Terpenes of the Essential Oil from Ipomoea alba Leaf in Response to Herbivore and Mechanical Injuries

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DOI: https://doi.org/10.30564/jbr.v4i3.4699

Abstract: There is no doubt that the chemical composition of plants, including norvolatile and volatile compounds, is widely affected by abiotic and biotic stress. Plants are able to biosynthesize a variety of secondary metabolites against actions of natural enemies, such as herbivores, fungus, virus and bacteria. The present study revealed that the chemical compositions of leaf essential oils from Ipomoea alba underwent quantitative and qualitative alterations both when infested with the grasshopper Elaeochlora trilineata and mechanically damaged. Grasshopper attack and mechanical wounding induced the biosynthesis of nine volatile compounds in leaves of I. alba: cumene, α-ylangene, β-panasinsene, β-gurjunene aromadendrene, β-funebrene, spirolepechinene, cubenol and sclareolide. The amount of germacrene D (33.2% to 20.4%) decreased when the leaves were mechanically damaged; but when the leaves were attacked by a grasshopper, the germacrene D increased from 33.2% to 39.4%. The results showed that I. alba leaves clearly responded to abiotic and biotic stress and contribute to an understanding of plant responses to stress conditions. References:

[1] Morales-Tapia, P., Cabrera-Barjas, G., Giordano, A., 2021. Polyphenolic distribution in organs of Argylia radiata, an extremophile plant from Chilean Atacama desert. Natural Product Research. 35, 4143-4147. [2] Fichman, Y., Mittler, R., 2020. Rapid systemic signaling during abiotic and biotic stresses: is the ROS wave master of all trades? Plant Journal. 102(5), 887- 896. [3] De Lange, E.S., Laplanche, D., Guo, H., et al., 2020. Spodoptera frugiperda Caterpillars Suppress Herbivore-Induced volatiles Emissions in Maize. Journal of Chemical Ecology. 46(3), 344-360. [4] Ulhoa, L.A., Barrigossi, J.A.F., Borges, M., et al., 2020. Differential induction of volatiles in rice plants by two stink bug species influence behaviour of conspecifics and their natural enemy Telenomus podisi. Entomologia Experimentalis et Applicata. 168(1), 76-90. [5] Boncan, D.A.T., Tsang, S.S., Li, C., et al., 2020. Terpenes and terpenoids in plants: Interactions with environment and insects. International Journal of Molecular Sciences. 21(19), 7382. [6] Schwab, W., Fuchs, C., Huang, F.C., 2013. Transformation of terpenes into fine chemicals. European journal of lipid science and technology. 115(1), 3-8. [7] Gonzalo, E.C., Raúl, S.V., Isabel, B.M., et al., 2017. Antifeedant effects of common terpenes from Mediterranean aromatic plants on Leptinotarsa decemlineata. Journal of soil science and plant nutrition. 17(2), 475-485. [8] Sharma, E., Anand, G., Kapoor, R., 2017. Terpenoids in plant and arbuscular mycorrhiza-reinforced defence against herbivorous insects. Annals of Botany. 119(5), 791-801. [9] Fabian, R., Rojas, J.C., Cisneros, J., et al., 2019. Herbivore-Induced Volatiles from Maize Plants Attract Chelonus insularis, an Egg-Larval Parasitoid of the Fall Armyworm Ortiz-Carreon. Journal of Chemical Ecology. 45(3), 326-337. [10] Silva, R.R., Câmara, C.A.G., Almeida, A.V., et al., 2012. Biotic and abiotic stress-induced phenylpropanoids in leaves of the mango (Mangifera indica L., Anacardiaceae). Journal of the Brazilian Chemical Society. 23(2), 206-2011. [11] Ramos, N.S.M., Ramos, C.S., 2013. Volatiles from Solanum paniculatum Leaves in Response to Mechanical Damage. Chemistry of Natural Compounds. 49, 953-954. [12] Silva, A.S., Silva, M.A., Almeida, A.V., et al., 2016. Herbivory causes chemical and biological changes on essential oil from Piper marginatum leaves. The Natural Products Journal. 6, 1-5. [13] Silva, R.R., Moraes, M.M., Câmara, C.A.G., et al., 2015. Change in the profile chemical of leaves Mangifera indica after their metabolism on grasshopper Tropidacris collaris. Natural Product Communications. 10, 1809-1810. [14] Lawson, S.K., Davis, M.N., Brazell, C., et al., 2017. Chloroform extracts of Ipomoea alba and Ipomoea tricolor Seeds Show Strong in-vitro antibacterial, antifungal, and cytotoxic activity. Journal of Pharmacognosy and Phytochemistry. 6(5), 730-734. [15] Brasileiro, B.G., Pizziolo, V.R., Raslan, D.S., 2006. Antimicrobial and cytotoxic activities screening of some Brazilian medicinal plants used in Governador Valadares district. Brazilian Journal of Pharmaceutical Sciences. 42, 195-202. [16] Castaneda-Gomez, J., Rosas-Ramirez, D., Cruz-Morales, S., et al., 2017. HPLC-MS profiling of the multidrug-resistance modifying resin glycoside content of Ipomoea alba seeds. Revista Brasileira de Farmacognosia. 27(4), 434-439. [17] Ikhiri, K., Koulodo, D.D.D., Garba, M., et al., 1987. New indolizine alkaloids from Ipomoea alba. Journal of Natural Products. 50(2), 152-156. [18] Adams, R.P., 2007. Identification of essential oil components by gas chromatography/ quadrupole mass spectroscopy. Allured Publishing Corporation. Carol Stream. Illinois. pp. 468. [19] Van Den Dool, H., Kratz, P.D., 1963. A Generalization of the Retention Index System Including Linear Temperature Programmed Gas-Liquid Partition Chromatography. Journal of Chromatography A. 11, 463-471. [20] Tenório, T.M., Moraes, M.M., Camara, C.A., et al., 2021. Scents from the Brazilian Atlantic Forest Biome: chemical composition of essential oils from the leaves and flowers of seven species of Ipomoea (Convolvulaceae). Journal of Essential Oil Research. 33(6), 567-583. [21] Esha Sharma, G.A., Rupam, K., 2017. Terpenoids in plant and arbuscular mycorrhiza-reinforced defence against herbivorous insects. Annals of Botany. 119, 791-801. [22] Noge, K., Becerra, J.X., 2009. Germacrene D, a common sesquiterpene in the genus Bursera (Burseraceae). Molecules. 14(12), 5289-5297. [23] Ravi Kiran, S., Sita Devi, P., 2007. Evaluation of mosquitocidal activity of essential oil and sesquiterpenes from leaves of Chloroxylon swietenia DC. Parasitology research. 101(2), 413-418. [24] Lu, H.Y., Liu, X.C., Liu, Q.Z., et al., 2017. Chemical composition of Dipsacus asper Wallich ex Candolle (Dipsacaceae) essential oil and its activity against mosquito larvae of Aedes aegypti and Culex pipiens pallens. Tropical Journal of Pharmaceutical Research. 16(1), 179-184. [25] Chappell, J., O’Maille, P.E., Noel, J.P., 2006. Biosynthetic potential of sesquiterpene synthases: alternative products of tobacco 5-epi-aristolochene synthase. Archives of Biochemistry and Biophysics. 448, 73-82. [26] Hayet, E., Fatma, B., Souhir, I., et al., 2007. Antibacterial and cytotoxic activity of the acetone extract of the flowers of Salvia sclarea and some natural products. Pakistan Journal Pharmaceutical Science. 20, 146-148. [27] Sá, S., Chaul, L.T., Alves, V.F., et al., 2018. Phytochemistry and antimicrobial activity of Campomanesia adamantium. Revista Brasileira de Farmacognosia. 28, 303-311. [28] Basile, S., Badalamenti, N., Riccobono, O., et al., 2022. Chemical Composition and Evaluation of Insecticidal Activity of Calendula incana subsp. maritima and Laserpitium siler subsp. siculum Essential Oils against Stored Products Pests. Molecules. 27(3), 588. [29] Hikal, W.M., Baeshen, R.S., Said-Al Ahl, H.A., 2017. Botanical insecticide as simple extractives for pest control. Cogent Biology. 3, 1404274. [30] Espinoza, J., Medina, C., Aniñir, W., et al., 2021. Insecticidal, Repellent and Antifeedant Activity of Essential Oils from Blepharocalyx cruckshanksii (Hook. & Arn.) Nied. Leaves and Pilgerodendron uviferum (D. Don) Florin Heartwood against Horn Flies, Haematobia irritans (Diptera: Muscidae). Molecules. 26(22), 6936.