{Reference Type}: Journal Article {Title}: Bioactive triterpenoids from the caffeine-rich plants guayusa and maté. {Author}: Chianese G;Golin-Pacheco SD;Taglialatela-Scafati O;Collado JA;Munoz E;Appendino G;Pollastro F; {Journal}: Food Res Int {Volume}: 115 {Issue}: 0 {Year}: 01 2019 {Factor}: 7.425 {DOI}: 10.1016/j.foodres.2018.10.005 {Abstract}: Unlike all other caffeinated plants, guayusa (Ilex guayusa Loes.) and maté (Ilex paraguariensis A. St. Hill) contain high amounts of pentacyclic triterpenoid acids and alcohols. A phytochemical investigation on these plants revealed a similar triterpenoid profile and a content of ursolic acid (0.7-1%) and amyrin esters (up to 0.5%), quite unusual for dietary plants. The major constituent of the amyrin complex from both plants is α-amyrin palmitate (2a), accompanied by lower amounts of its corresponding palmitoleate (2b) and by the corresponding constitutional isomers from the β-series (3a and 3b, respectively). Ursolic acid (1) was identified as the responsible for the activity of maté and guayusa extracts in the activation of TGR5, a nuclear receptor of relevance for the prevention and management of diabetes and metabolic syndrome because of its involvement in the regulation of energy expenditure and insulin sensitivity.