Coping with toxic plant compounds – The insect’s perspective on iridoid glycosides and cardenolides

Dobler S, Petschenka G, Pankoke H (2011)
Phytochemistry 72(13): 1593-1604.

Zeitschriftenaufsatz | Veröffentlicht | Englisch
Es wurden keine Dateien hochgeladen. Nur Publikationsnachweis!
Dobler, Susanne; Petschenka, Georg; Pankoke, HelgaUniBi
Abstract / Bemerkung
Specializing on host plants with toxic secondary compounds enforces specific adaptation in insect herbivores. In this review, we focus on two compound classes, iridoid glycosides and cardenolides, which can be found in the food plants of a large number of insect species that display various degrees of adaptation to them. These secondary compounds have very different modes of action: Iridoid glycosides are usually activated in the gut of the herbivores by β-glucosidases that may either stem from the food plant or be present in the gut as standard digestive enzymes. Upon cleaving, the unstable aglycone is released that unspecifically acts by crosslinking proteins and inhibiting enzymes. Cardenolides, on the other hand, are highly specific inhibitors of an essential ion carrier, the sodium pump. In insects exposed to both kinds of toxins, carriers either enabling the safe storage of the compounds away from the activating enzymes or excluding the toxins from sensitive tissues, play an important role that deserves further analysis. To avoid toxicity of iridoid glycosides, repression of activating enzymes emerges as a possible alternative strategy. Cardenolides, on the other hand, may lose their toxicity if their target site is modified and this strategy has evolved multiple times independently in cardenolide-adapted insects.
Page URI


Dobler S, Petschenka G, Pankoke H. Coping with toxic plant compounds – The insect’s perspective on iridoid glycosides and cardenolides. Phytochemistry. 2011;72(13):1593-1604.
Dobler, S., Petschenka, G., & Pankoke, H. (2011). Coping with toxic plant compounds – The insect’s perspective on iridoid glycosides and cardenolides. Phytochemistry, 72(13), 1593-1604.
Dobler, S., Petschenka, G., and Pankoke, H. (2011). Coping with toxic plant compounds – The insect’s perspective on iridoid glycosides and cardenolides. Phytochemistry 72, 1593-1604.
Dobler, S., Petschenka, G., & Pankoke, H., 2011. Coping with toxic plant compounds – The insect’s perspective on iridoid glycosides and cardenolides. Phytochemistry, 72(13), p 1593-1604.
S. Dobler, G. Petschenka, and H. Pankoke, “Coping with toxic plant compounds – The insect’s perspective on iridoid glycosides and cardenolides”, Phytochemistry, vol. 72, 2011, pp. 1593-1604.
Dobler, S., Petschenka, G., Pankoke, H.: Coping with toxic plant compounds – The insect’s perspective on iridoid glycosides and cardenolides. Phytochemistry. 72, 1593-1604 (2011).
Dobler, Susanne, Petschenka, Georg, and Pankoke, Helga. “Coping with toxic plant compounds – The insect’s perspective on iridoid glycosides and cardenolides”. Phytochemistry 72.13 (2011): 1593-1604.

54 Zitationen in Europe PMC

Daten bereitgestellt von Europe PubMed Central.

Hemiparasites can transmit indirect effects from their host plants to herbivores.
Haan NL, Bakker JD, Bowers MD., Ecology 99(2), 2018
PMID: 29131311
Bacterial Symbionts in Lepidoptera: Their Diversity, Transmission, and Impact on the Host.
Paniagua Voirol LR, Frago E, Kaltenpoth M, Hilker M, Fatouros NE., Front Microbiol 9(), 2018
PMID: 29636736
Dynamics of loops at the substrate entry channel determine the specificity of iridoid synthases.
Sandholu AS, Mohole M, Duax WL, Thulasiram HV, Sengupta D, Kulkarni K., FEBS Lett 592(15), 2018
PMID: 29944733
The Effect of Morinda citrifolia L. Fruit Juice on the Blood Sugar Level and Other Serum Parameters in Patients with Diabetes Type 2.
Algenstaedt P, Stumpenhagen A, Westendorf J., Evid Based Complement Alternat Med 2018(), 2018
PMID: 30158993
Climate and host-plant associations shaped the evolution of ceutorhynch weevils throughout the Cenozoic.
Letsch H, Gottsberger B, Metzl C, Astrin J, Friedman ALL, McKenna DD, Fiedler K., Evolution 72(9), 2018
PMID: 30040114
The Enzymology of Organic Transformations: A Survey of Name Reactions in Biological Systems.
Lin CI, McCarty RM, Liu HW., Angew Chem Int Ed Engl 56(13), 2017
PMID: 27505692
Differential iridoid production as revealed by a diversity panel of 84 cultivated and wild blueberry species.
Leisner CP, Kamileen MO, Conway ME, O'Connor SE, Buell CR., PLoS One 12(6), 2017
PMID: 28609455
Inverted stereocontrol of iridoid synthase in snapdragon.
Kries H, Kellner F, Kamileen MO, O'Connor SE., J Biol Chem 292(35), 2017
PMID: 28701463
The function and evolutionary significance of a triplicated Na,K-ATPase gene in a toxin-specialized insect.
Lohr JN, Meinzer F, Dalla S, Romey-Glüsing R, Dobler S., BMC Evol Biol 17(1), 2017
PMID: 29246105
Structural determinants of reductive terpene cyclization in iridoid biosynthesis.
Kries H, Caputi L, Stevenson CEM, Kamileen MO, Sherden NH, Geu-Flores F, Lawson DM, O'Connor SE., Nat Chem Biol 12(1), 2016
PMID: 26551396
Convergent Substitutions in a Sodium Channel Suggest Multiple Origins of Toxin Resistance in Poison Frogs.
Tarvin RD, Santos JC, O'Connell LA, Zakon HH, Cannatella DC., Mol Biol Evol 33(4), 2016
PMID: 26782998
Monoterpenol Oxidative Metabolism: Role in Plant Adaptation and Potential Applications.
Ilc T, Parage C, Boachon B, Navrot N, Werck-Reichhart D., Front Plant Sci 7(), 2016
PMID: 27200002
Insecticidal Properties of a Highly Potent Wax Isolated from Dolichandra cynanchoides Cham.
Díaz Napal G, Carpinella MC, Palacios SM., Molecules 21(8), 2016
PMID: 27529199
Does vegetation complexity affect host plant chemistry, and thus multitrophic interactions, in a human-altered landscape?
Wäschke N, Hancock C, Hilker M, Obermaier E, Meiners T., Oecologia 179(1), 2015
PMID: 25986560
Symbiotic bacteria enable olive fly larvae to overcome host defences.
Ben-Yosef M, Pasternak Z, Jurkevitch E, Yuval B., R Soc Open Sci 2(7), 2015
PMID: 26587275
Detoxification of hostplant's chemical defence rather than its anti-predator co-option drives β-glucosidase-mediated lepidopteran counteradaptation.
Poreddy S, Mitra S, Schöttner M, Chandran J, Schneider B, Baldwin IT, Kumar P, Pandit SS., Nat Commun 6(), 2015
PMID: 26443324
Spruce Budworm (Lepidoptera: Tortricidae) Oral Secretions II: Chemistry.
LeClair G, Williams M, Silk P, Eveleigh E, Mayo P, Brophy M, Francis B., Environ Entomol 44(6), 2015
PMID: 26454474
Behavioural flexibility of the chemical defence in the parasitoid wasp Leptopilina heterotoma.
Stökl J, Machacek Z, Ruther J., Naturwissenschaften 102(11-12), 2015
PMID: 26492890
Sequestration, tissue distribution and developmental transmission of cyanogenic glucosides in a specialist insect herbivore.
Zagrobelny M, Olsen CE, Pentzold S, Fürstenberg-Hägg J, Jørgensen K, Bak S, Møller BL, Motawia MS., Insect Biochem Mol Biol 44(), 2014
PMID: 24269868
Cardenolide glycosides from Elaeodendron australe var. integrifolium.
Butler MS, Towerzey L, Pham NB, Hyde E, Wadi SK, Guymer GP, Quinn RJ., Phytochemistry 98(), 2014
PMID: 24361289
Two bioactive compounds from the Chinese scorpion Buthusmartensii Karsch.
Gao J, Yin W, Gao T, Deng R, Li X., Nat Prod Res 28(10), 2014
PMID: 24456483
The multiple strategies of an insect herbivore to overcome plant cyanogenic glucoside defence.
Pentzold S, Zagrobelny M, Roelsgaard PS, Møller BL, Bak S., PLoS One 9(3), 2014
PMID: 24625698
A pharm-ecological perspective of terrestrial and aquatic plant-herbivore interactions.
Forbey JS, Dearing MD, Gross EM, Orians CM, Sotka EE, Foley WJ., J Chem Ecol 39(4), 2013
PMID: 23483346
Host dependent iridoid glycoside sequestration patterns in Cionus hortulanus.
Baden CU, Franke S, Dobler S., J Chem Ecol 39(8), 2013
PMID: 23846185
Toxic cardenolides: chemical ecology and coevolution of specialized plant-herbivore interactions.
Agrawal AA, Petschenka G, Bingham RA, Weber MG, Rasmann S., New Phytol 194(1), 2012
PMID: 22292897
Host shifts from Lamiales to Brassicaceae in the sawfly genus Athalia.
Opitz SE, Boevé JL, Nagy ZT, Sonet G, Koch F, Müller C., PLoS One 7(4), 2012
PMID: 22485146
Community-wide convergent evolution in insect adaptation to toxic cardenolides by substitutions in the Na,K-ATPase.
Dobler S, Dalla S, Wagschal V, Agrawal AA., Proc Natl Acad Sci U S A 109(32), 2012
PMID: 22826239
Parallel molecular evolution in an herbivore community.
Zhen Y, Aardema ML, Medina EM, Schumer M, Andolfatto P., Science 337(6102), 2012
PMID: 23019645
An alternative route to cyclic terpenes by reductive cyclization in iridoid biosynthesis.
Geu-Flores F, Sherden NH, Courdavault V, Burlat V, Glenn WS, Wu C, Nims E, Cui Y, O'Connor SE., Nature 492(7427), 2012
PMID: 23172143
Medicinal plants: a public resource for metabolomics and hypothesis development.
Wurtele ES, Chappell J, Jones AD, Celiz MD, Ransom N, Hur M, Rizshsky L, Crispin M, Dixon P, Liu J, P Widrlechner M, Nikolau BJ., Metabolites 2(4), 2012
PMID: 24957774


Markieren/ Markierung löschen
Markierte Publikationen

Open Data PUB

Web of Science

Dieser Datensatz im Web of Science®


PMID: 21620425
PubMed | Europe PMC

Suchen in

Google Scholar