Review Tansley review Toxic cardenolides: chemical ecology and coevolution of specialized plant–herbivore interactions Author for correspondence: Anurag A. Agrawal1, Georg Petschenka2, Robin A. Bingham3, Marjorie G. Anurag A. Agrawal 1 4 Tel: +1 607 254 4255 Weber and Sergio Rasmann Email:
[email protected] 1Department of Ecology and Evolutionary Biology, and Department of Entomology, Cornell University, Ithaca, NY 14853, USA; 2 3 Received: 5 November 2011 Biozentrum Grindel, Molekulare Evolutionsbiologie, Martin-Luther-King Platz 3, 20146 Hamburg, Germany; Department of Accepted: 19 December 2011 Natural and Environmental Sciences, Western State College of Colorado, Gunnison, CO 81231, USA; 4Department of Ecology and Evolution, Baˆtiment Biophore, University of Lausanne, CH – 1015 Lausanne, Switzerland Contents Summary 1 IX. Biotic induction of cardenolides 9 X. Mode of action and toxicity of cardenolides 11 I. Historic background and introduction 2 XI. Direct and indirect effects of cardenolides on 12 II. Diversity of cardenolide forms 2 specialist and generalist insect herbivores III. Biosynthesis 3 XII. Cardenolides and insect oviposition 12 IV. Cardenolide variation among plant parts 4 XIII. Target site insensitivity 13 V. Phylogenetic distribution of cardenolides 5 XIV. Alternative mechanisms of cardenolide resistance 13 VI. Geographic distribution of cardenolides 7 XV. Cardenolide sequestration 14 VII. Ecological genetics of cardenolide production 7 Acknowledgements 15 VIII. Environmental regulation of cardenolide production 7 References 15 Summary New Phytologist (2012) Cardenolides are remarkable steroidal toxins that have become model systems, critical in the doi: 10.1111/j.1469-8137.2011.04049.x development of theories for chemical ecology and coevolution. Because cardenolides inhibit the ubiquitous and essential animal enzyme Na+ ⁄ K+-ATPase, most insects that feed on cardenolide- Key words: Apocynaceae, cardiac containing plants are highly specialized.