Chemotaxonomic discrimination of lichen species using an infrared chalcogenide fibre optic sensor: a useful tool for on-field biosourcing

Corvec, Maëna Le; Boussard‐Plédel, Catherine; Charpentier, Frédéric; Fatih, Nadia; Daré, Brendan Le; Massart, F.; Rojas, F.; Tariel, Hugues; Loréal, Olivier; Bureau, Bruno; Boustié, Joël; Sire, Olivier; Dévéhat, Françoise Lohézic-Le

doi:10.1039/c6ra17140k

Cited by 6 publications

(3 citation statements)

References 32 publications

(20 reference statements)

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“…Data accumulated during the 20 th century was summarized in 1996 by Huneck and Yoshimura in their compendium “Identification of Lichen Substances”, comprising spectroscopic data for over 850 lichen chemicals, including TLC retardation factors, infra-red data, electron impact mass spectrometry signals, UV/visible spectra and NMR landmarks 24 . Even though a wide range of analytical techniques have been used to study lichen metabolites 25–29 , the favoured approach among lichenologists remains TLC analysis 30–34 . Because of its accessibility, it is still widely used today along with spot test reactions when describing new lichen species to report the main identified metabolites 35–38 .…”

Section: Background and Summarymentioning

confidence: 99%

A database of high-resolution MS/MS spectra for lichen metabolites

et al. 2019

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While analytical techniques in natural products research massively shifted to liquid chromatography-mass spectrometry, lichen chemistry remains reliant on limited analytical methods, Thin Layer Chromatography being the gold standard. To meet the modern standards of metabolomics within lichenochemistry, we announce the publication of an open access MS/MS library with 250 metabolites, coined LDB for Lichen DataBase, providing a comprehensive coverage of lichen chemodiversity. These were donated by the Berlin Garden and Botanical Museum from the collection of Siegfried Huneck to be analyzed by LC-MS/MS. Spectra at individual collision energies were submitted to MetaboLights (https://www.ebi.ac.uk/metabolights/MTBLS999) while merged spectra were uploaded to the GNPS platform (CCMSLIB00004751209 to CCMSLIB00004751517). Technical validation was achieved by dereplicating three lichen extracts using a Molecular Networking approach, revealing the detection of eleven unique molecules that would have been missed without LDB implementation to the GNPS. From a chemist’s viewpoint, this database should help streamlining the isolation of formerly unreported metabolites. From a taxonomist perspective, the LDB offers a versatile tool for the chemical profiling of newly reported species.

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Section: Background and Summarymentioning

confidence: 99%

A database of high-resolution MS/MS spectra for lichen metabolites

et al. 2019

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“…However, most of these tests have some limits to distinguish minute differences between species [9]. Alternatively, study of lichen compounds by usual LC-MS techniques [10] or direct spectroscopic analysis [11][12][13][14][15][16][17] offers a helpful tool for chemotaxonomic determination of compounds and dereplication strategies [18,19]. Accurate techniques as UPLC-HRMS are now available to identify a number of compounds [20][21][22][23] but protocols are not still standardized.…”

Section: Introductionmentioning

confidence: 99%

UPLC–MS/MS quantitative analysis and structural fragmentation study of five Parmotrema lichens from the Eastern Ghats

Kumar

Siva

Sarma

et al. 2018

Journal of Pharmaceutical and Biomedical Analysis

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Comparative phytochemical analysis of five lichen species [Parmotrema tinctorum (Delise ex Nyl.) Hale, P. andinum (Mull. Arg.) Hale, P. praesorediosum (Nyl.) Hale, P. grayanum (Hue) Hale, P. austrosinense (Zahlbr.) Hale] of Parmotrema genus were performed using two complementary UPLC-MS systems. The first system consists of high resolution UPLC-QToF-MS/MS spectrometer and the second system consisted of UPLC-MS/MS in Multiple Reaction Monitoring (MRM) mode for quantitative analysis of major constituents in the selected lichen species. The individual compounds (47 compounds) were identified using Q-ToF-MS/MS, via comparison of the exact molecular masses from their MS/MS spectra, the comparison of literature data and retention times to those of standard compounds which were isolated from crude extract of abundant lichen, P. tinctorum. The analysis also allowed us to identify unknown peaks/compounds, which were further characterized by their mass fragmentation studies. The quantitative MRM analysis was useful to have a better discrimination of species according to their chemical profile. Moreover, the determination of antioxidant activities (ABTS inhibition) and Advance Glycation Endproducts (AGEs) inhibition carried out for the crude extracts revealed a potential antiglycaemic activity to be confirmed for P. austrosinense.

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“…Currently, the process of chemotaxonomic discrimination analysis in lichen groups requires reinforcement with complementary techniques, such as the use of pigments derived from anthraquinone-type compounds in specimens of the family Teloschistaceae (Pyrenodesmia sensu lato) [58] and optical-sensor profiles for metabolic profiling in species of the genera Cladonia, Stereocaulon, Lichina, Collema and Peltigera [59]. In addition, advances in analytical chemistry and mass spectrometry have allowed for a greater specificity in the elaboration of bioactive compounds profiles, which, together with modern DNAsequencing techniques and the extension of morphological descriptions as a "polyphasic approach", provide objectivity in the delimitation of lichen species [60,61].…”

Section: Distance and Phylogenetic Analysismentioning

confidence: 99%

Phylogenetic Studies and Metabolite Analysis of Sticta Species from Colombia and Chile by Ultra-High Performance Liquid Chromatography-High Resolution-Q-Orbitrap-Mass Spectrometry

et al. 2022

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Eleven species of lichens of the genus Sticta, ten of which were collected in Colombia (S. pseudosylvatica S. luteocyphellata S. cf. andina S. cf. hypoglabra, S. cordillerana, S. cf. gyalocarpa S. leucoblepharis, S. parahumboldtii S. impressula, S. ocaniensis) and one collected in Chile (S. lineariloba), were analyzed for the first time using hyphenated liquid chromatography with high-resolution mass spectrometry. In the metabolomic analysis, a total of 189 peaks were tentatively detected; the analyses were divided in five (5) groups of compounds comprising lipids, small phenolic compounds, saturated acids, terpenes, and typical phenolic lichen compounds such as depsides, depsidones and anthraquinones. The metabolome profiles of these eleven species are important since some compounds were identified as chemical markers for the fast identification of Sticta lichens for the first time. Finally, the usefulness of chemical compounds in comparison to traditional morphological traits to the study of ancestor–descendant relationships in the genus was assessed. Chemical and morphological consensus trees were not consistent with each other and recovered different relationships between taxa.

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Chemotaxonomic discrimination of lichen species using an infrared chalcogenide fibre optic sensor: a useful tool for on-field biosourcing

Abstract: Spectral analysis of lichen extracts obtained by MIR-FEWS permits to discriminate species and the identification of their major compounds. MIR-FEWS is a rapid, efficient and convenient tool for metabolic profiling.

Cited by 6 publications

References 32 publications

A database of high-resolution MS/MS spectra for lichen metabolites

A database of high-resolution MS/MS spectra for lichen metabolites

UPLC–MS/MS quantitative analysis and structural fragmentation study of five Parmotrema lichens from the Eastern Ghats

Phylogenetic Studies and Metabolite Analysis of Sticta Species from Colombia and Chile by Ultra-High Performance Liquid Chromatography-High Resolution-Q-Orbitrap-Mass Spectrometry

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