility and plant nutrition. Smallholder farmers using pesticidal plants have claimed that the application of pesticidal plant extracts boosts plant growth, potentially through working as a foliar fertiliser. Thus, the aims of the research presented here were to determine whether plant growth and yield could be enhanced and which metabolic processes were induced through the application of plant extracts commonly used for pest control in eastern Africa. Extracts from Tephrosia vogelii and Tithonia diversifolia were prepared at a concentration of 10% w/v and applied to potted bean plants in a pest-free screen house as foliar sprays as well as directly to the soil around bean plants to evaluate their contribution to growth, yield and potential changes in primary or secondary metabolites. Outcomes of this study showed that the plant extracts significantly increased chlorophyll content, the number of pods per plant and overall seed yield. Other increases in metabolites were observed, including of rutin, phenylalanine and tryptophan. The plant extracts had a similar effect to a commercially available foliar fertiliser whilst the application as a foliar spray was better than applying the extract to the soil. These results suggest that pesticidal plant extracts can help overcome multiple limitations in crop provisioning services, enhancing plant nutrition in addition to their established uses for crop pest management.

9.
Plants (Basel) ; 9(1)2020 Jan 15.
Article in English | MEDLINE | ID: mdl-31952351

ABSTRACT

The fall armyworm (FAW), Spodoptera frugiperda (Lepidoptera: Noctuidae) is a recent invasive pest species that has successfully established across sub-Saharan Africa where it continues to disrupt agriculture, particularly smallholder cereal production. Management of FAW in its native range in the Americas has led to the development of resistance to many commercial pesticides before its arrival in Africa. Pesticide use may therefore be ineffective for FAW control in Africa, so new and more sustainable approaches to pest management are required that can help reduce the impact of this exotic pest. Pesticidal plants provide an effective and established approach to pest management in African smallholder farming and recent research has shown that their use can be cost-beneficial and sustainable. In order to optimize the use of botanical extracts for FAW control, we initially screened ten commonly used plant species. In laboratory trials, contact toxicity and feeding bioassays showed differential effects. Some plant species had little to no effect when compared to untreated controls; thus, only the five most promising plant species were selected for more detailed study. In contact toxicity tests, the highest larval mortality was obtained from Nicotiana tabacum (66%) and Lippia javanica (66%). Similarly, in a feeding bioassay L. javanica (62%) and N. tabacum (60%) exhibited high larval mortality at the highest concentration evaluated (10% w/v). Feeding deterrence was evaluated using glass-fibre discs treated with plant extracts, which showed that Cymbopogon citratus (36%) and Azadirachta indica (20%) were the most potent feeding deterrents among the pesticidal plants evaluated. In a screenhouse experiment where living maize plants infested with fall armyworm larvae were treated with plant extracts, N. tabacum and L. javanica were the most potent species at reducing foliar damage compared to the untreated control whilst the synthetic pesticide chlorpyrifos was the most effective in reducing fall armyworm foliar damage. Further field trial evaluation is recommended, particularly involving smallholder maize fields to assess effectiveness across a range of contexts.

10.
J Chem Ecol ; 45(10): 869-878, 2019 Oct.
Article in English | MEDLINE | ID: mdl-31741191

ABSTRACT

Most plant species depend upon insect pollination services, including many cash and subsistence crops. Plants compete to attract those insects using visual cues and floral odor which pollinators associate with a reward. The cacao tree, Theobroma cacao, has a highly specialized floral morphology permitting pollination primarily by Ceratopogonid midges. However, these insects do not depend upon cacao flowers for their life cycle, and can use other sugar sources. To understand how floral cues mediate pollination in cacao we developed a method for rearing Ceratopogonidae through several complete lifecycles to provide material for bioassays. We carried out collection and analysis of cacao floral volatiles, and identified a bouquet made up exclusively of saturated and unsaturated, straight-chain hydrocarbons, which is unusual among floral odors. The most abundant components were tridecane, pentadecane, (Z)-7-pentadecene and (Z)-8-heptadecene with a heptadecadiene and heptadecatriene as minor components. We presented adult midges, Forcipomyia sp. (subgen. Forcipomyia), Culicoides paraensis and Dasyhelea borgmeieri, with natural and synthetic cacao flower odors in choice assays. Midges showed weak attraction to the complete natural floral odor in the assay, with no significant evidence of interspecific differences. This suggests that cacao floral volatiles play a role in pollinator behavior. Midges were not attracted to a synthetic blend of the above four major components of cacao flower odor, indicating that a more complete blend is required for attraction. Our findings indicate that cacao pollination is likely facilitated by the volatile blend released by flowers, and that the system involves a generalized odor response common to different species of Ceratopogonidae.


Subject(s)
Cacao/chemistry , Ceratopogonidae/physiology , Volatile Organic Compounds/chemistry , Animals , Cacao/metabolism , Ceratopogonidae/drug effects , Flowers/chemistry , Flowers/metabolism , Gas Chromatography-Mass Spectrometry , Pollen/chemistry , Pollen/metabolism , Pollination/drug effects , Smell , Volatile Organic Compounds/pharmacology
11.
Curr Biol ; 29(20): 3494-3500.e5, 2019 10 21.
Article in English | MEDLINE | ID: mdl-31607528

ABSTRACT

Plant phytochemicals can act as natural "medicines" for animals against parasites [1-3]. Some nectar metabolites, for example, reduce parasite infections in bees [4-7]. Declining plant diversity through anthropogenic landscape change [8-11] could reduce the availability of medicinal nectar plants for pollinators, exacerbating their decline [12]. Existing studies are, however, limited by (1) a lack of mechanistic insights into how phytochemicals affect pollinator diseases and (2) the restriction to few, commercially available chemicals, thereby potentially neglecting plants with the biggest antiparasitic effects. To rapidly identify plants with the greatest potential as natural bee medicines, we developed a bioactivity-directed fractionation assay for nectar metabolites. We evaluated 17 important nectar plants against the bumblebee pathogen Crithidia bombi (Trypanosomatidae) [13-17]. The most bioactive species was heather (Calluna vulgaris), the second most productive UK nectar plant [10]. We identified 4-(3-oxobut-1-enylidene)-3,5,5-trimethylcyclohex-2-en-1-one (callunene) from heather nectar as a potent inhibitor of C. bombi. Wild bumblebees (Bombus terrestris) foraging on heather ingest callunene at concentrations causing complete C. bombi inhibition. Feeding on callunene was prophylactic against infections. We show that C. bombi establishes infections by flagellar anchoring to the ileum epithelium. Short-term callunene exposure induced flagellum loss in C. bombi choanomastigotes, resulting in a loss of infectivity. We conclude that plant secondary metabolites can disrupt parasite flagellum attachment, revealing a mechanism behind their prophylactic effects. The decline of heathlands [18-21] reduces the availability of natural bee "medicine" and could exacerbate the contribution of diseases to pollinator declines. VIDEO ABSTRACT.


Subject(s)
Bees/parasitology , Crithidia/physiology , Flagella/physiology , Host-Parasite Interactions , Plant Nectar/metabolism , Animals , Pollination
12.
Planta ; 250(1): 367-379, 2019 Jul.
Article in English | MEDLINE | ID: mdl-31069523

ABSTRACT

MAIN CONCLUSION: This study provides first evidence of a thrips species pollinating Sambucus nigra and describes how interactions are driven by plant biochemical signalling and moderated by temporal changes in floral chemistry. The concept of flower-feeding thrips as pollinating insects in temperate regions is rarely considered as they are more frequently regarded to be destructive florivores feeding on pollen and surrounding plant tissue. Combining laboratory and field-based studies we examined interactions between Sambucus nigra (elderflower) and Thrips major within their native range to ascertain the role of thrips in the pollination of this species and to determine if floral chemicals mediated flower visits. If thrips provide a pollination service to S. nigra, then this will likely manifest in traits that attract the pollinating taxa at temporally critical points in floral development. T. major were highly abundant in inflorescences of S. nigra, entering flowers when stigmas were pollen-receptive and anthers were immature. When thrips were excluded from the inflorescences, fruit-set failed. Linalool was the major component of the inflorescence headspace with peak abundance coinciding with the highest number of adult thrips visiting flowers. Thrips were absent in buds and their numbers declined again in senescing flowers inversely correlating with the concentration of cyanogenic glycosides recorded in the floral tissue. Our data show that S. nigra floral chemistry mediates the behaviour of pollen-feeding thrips by attracting adults in high numbers to the flowers at pre-anthesis stage, while producing deterrent compounds prior to fruit development. Taking an integrative approach to studying thrips behaviour and floral biology we provide a new insight into the previously ambiguously defined pollination strategies of S. nigra and provide evidence suggesting that the relationship between T. major and S. nigra is mutualistic.


Subject(s)
Feeding Behavior , Sambucus nigra/chemistry , Signal Transduction , Thysanoptera/physiology , Volatile Organic Compounds/analysis , Animals , Female , Flowers/chemistry , Flowers/growth & development , Flowers/physiology , Inflorescence/chemistry , Inflorescence/growth & development , Inflorescence/physiology , Male , Pollen/chemistry , Pollen/growth & development , Pollen/physiology , Pollination , Reproduction , Sambucus nigra/growth & development , Sambucus nigra/physiology , Symbiosis , Volatile Organic Compounds/metabolism
13.
Sci Rep ; 9(1): 7331, 2019 05 14.
Article in English | MEDLINE | ID: mdl-31089179

ABSTRACT

Floral traits and rewards are important in mediating interactions between plants and pollinators. Agricultural management practices can affect abiotic factors known to influence floral traits; however, our understanding of the links between agricultural practices and floral trait expression is still poorly understood. Variation in floral morphological, nectar, and pollen traits of two important agricultural species, Coffea arabica and C. canephora, was assessed under different agricultural practices (sun and shade). Corolla diameter and corolla tube length were larger and pollen total nitrogen content greater in shade plantations of C. canephora than sun plantations. Corolla tube length and anther filament length were larger in shade plantations of C. arabica. No effect of agricultural practice was found on nectar volume, sugar or caffeine concentrations, or pollen production. Pollen total nitrogen content was lower in sun than shade plantations of C. canephora, but no difference was found between sun and shade for C. arabica. This study provides baseline data on the influence of agronomic practices on C. arabica and C. canephora floral traits and also helps fill a gap in knowledge about the effects of shade trees on floral traits, which can be pertinent to other agroforestry systems.


Subject(s)
Coffea/growth & development , Flowers/growth & development , Agriculture/methods , Caffeine/analysis , Caffeine/metabolism , Coffea/anatomy & histology , Coffea/metabolism , Coffee/chemistry , Coffee/metabolism , Flowers/anatomy & histology , Flowers/metabolism , Light , Nitrogen/analysis , Nitrogen/metabolism , Pollen/chemistry , Pollen/metabolism
14.
Front Plant Sci ; 9: 1506, 2018.
Article in English | MEDLINE | ID: mdl-30386361

ABSTRACT

Food security in developing countries is threatened by crop pests and ectoparasites in livestock. Strategies for their management still rely on synthetic pesticides which are not always effective and the active ingredients persist in the environment with negative consequences for beneficial arthropods, farmers and consumers, hence necessitating research on sustainable alternatives. Botanical insecticides are increasingly relevant, typically having lower impacts on users, consumers and the environment. One example is the southern African shrub the Blue bush-berry, Maerua edulis. Recent work reported effective pest control using this plant species against cattle ticks, storage beetles and vegetable pests. However, little is known about the chemistry underlying activity and this is essential to optimize its use. Here, we identified two novel plant chemical structures, the E and Z isomers of cinnamoyl-4-aminobutylguanidine along with the E and Z isomers of 4-hydroxycinnamoyl-4-aminobutylguanidine in the leaves of M. edulis. We isolated these compounds from the leaves and elucidated their chemical structures using various spectroscopic techniques including High Resolution Mass Spectrometry and Nuclear Magnetic Resonance Spectroscopy. We also identified a further 11 closely related structures of which 6 are tentatively reported here for the first time. Stachydrine and 3-hydroxystachydrine were also identified in the leaf extract, and occurred at very high concentrations; up to 2% w/w of dry leaves. We tested these two compounds, along with the 4 main cinnamoylamides and the crude M. edulis leaf extract against the cowpea bruchid Callosobruchus maculatus at concentrations equivalent to those present in extracts used by smallholder farmers. Mortality of insects exposed to crude plant extracts after 72 h was significantly higher than the untreated control although still lower than for insects exposed to rotenone, the positive control. The two new compounds and stachydrine showed similar activity to the crude extracts suggesting that these compounds explained the activity of the extract. After 6 days, the mortality of insects exposed to crude extracts and isolated compounds was similar to that recorded with the positive control. The stachydrine fraction and the E and Z isomers of cinnamoyl-4-aminobutylguanidine also inhibited oviposition activity in fecund female beetles. Our data show that methanol extracts of M. edulis were toxic to C. maculatus and inhibited oviposition even at 0.1% w/v so these foliar chemicals may explain the activity of the plant material. We also synthesized the amides which facilitated structural elucidation, produced adequate quantities for testing and demonstrated the potential for commercial synthesis.

15.
Front Plant Sci ; 9: 1425, 2018.
Article in English | MEDLINE | ID: mdl-30323823

ABSTRACT

In the fight against arthropod crop pests using plant secondary metabolites, most research has focussed on the identification of bioactive molecules. Several hundred candidate plant species and compounds are now known to have pesticidal properties against a range of arthropod pest species. Despite this growing body of research, few natural products are commercialized for pest management whilst on-farm use of existing botanically-based pesticides remains a small, but growing, component of crop protection practice. Uptake of natural pesticides is at least partly constrained by limited data on the trade-offs of their use on farm. The research presented here assessed the potential trade-offs of using pesticidal plant extracts on legume crop yields and the regulating ecosystem services of natural pests enemies. The application of six established pesticidal plants (Bidens pilosa, Lantana camara, Lippia javanica, Tephrosia vogelii, Tithonia diversifolia, and Vernonia amygdalina) were compared to positive and negative controls for their impact on yields of bean (Phaseolus vulgaris), cowpea (Vigna unguiculata), and pigeon pea (Cajanus cajan) crops and the abundance of key indicator pest and predatory arthropod species. Analysis of field trials showed that pesticidal plant treatments often resulted in crop yields that were comparable to the use of a synthetic pesticide (lambda-cyhalothrin). The best-performing plant species were T. vogelii, T. diversifolia, and L. javanica. The abundance of pests was very low when using the synthetic pesticide, whilst the plant extracts generally had a higher number of pests than the synthetic but lower numbers than observed on the negative controls. Beneficial arthropod numbers were low with synthetic treated crops, whereas the pesticidal plant treatments appeared to have little effect on beneficials when compared to the negative controls. The outcomes of this research suggest that using extracts of pesticidal plants to control pests can be as effective as synthetic insecticides in terms of crop yields while tritrophic effects were reduced, conserving the non-target arthropods that provide important ecosystem services such as pollination and pest regulation. Thus managing crop pests using plant secondary metabolites can be more easily integrated in to agro-ecologically sustainable crop production systems.

16.
Biol Lett ; 13(9)2017 09.
Article in English | MEDLINE | ID: mdl-28954857

ABSTRACT

For decades, linden trees (basswoods or lime trees), and particularly silver linden (Tilia tomentosa), have been linked to mass bee deaths. This phenomenon is often attributed to the purported occurrence of the carbohydrate mannose, which is toxic to bees, in Tilia nectar. In this review, however, we conclude that from existing literature there is no experimental evidence for toxicity to bees in linden nectar. Bee deaths on Tilia probably result from starvation, owing to insufficient nectar resources late in the tree's flowering period. We recommend ensuring sufficient alternative food sources in cities during late summer to reduce bee deaths on silver linden. Silver linden metabolites such as floral volatiles, pollen chemistry and nectar secondary compounds remain underexplored, particularly their toxic or behavioural effects on bees. Some evidence for the presence of caffeine in linden nectar may mean that linden trees can chemically deceive foraging bees to make sub-optimal foraging decisions, in some cases leading to their starvation.


Subject(s)
Tilia , Animals , Bees , Plant Nectar , Pollen , Trees
17.
PLoS One ; 10(11): e0143530, 2015.
Article in English | MEDLINE | ID: mdl-26599609

ABSTRACT

Plants with pesticidal properties have been investigated for decades as alternatives to synthetics, but most progress has been shown in the laboratory. Consequently, research on pesticidal plants is failing to address gaps in our knowledge that constrain their uptake. Some of these gaps are their evaluation of their efficacy under field conditions, their economic viability and impact on beneficial organisms. Extracts made from four abundant weed species found in northern Tanzania, Tithonia diversifolia, Tephrosia vogelii, Vernonia amygdalina and Lippia javanica offered effective control of key pest species on common bean plants (Phaseolus vulgaris) that was comparable to the pyrethroid synthetic, Karate. The plant pesticide treatments had significantly lower effects on natural enemies (lady beetles and spiders). Plant pesticide treatments were more cost effective to use than the synthetic pesticide where the marginal rate of return for the synthetic was no different from the untreated control, around 4USD/ha, compared to a rate of return of around 5.50USD/ha for plant pesticide treatments. Chemical analysis confirmed the presence of known insecticidal compounds in water extracts of T. vogelii (the rotenoid deguelin) and T. diversifolia (the sesquiterpene lactone tagitinin A). Sesquiterpene lactones and the saponin vernonioside C were also identified in organic extracts of V. amygdalina but only the saponin was recorded in water extracts which are similar to those used in the field trial. Pesticidal plants were better able to facilitate ecosystem services whilst effectively managing pests. The labour costs of collecting and processing abundant plants near farm land were less than the cost of purchasing synthetic pesticides.


Subject(s)
Insecticides/chemistry , Pesticides/chemistry , Plant Weeds/chemistry , Animals , Plant Extracts/chemistry , Saponins/chemistry , Sesquiterpenes/chemistry
18.
J Chem Ecol ; 40(8): 878-81, 2014 Aug.
Article in English | MEDLINE | ID: mdl-24952086

ABSTRACT

Herbivory defence chemicals in plants can affect higher trophic levels such as predators and parasitoids, but the impact on pollinators has been overlooked. We show that defensive plant chemicals can damage pollinator fitness when expressed in pollen. Crop lupins (Lupinus species from Europe and South America) accumulate toxic quinolizidine alkaloids in vegetative tissues, conferring resistance to herbivorous pests such as aphids. We identified the alkaloid lupanine and its derivatives in lupin pollen, and then provided this compound at ecologically-relevant concentrations to queenless microcolonies of bumblebees (Bombus terrestris) in their pollen to determine how foraging on these crops may impact bee colony health and fitness. Fewer males were produced by microcolonies provided with lupanine-treated pollen and they were significantly smaller than controls. This impact on males was not linked to preference as workers willingly fed lupanine-treated pollen to larvae, even though it was deleterious to colony health. Agricultural systems comprising large monocultures of crops bred for herbivore resistance can expose generalist pollinators to deleterious levels of plant compounds, and the broader environmental impacts of crop resistance must thus be considered.


Subject(s)
Bees/drug effects , Bees/physiology , Food Chain , Genetic Fitness , Lupinus/chemistry , Sparteine/analogs & derivatives , Animals , Bees/genetics , Dose-Response Relationship, Drug , Female , Genetic Fitness/drug effects , Herbivory , Male , Pollen/chemistry , Random Allocation , Sparteine/toxicity
19.
J Agric Food Chem ; 61(34): 8141-7, 2013 Aug 28.
Article in English | MEDLINE | ID: mdl-23906084

ABSTRACT

Seven resistant varieties of sweetpotato were compared with three susceptible varieties in field trials and laboratory bioassays and showed that resistance was an active process rather than an escape mechanism, as field resistant varieties also had reduced root damage and oviposition compared with susceptible varieties in the laboratory. Liquid chromatography-mass spectrometry (LC-MS) of root surface and epidermal extracts showed significant variation in the concentration of hexadecyl, heptadecyl, octadecyl, and quinic acid esters of caffeic and coumaric acid, with higher concentrations correlated with resistance. All compounds were synthesized to enable their positive identification. Octadecyl coumarate and octadecyl caffeate applied to the surface of susceptible varieties in laboratory bioassays reduced feeding and oviposition, as observed on roots of resistant varieties, and therefore are implicated in weevil resistance. Segregating populations from breeding programs can use these compounds to identify trait loci for resistance and enable the development of resistant varieties.


Subject(s)
Ipomoea batatas/chemistry , Plant Diseases/parasitology , Plant Extracts/chemistry , Plant Roots/chemistry , Weevils/physiology , Animals , Disease Resistance , Female , Ipomoea batatas/immunology , Ipomoea batatas/parasitology , Male , Oviposition , Plant Diseases/immunology , Plant Extracts/immunology , Plant Roots/immunology , Plant Roots/parasitology , Weevils/growth & development
20.
Trop Anim Health Prod ; 45(6): 1341-7, 2013 Aug.
Article in English | MEDLINE | ID: mdl-23456785

ABSTRACT

The efficacy of Solanum incanum and Strychnos spinosa aqueous fruit extracts was evaluated against cattle ticks in on-station experiments and laboratory tick bioassays. In the on-station experiment using cattle, fruit extracts were applied at three concentrations 5, 10, and 20 % (w/v) and compared with a commercial acaricide, Tickbuster (amitraz) spray (positive control) and no treatment (negative control). The treatments were applied at weekly intervals for 6 weeks as surface sprays on 32 Mashona cattle in a completely randomized design experiment. Ticks on individual cattle were identified, counted, and recorded daily. Peripheral blood samples were collected for parasite screening. In the laboratory, tick bioassays were conducted at four concentrations, 5, 10, 20, and 40% (w/v) fruit extracts compared to Tickbuster (amitraz) spray (positive control) and distilled water (negative control). The extracts were incubated with Rhipicephalus (Boophilus) decoloratus tick larvae and mortalities for each treatment level recorded after 24 and 48 h. The 5% Solanum incanum treatment had higher efficacy ratio (P < 0.05) than the other fruit extract concentrations of the same plant species. Efficacy ratio was higher (P < 0.05) in the 5% S. spinosa-treated cattle than in the untreated control but lower (P < 0.05) than that for the amitraz treatment. The bioassays indicated that there was a high efficacy ratio for the lowest fruit extract concentrations when ticks were exposed to acaricidal treatments for 48 h compared to 24 h. Overall, the results indicate that Solanum incanum and Strychnos spinosa individually have some acaricidal effect.


Subject(s)
Acaricides/adverse effects , Cattle Diseases/prevention & control , Plant Extracts/adverse effects , Rhipicephalus/drug effects , Solanum/chemistry , Strychnos/chemistry , Tick Infestations/veterinary , Animals , Cattle , Cattle Diseases/parasitology , Dose-Response Relationship, Drug , Fruit/adverse effects , Larva/drug effects , Larva/growth & development , Rhipicephalus/growth & development , Tick Infestations/parasitology , Tick Infestations/prevention & control , Toluidines/administration & dosage
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