VOLATILE CONSTITUENTS OF<i>Aristolochia trilobata</i>L. (<i>Aristolochiaceae</i>): A RICH SOURCE OF SULCATYL ACETATE

Santos, Darlisson de Alexandria; Alves, Péricles Barreto; Costa, Emmanoel V.; Franco, Clóvis R. P.; Nepel, Angelita; Barison, Andersson

doi:10.5935/0100-4042.20140163

Cited by 6 publications

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“…The major components found in the essential oil of A. trilobata (sulcatyl acetate, limonene, p -cymene and linalool) have all been previously reported [ 19 ], although their concentrations were higher in the present study. Such variation is common, being determined by genetic and/or environmental factors [ 8 , 20 ].…”

Section: Resultssupporting

confidence: 60%

“…Such variation is common, being determined by genetic and/or environmental factors [ 8 , 20 ]. Sulcatyl acetate, the major component, has been considered a marker for A. trilobata [ 19 ]. Components or classes of components can be considered markers for a plant species when there is correlation with a biological effect [ 21 ].…”

Section: Resultsmentioning

confidence: 99%

“…For each preparative TLC plate, 300 mg of sulcatyl acetate was applied and eluted twice using as solvent hexane/ethyl acetate in proportion 9.5:0.5 ( v / v ). The analyses by nuclear magnetic resonance spectroscopy ( 1 H- and 13 C-NMR) (AVANCE III 400 NMR spectrometer, Bruker, Billerica, MA, USA) and infrared spectroscopy (IR, Spectrum BX Fourier Transform spectrometer, Perkin-Elmer, Waltham, MA, USA) were performed to confirm the structure of the major constituent, sulcatyl acetate (6-methyl-5-hepten-2-yl acetate) as described in [ 19 ].…”

Section: Methodsmentioning

confidence: 99%

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Essential Oil of Aristolochia trilobata: Synthesis, Routes of Exposure, Acute Toxicity, Binary Mixtures and Behavioral Effects on Leaf-Cutting Ants

et al. 2017

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Plants of the genus Aristolochia have been frequently reported as important medicinal plants. Despite their high bioactive potential, to date, there are no reports of their effects on leaf-cutting ants. Therefore, the present study aimed to evaluate the insecticidal activity of the essential oil of Aristolochia trilobata and its major components on Atta sexdens and Acromyrmex balzani, two species of leaf-cutting ants. The bioassays were performed regarding routes of exposure, acute toxicity, binary mixtures of the major components and behavioral effects. Twenty-five components were identified in the essential oil of A. trilobata using a gas chromatographic system equipped with a mass spectrometer and a flame ionization detector. The components found in higher proportions were sulcatyl acetate, limonene, p-cymene and linalool. The essential oil of A. trilobata and its individual major components were efficient against A. balzani and A. sexdens workers when applied by fumigation. These components showed fast and efficient insecticidal activity on ants. The components acted synergistically and additively on A. balzani and A. sexdens, respectively, and caused a strong repellency/irritability in the ants. Thus, our results demonstrate the great potential of the essential oil of A. trilobata and its major components for the development of new insecticides.

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Section: Resultssupporting

confidence: 60%

Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

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Essential Oil of Aristolochia trilobata: Synthesis, Routes of Exposure, Acute Toxicity, Binary Mixtures and Behavioral Effects on Leaf-Cutting Ants

et al. 2017

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“…Significant percentages of other constituents were also identified, such as spathulenol (6.68% ± 0.15%), viridiflorene (4.23% ± 0.17%), β-caryophyllene (4.01% ± 0.22%), and limonene (3.75% ± 0.07%). The occurrence of sulcatyl acetate as the major constituent of A. trilobata oil is in agreement with data reported by Santos et al (2014) (23.31% ± 0.28%) and Silva et al (2018) (25.64% ± 0.45%), who also found this compound to be the major constituent in oils from this species.…”

Section: Ethics Statementsupporting

confidence: 92%

“…The birthwort, pipevine, or Dutchman's pipe, Aristolochia trilobata L., is known as angelicó in Brazil, where it is widely used as a folk remedy for the treatment of stomach aches, colic, poisoning, diabetes, and skin infections (Heinrich et al 2009). A previous investigation of the chemical profile of the essential oil from A. trilobata occurring in the Caatinga biome of northeastern Brazil revealed sulcatyl acetate (6-methyl-5-hepten-2-yl acetate) as the main component, followed by limonene, linalool, and p-cymene (Santos et al 2014). Moreover, an evaluation of its insecticidal activity demonstrated that this oil is an excellent alternative for use in controlling Aedes aegypti L. larvae and adults (Silva et al 2018).…”

Section: Introductionmentioning

confidence: 99%

Acaricidal properties of the essential oil from Aristolochia trilobata and its major constituents against the two-spotted spider mite (Tetranychus urticae)

et al. 2018

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Tetranychus urticae Koch is a polyphagous pest that is widely distributed throughout the world and causes considerable damage to crops in northeastern Brazil. The effects of the essential oil from Aristolochia trilobata L., selected constituents, and an artificial mixture (sulcatyl acetate, limonene, linalool, and p-cymene) on T. urticae in terms of fumigant action, residual contact, and fecundity were investigated under laboratory conditions. The results were compared with eugenol, Azamax®, and Ortus® as positive controls. Gas chromatography–mass spectrometry analysis of the oil revealed a predominance of monoterpenes, with sulcatyl acetate (24.57% ± 0.40%) as the major component, followed by linalool (10.80% ± 0.27%). Toxicity varied with the method employed. Through fumigation, the A. trilobata oil was about 2.18-fold more toxic than the artificial mixture, whereas no significant difference between the two products was found with regard to residual contact. Regarding the selected compounds, the mite was most susceptible to linalool and p-cymene by fumigation and residual contact, respectively. The plant-based (Azamax®) and synthetic (Ortus®) acaricidal agents were more toxic than the products tested. Moreover, low concentrations of the products investigated herein had no effect on mite survival, but a significant effect was found on the quantity of eggs laid by females. The A. trilobata oil and artificial mixture are promising natural acaricidal agents that have more than one mode of action (fumigation and residual contact) and exert an effect on fecundity. However, further studies are needed to evaluate the cost–benefit ratio for use on organic crops and protected environments in northeastern Brazil.

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Taxonomic insights from floral scents of western North American sessile‐flowered Trillium

Wayman,

Reilly,

Petlewski

2023

American J of Botany

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PremiseChemical composition of floral volatiles can be an important complement to morphological characters in describing and identifying species. Four of the five species of western sessile‐flowered Trillium are challenging to distinguish morphologically due to wide intraspecific variation and overlapping characters among taxa. Characterizing their floral volatile compositions could aid future taxonomic, ecological, and evolutionary studies of Trillium and related taxa. We addressed two major questions: How do western sessile Trillium taxa vary in floral chemistry? Can floral scent be used to distinguish species?MethodsWe collected petals from 600 individuals at 42 wild populations of four sessile Trillium species across California, Oregon, and Washington. Volatile organic compounds from the petals were extracted using solid‐phase microextraction, and the volatiles were identified and quantified by gas chromatography–mass spectrometry. The utility of floral scent composition in distinguishing species was tested using nonmetric multidimensional scaling and random forest analysis.ResultsFloral volatiles of the white‐petaled T. albidum were dominated by oxygenated monoterpenes and showed considerable geographic variation that paralleled morphological variation. The maroon‐petaled T. angustipetalum and T. kurabayashii produced floral scents characterized by aliphatic esters, but each had a distinct chemical composition. Petal color of Trillium chloropetalum is highly variable, as were its scent compositions, which were blends of volatiles from both white‐petaled and maroon‐petaled congeneric taxa.ConclusionsDifferences in floral scent compositions are consistent with current taxonomy of the western sessile Trillium group. In cases where species delimitations are difficult based on morphology, floral scent composition provides taxonomic insight and suggests a potential hybrid origin for T. chloropetalum.

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VOLATILE CONSTITUENTS OFAristolochia trilobataL. (Aristolochiaceae): A RICH SOURCE OF SULCATYL ACETATE

Cited by 6 publications

References 1 publication

Essential Oil of Aristolochia trilobata: Synthesis, Routes of Exposure, Acute Toxicity, Binary Mixtures and Behavioral Effects on Leaf-Cutting Ants

Essential Oil of Aristolochia trilobata: Synthesis, Routes of Exposure, Acute Toxicity, Binary Mixtures and Behavioral Effects on Leaf-Cutting Ants

Acaricidal properties of the essential oil from Aristolochia trilobata and its major constituents against the two-spotted spider mite (Tetranychus urticae)

Taxonomic insights from floral scents of western North American sessile‐flowered Trillium

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