title: Chemical Traits of Hemiparasitism in Odontites luteus.
abstract: The study of the monoterpene glycosides content of Odontites luteus has shown the presence of a total of fifteen iridoid glucosides. The presence of compounds 1 - 5 and 7 - 10 is perfectly on-line with both the biogenetic pathway for iridoids biosynthesis in Lamiales and the current botanical classification of the species. On the other side, the presence of compounds like agnuside (6), adoxosidic acid (11), monotropein (12), 6,7-dihydromonotropein (13), methyl oleoside (14) and methyl glucooleoside (15) is of high interest because, first of all, they have never been reported before in Lamiales. In second instance, the majority of the last compounds are formally derived from a different biogenetic pathway which involves deoxyloganic acid/loganin and led to the formation of decarboxylated iridoid showing the 8β-configuration. Furthermore, a second abnormality was found during our study and this regards compounds 14 and 15 which are seco-iriodids and thus not typical for this family. The presence of these unusual compounds, biogenetically not related to species belonging to Lamiales, is a clear evidence of the metabolites transfer from the hosts. In fact, the collection area is also populated by species belonging to Oleaceae and Ericaceae which could be the possible hosts since the biosynthesis of seco-iridoids and or iridoids related to deoxyloganic acid/loganin pathway, with the 8β-configuration, is well documented in these species.
authors.affiliation: Department of Chemistry, University of Roma 'La Sapienza', Piazzale Aldo Moro 5, 00185, Roma, Italy.|Department of Environmental Biology, University of Roma 'La Sapienza', Piazzale Aldo Moro 5, 00185, Roma, Italy.
authors.forename: Alessandro
authors.initials: A
authors.lastname: Venditti
authors.affiliation: Department of Environmental Biology, University of Roma 'La Sapienza', Piazzale Aldo Moro 5, 00185, Roma, Italy.
authors.forename: Claudio
authors.initials: C
authors.lastname: Frezza
authors.affiliation: Department of Environmental Biology, University of Roma 'La Sapienza', Piazzale Aldo Moro 5, 00185, Roma, Italy.
authors.forename: Sebastiano
authors.initials: S
authors.lastname: Foddai
authors.affiliation: Department of Environmental Biology, University of Roma 'La Sapienza', Piazzale Aldo Moro 5, 00185, Roma, Italy.
authors.forename: Mauro
authors.initials: M
authors.lastname: Serafini
authors.affiliation: Department of Environmental Biology, University of Roma 'La Sapienza', Piazzale Aldo Moro 5, 00185, Roma, Italy.
authors.forename: Marcello
authors.initials: M
authors.lastname: Nicoletti
authors.affiliation: Department of Chemistry, University of Roma 'La Sapienza', Piazzale Aldo Moro 5, 00185, Roma, Italy.
authors.forename: Armandodoriano
authors.initials: A
authors.lastname: Bianco
mesh_terms: D000818:Animals; D029791:Ericaceae / Q000737:chemistry / Q000378:metabolism; D006027:Glycosides; D039823:Iridoids / Q000737:chemistry*; D053858:Metabolic Networks and Pathways; D055432:Metabolomics; D039821:Monoterpenes; D029592:Oleaceae / Q000737:chemistry / Q000378:metabolism; D031670:Orobanchaceae / Q000737:chemistry* / Q000378:metabolism
chemical_list: D006027:Glycosides; D039823:Iridoids; D039821:Monoterpenes
keywords: 
  Odontites luteus
  ; Chemotaxonomy; Hemiparasitism; Iridoids; Oleosides