Negative ion ‘chip‐based’ nanospray tandem mass spectrometry for the analysis of flavonoids in glandular trichomes of <i>Lychnophora ericoides</i> Mart. (Asteraceae)

Gobbo‐Neto, Leonardo; Gates, Paul J.; Lopes, Norberto P.

doi:10.1002/rcm.3802

Cited by 27 publications

(12 citation statements)

References 20 publications

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“…The flavonoid aglycones as pinobanksin, chrysin, pinocembrin and pinostrobin displayed different tissue distribution compared to vicenin-2, being identified in the abaxial stomatic crypts of L. ericoides (Fig. 8) inside the head of glandular trichomes, which confirms previous observations17.…”

Section: Resultssupporting

confidence: 89%

“…The flavonoid aglycones (pinobanksin, chrysin, pinocembrin and pinostrobin) have been identified in the abaxial stomatic crypts of L. ericoides inside the head of glandular trichomes, confirming previous observations17. A number of flavonoid aglycones with UV protection functions have been detected in the cuticle19; however, these compounds were not identified in the cuticles of the species studied here.…”

Section: Discussionsupporting

confidence: 89%

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Mass Spectrometry of Flavonoid Vicenin-2, Based Sunlight Barriers in Lychnophora species

Silva

Turatti

Gouveia

et al. 2014

Sci Rep

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Lychnophora salicifolia plants collected from four different places in Brazil (three states: Goias, Minas Gerais and Bahia) revealed a conserved accumulation of vicenin-2, a di-C-glycosyl flavonoid. Quantitative studies by UPLC-MS/MS showed high concentration of vicenin-2 in leaves from sixty specimens of six Lychnophora species. So the tissue distributions of vicenin-2 were evaluated in wild Lychnophora leaves (Asteraceae) by laser based imaging mass spectrometry (IMS) to propose its distributions and possible functions for the species analyzed. Mass spectrometric imaging revealed that vicenin-2, unlike other flavonoids, was produced at the top of the leaves. The combination of localization and UV absorption properties of vicenin-2 suggests that it could act as a UV light barrier to protect the plants, since plants are sessile organisms that have to protect themselves from harsh external conditions such as intense sunlight.

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Section: Resultssupporting

confidence: 89%

Section: Discussionsupporting

confidence: 89%

Mass Spectrometry of Flavonoid Vicenin-2, Based Sunlight Barriers in Lychnophora species

Silva

Turatti

Gouveia

et al. 2014

Sci Rep

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“…Chromatographic peaks 2 and 3 ( Figure 2) were identified as the di-C-glucosylflavones 6,8-di-C-b-glucosylapigenin (vicenin-2) and 6,8-di-C-b-glucosylchrysin, respectively, due to the co-elution with standards of these compounds previously isolated from L. ericoides, as stated in GobboNeto et al 31 Their measured accurate masses are in accordance with the calculated exact molecular masses of the respective protonated molecules, and the fragmentation Differential Metabolic and Biological Profiles of Lychnophora ericoides Mart. Table S1 as Supplementary Information online.…”

Section: Resultsmentioning

confidence: 71%

“…STL in Asteraceae are mainly sequestered in glandular trichomes. 31,37 To exclude the possibility that the observed difference in STL presence is related to a differential capacity of developing glandular trichomes, leaves of all the analysed plants were examined under a dissecting microscope. Capitate glandular trichomes were present in similar amounts and sizes in leaves of all analysed plants.…”

mentioning

confidence: 99%

Differential metabolic and biological profiles of Lychnophora ericoides mart. (Asteraceae) from different localities in the Brazilian "campos rupestres"

Gobbo‐Neto

Guaratini

Pessoa

et al. 2010

J. Braz. Chem. Soc.

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Este artigo descreve a caracterização por CLAE-DAD-EM/EM e CLAE-DEC dos perfis de metabólitos secundários de extratos das folhas de Lychnophora ericoides Mart. de diferentes procedências e suas propriedades citotóxicas e antioxidantes. Extratos foliares de populações representando sete diferentes localidades foram avaliados quanto à atividade antioxidante pelo sistema DPPH e à atividade citotóxica em três linhagens tumorais. Os extratos foram eletroquimicamente caracterizados por CLAE-DEC e seus metabólitos secundários majoritários foram identificados por CLAE-DAD-EM e CLAE-DAD-EM/EM. Um metabolismo secundário defensivo amplificado, juntamente com as mais altas bioatividades antioxidantes e citotóxicas, foi encontrado para as plantas coletadas na interface entre dois tipos de vegetação. Estes resultados fornecem apoio adicional para a hipótese de que plantas ocorrendo na interface entre dois ecossistemas podem ser estimuladas a amplificar sua produção e armazenamento de metabólitos secundários defensivos, devido ao maior número de influências ambientais. This paper reports HPLC-DAD-MS/MS and HPLC-ECD characterisation of secondary metabolite profiles of Lychnophora ericoides Mart. leaf extracts from different provenances and their cytotoxic and antioxidant properties. Leaf extracts from populations representing seven different locations were evaluated for antioxidant activity by the DPPH radical scavenging system and activity towards cellular growth in three tumor cell lines. The extracts were electrochemically analysed by HPLC-ECD and their main secondary metabolites were identified by HPLC-DAD-MS and HPLC-DAD-MS/MS. An amplified defensive secondary chemistry, together with maximal cytotoxic and antioxidant bioactivities, were found for plants collected at the interface between two types of forest. These findings furnish additional support for the hypothesis that plants occurring at the interface between two forests ecosystems might be stimulated to amplify their own production and storage of defensive secondary metabolites due to the greater number of environmental influences.Keywords: Lychnophora ericoides, secondary metabolite infra-specific variation, hyphenated techniques, cytotoxic activity, antioxidant activity IntroductionThe genus Lychnophora (Asteraceae, Vernonieae) is restricted to the Brazilian "cerrado", the Brazilian savannas.1,2 Traditional medicine employs alcohol and water-alcohol preparations of leaves and root powder from several Lychnophora species for the treatment of wounds, inflammation and pain. 3,4 Among Lychnophora species, L. ericoides Mart. is the most widely used in traditional medicine. 3,4 This species occurs in small and well delimited Gobbo-Neto et al. 751 Vol. 21, No. 4, 2010 microendemic populations, usually containing between 20-50 adult individuals in a 100-200 m 2 area, and occurring in a particular type of high altitude, rocky field found in the Brazilian "cerrado". These fields are known as "campos rupestres". 1 Previous phytochemical investigation of L. ericoides le...

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“…The MS/MS spectra were compared with literature reports for chlorogenic acids [23], [24], flavonoids [25], [26], and sesquiterpene lactones [24]. The annotation of chromatographic peaks was performed partially based on previous phytochemical studies of Vernonia species.…”

Section: Resultsmentioning

confidence: 99%

Metabolomics as a Potential Chemotaxonomical Tool: Application in the Genus Vernonia Schreb

et al. 2014

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The taxonomic classification of the genus Vernonia Schreb is complex and, as yet, unclear. We here report the use of untargeted metabolomics approaches, followed by multivariate analyses methods and a phytochemical characterization of ten Vernonia species. Metabolic fingerprints were obtained by accurate mass measurements and used to determine the phytochemical similarities and differences between species through multivariate analyses approaches. Principal component analysis based on the relative levels of 528 metabolites, indicated that the ten species could be clustered into four groups. Thereby, V. polyanthes was the only species with presence of flavones chrysoeriol-7-O-glycuronyl, acacetin-7-O-glycuronyl and sesquiterpenes lactones piptocarphin A and piptocarphin B, while glaucolide A was detected in both V. brasiliana and V. polyanthes, separating these species from the two other species of the Vernonanthura group. Species from the Lessingianthus group were unique in showing a positive response in the foam test, suggesting the presence of saponins, which could be confirmed by metabolite annotation. V. rufogrisea showed a great variety of sesquiterpene lactones, placing this species into a separate group. Species within the Chrysolaena group were unique in accumulating clovamide. Our results of LC-MS-based profiling combined with multivariate analyses suggest that metabolomics approaches, such as untargeted LC-MS, may be potentially used as a large-scale chemotaxonomical tool, in addition to classical morphological and cytotaxonomical approaches, in order to facilitate taxonomical classifications.

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Negative ion ‘chip‐based’ nanospray tandem mass spectrometry for the analysis of flavonoids in glandular trichomes of Lychnophora ericoides Mart. (Asteraceae)

Cited by 27 publications

References 20 publications

Mass Spectrometry of Flavonoid Vicenin-2, Based Sunlight Barriers in Lychnophora species

Mass Spectrometry of Flavonoid Vicenin-2, Based Sunlight Barriers in Lychnophora species

Differential metabolic and biological profiles of Lychnophora ericoides mart. (Asteraceae) from different localities in the Brazilian "campos rupestres"

Metabolomics as a Potential Chemotaxonomical Tool: Application in the Genus Vernonia Schreb

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