A diverse array of secondary metabolites deters feeding by mammals on woody plants. However, not all secondary metabolites are equally deterrent and the potencies of these substances as antifeedents is related to their structures. Although the physiological reason underlying deterrence by secondary metabolites is not well understood, the available evidence indicates that toxicity is more important than digestion inhibition. Resource limitation influences the production of secondary metabolites by woody plants. Species that are adapted to unproductive habitats are more chemically defended than species that are adapted to productive habitats. Resource limitation also affects the phenotypic expression of chemical defense with nutrient stress favoring increased production of carbon-based secondary metabolites and reduced production of nitrogen-containing secondary metabolites. Light stress has the opposite effects on the production of these substances. Herbivory by mammals also affects the chemical defenses of woody plants. In some cases browsing results in increased defense and in others decreased defense. Three circumstances under which browsing by mammals can change the chemical defenses of woody plants are discussed.