Effects of the lignan, pinoresinol on the moulting cycle of the bloodsucking bug Rhodnius prolixus and of the milkweed bug Oncopeltus fasciatus

Cabral, Marise M. O.; Kelecom, Alphonse; Garcia, Elói S.

doi:10.1016/s0367-326x(99)00089-1

Cited by 34 publications

(17 citation statements)

References 13 publications

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“…Pinoresinol, found in Carduus assoi and C. tenuiflorus (Fernandez et al, 1991;Cardona et al, 1992a;Cabral et al, 1999), is the only lignan known from thistles for which effects on insects have been reported. Pinoresinol, also common in spruce and pine trees (Strack, 1997), exhibits anti-molting activity (58% molting inhibition) to the 4th instar milkweed bug larvae, Oncopeltus fasciatus, and the blood-sucking bug, Rhodnius prolixus (Cabral et al, 1999(Cabral et al, , 2000. Effects reported were dose-dependent: an effect was seen with an oral dose of 100 μg/ml.…”

Section: Occurrence and Activity Of Lignans In Cirsium And Carduusmentioning

confidence: 99%

Chemistry of Cirsium and Carduus: a role in ecological risk assessment for biological control of weeds?

Jordon‐Thaden

Louda

2003

Biochemical Systematics and Ecology

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Prediction of host plant range and ecological impact of exotic phytophagous insects, such as insects for classical biological control of weeds, represents a major challenge. Recently, the flowerhead weevil (Rhinocyllus conicus Fröl.), introduced from Europe into North America to control exotic thistles (Carduus spp.), has become invasive. It feeds heavily on some, but not all species of native North American thistles (Cirsium spp.). We hypothesized that such non-target use among native plants could be better predicted by knowledge of characteristic chemical profiles of secondary compounds to supplement the results of host specificity testing. To evaluate this hypothesis, we reviewed the literature on the chemistry of Cirsium and Carduus thistles. We asked what compounds are known to be present, what is known about their biological activity, and whether such information on chemical profiles would have better predicted realized host range and ecological effects of R. conicus in North America. We found an extensive, but incomplete literature on the chemistry of true thistles. Two main patterns emerged. First, consistent chemical similarities and interesting differences occur among species of thistles. Second, variation occurs in biologically active groups of characteristic compounds, specifically flavonoids, sterols, alkaloids and phenolic acids, that are known to influence host plant acceptance, selection, and feeding by phytophagous insects. Surprisingly, sesquiterpene lactones, which are characteristic in closely related Asteraceae, have not been extensively reported for Cirsium or Carduus. The minimal evidence on sesquiterpene lactones may reflect extraction methods vs. true absence. In summary, our review suggests further research on thistle chemistry in insect feeding is warranted. Also, since the exotic Canada thistle (Cirsium arvense) is an invasive thistle of current concern in North America, such research on mechanisms underlying host range expansion by exotic insects would be useful.

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Section: Occurrence and Activity Of Lignans In Cirsium And Carduusmentioning

confidence: 99%

Chemistry of Cirsium and Carduus: a role in ecological risk assessment for biological control of weeds?

Jordon‐Thaden

Louda

2003

Biochemical Systematics and Ecology

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“…Lignans have been proposed to have a role in defense against pathogens (Davin et al, 2008;Naoumkina et al, 2010), but varying activities have been reported in different experimental systems. For example, the lignan pinoresinol has been described to have antioxidant activity Leu et al, 2011), to act as an antifungal agent (Hwang et al, 2010), to exert cytotoxicity (Menendez et al, 2008), or to delay molting and induce mortality in insects (Cabral et al, 1999). Most of the evidence for an involvement of lignans in plant defense against insects arises from the testing of how compounds isolated from plant species that are resistant to particular insect pests deter feeding (Harmatha and Dinan, 2003).…”

Section: Introductionmentioning

confidence: 99%

Phenylcoumaran Benzylic Ether Reductase Prevents Accumulation of Compounds Formed under Oxidative Conditions in Poplar Xylem

et al. 2014

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Phenylcoumaran benzylic ether reductase (PCBER) is one of the most abundant proteins in poplar (Populus spp) xylem, but its biological role has remained obscure. In this work, metabolite profiling of transgenic poplar trees downregulated in PCBER revealed both the in vivo substrate and product of PCBER. Based on mass spectrometry and NMR data, the substrate was identified as a hexosylated 8-5-coupling product between sinapyl alcohol and guaiacylglycerol, and the product was identified as its benzyl-reduced form. This activity was confirmed in vitro using a purified recombinant PCBER expressed in Escherichia coli. Assays performed on 20 synthetic substrate analogs revealed the enzyme specificity. In addition, the xylem of PCBER-downregulated trees accumulated over 2000-fold higher levels of cysteine adducts of monolignol dimers. These compounds could be generated in vitro by simple oxidative coupling assays involving monolignols and cysteine. Altogether, our data suggest that the function of PCBER is to reduce phenylpropanoid dimers in planta to form antioxidants that protect the plant against oxidative damage. In addition to describing the catalytic activity of one of the most abundant enzymes in wood, we provide experimental evidence for the antioxidant role of a phenylpropanoid coupling product in planta.

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“…A similar result was found for the AcOEt (80%) and hexane (85%) crude extracts on R. prolixus . The same authors assayed extracts of M. azedarach and demonstrated molting inhibition and toxicity on the Hemiptera O. fasciatus and on the hematophagous triatomine R. prolixus (Cabral et al, 1999). Purifi cations of the crude extracts increased the activities.…”

Section: Discussionmentioning

confidence: 99%

“…Purifi cations of the crude extracts increased the activities. On fractionation, the anti-molting activity was found in fraction B, that inhibited 80% of the ecdysis of R. prolixus , the active principle being identifi ed as pinoresinol, that showed 90% (25 μg/μL) and 65% (25 μg/μL) molting inhibition on O. fasciatus and R. prolixus, respectively (Cabral et al, 1999).…”

Section: Discussionmentioning

confidence: 99%

Melia azedarach L. extracts and their activity on Musca domestica L. (Diptera: Muscidae)

Cabral¹,

Crescente²,

Mendonça³

et al. 2008

Rev. bras. farmacogn.

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RESUMO: "Extratos deOs bioensaios mostraram inibição no desenvolvimento pós-embrionário das moscas e um signifi cativo aumento do período larva recém eclodida-adulto. Além disso, o peso pupal foi reduzido e a proporção sexual alterada. Foi observada toxicidade para os ovos das moscas. Unitermos: Extratos de planta, Diptera, Melia azedarach, regulação do desenvolvimento, atividade biológica. ABSTRACT:Crudes extracts and fractions from seeds of Melia azedarach L. (Meliaceae) have been assayed on Musca domestica Linnaeus, 1758 (Diptera: Muscidae). Thus, the postembryonic development of the fl ies was reduced and the delay from newly hatched larvae to adults had signifi cant increase. In addition, the pupal weights were reduced and the sexual ratio altered. Toxicity to fl y eggs was also observed.

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Effects of the lignan, pinoresinol on the moulting cycle of the bloodsucking bug Rhodnius prolixus and of the milkweed bug Oncopeltus fasciatus

Cited by 34 publications

References 13 publications

Chemistry of Cirsium and Carduus: a role in ecological risk assessment for biological control of weeds?

Chemistry of Cirsium and Carduus: a role in ecological risk assessment for biological control of weeds?

Phenylcoumaran Benzylic Ether Reductase Prevents Accumulation of Compounds Formed under Oxidative Conditions in Poplar Xylem

Melia azedarach L. extracts and their activity on Musca domestica L. (Diptera: Muscidae)

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