title: Triterpenoids from Brazilian Ilex species and their in vitro antitrypanosomal activity.
abstract: From the leaves of Ilex affinis and Ilex buxifolia, two adulterant species of "erva mate" (Ilex paraguariensis), three new triterpenoid glycosides were isolated. Affinoside 1 (3beta-O-[beta-D-glucopyranosyl-(1-->3)-[2-O-acetyl-(1-->2]]-alpha-L-arabinopyranosyl pomolic acid 28-O-beta-D-glucopyranosyl ester, 1) was isolated from I. affinis, while buxifolioside I (28-O-beta-D-glucopyranosyl ester of (20S)-3alpha,19alpha-dihydroxyurs-12-ene-23,28-dioic acid, 7) and buxifolioside II (28-O-beta-D-glucopyranosyl ester of (20S)-3beta,19alpha-dihydroxyurs-12-en-24,28-dioic acid, 8) were isolated from I. buxifolia. Along with these new compounds, ilexoside II (2), ursolic acid (3), 28-nor-ursolic acid (4), 3beta-O-acetylursolic acid (5), and uvaol (6) were also isolated. The observed results confirm the structural specificity of the I. paraguariensis triterpenoids and reinforce a previous proposal to detect mate adulteration by triterpenoid analysis. In addition, the in vitro antitrypanosomal activity of some Ilex triterpenoids is also reported.
authors.affiliation: Kekulé-Institut für Organische Chemie und Biochemie der Rheinischen Friedrich-Wilhelms-Universität, Bonn, Germany.
authors.forename: Alexandre T C
authors.initials: AT
authors.lastname: Taketa
authors.forename: Simone C B
authors.initials: SC
authors.lastname: Gnoatto
authors.forename: Grace
authors.initials: G
authors.lastname: Gosmann
authors.forename: Viviane S
authors.initials: VS
authors.lastname: Pires
authors.forename: Eloir P
authors.initials: EP
authors.lastname: Schenkel
authors.forename: Dominique
authors.initials: D
authors.lastname: Guillaume
mesh_terms: D001938:Brazil; D030017:Ilex / Q000737:chemistry*; D015394:Molecular Structure; D018515:Plant Leaves / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D013237:Stereoisomerism; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D014344:Trypanocidal Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000097245:Ursolic Acid
chemical_list: D014315:Triterpenes; D014344:Trypanocidal Agents; D000097245:Ursolic Acid; C493696:affinoside 1