Qualitative and Spatial Metabolite Profiling of Lichens by a LC–MS Approach Combined With Optimised Extraction

Parrot, Delphine; Péresse, Tiphaine; Hitti, Eric; Carrié, Daniel; Grube, Martín; Tomasi, Sophie

doi:10.1002/pca.2532

Cited by 32 publications

(27 citation statements)

References 23 publications

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“…1). We also found three unidentified compounds (quasi-molecular ions [M -H] À1 : 403 (12), 427 (15) and 359 (16), m/z; fragmentation pathways in Fig. S1 in the Supporting Information), unlisted in LSMs catalogues.…”

Section: Characterization Of Xanthoparmelia Chemical Variability By Hmentioning

confidence: 94%

“…Lichen chemical variability depends on either the difference of metabolite concentrations and replacements with related metabolites (same ‘chemosyndrome’) or biogenetically distinct metabolites (different ‘chemosyndrome’) . Advanced chromatography and mass spectrometry techniques strongly contribute to improve knowledge on LSMs; however, the qualitative and quantitative accuracy of these techniques has been marginally exploited to assess the chemical variability among/within circumscribed lichen taxa …”

Section: Introductionmentioning

confidence: 99%

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Morphological, Secondary Metabolite and ITS (rDNA) Variability within Usnic Acid‐Containing Lichen Thalli of Xanthoparmelia Explored at the Local Scale of Rock Outcrop in W‐Alps

Matteucci

Occhipinti

Piervittori

et al. 2017

Chemistry & Biodiversity

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Lichen secondary metabolites (LSMs) are regarded with interest for valuable biological properties, but chemical variability among/within lichen taxa has been only fragmentarily characterized by advanced analytical techniques. Knowledge of variability at a local geographic scale has been particularly neglected, while it should address the collection of chemically homogeneous materials to test and exploit LSMs. Here we evaluated the chemical variability of 48 Xanthoparmelia specimens from two rock outcrops in Western Italian Alps, representative of nine morphotypes and sixteen rDNA ITS haplotypes. Qualitative and quantitative analyses were performed by HPLC-DAD-ESI-MS and UPLC-HDR-DAD, respectively, and revealed the occurrence of 18 LSMs. Chemical partition allowed distinguishing six chemical groups, only partially overlapping with distinct morphotypes and three divergent haplotype groups, which, overall, accounted for the co-occurrence of different taxa only in part identifiable with species described for Europe. Some morphotypes were variable in presence and concentration of LSMs, and chemical divergences also characterized single ITS haplotypes. Accordingly, the collection of chemically homogeneous materials, even at a local scale, may be not properly addressed by morphological features and ITS barcoding, and should be confirmed by a specimen-level chemical characterization.

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Section: Characterization Of Xanthoparmelia Chemical Variability By Hmentioning

confidence: 94%

Section: Introductionmentioning

confidence: 99%

Morphological, Secondary Metabolite and ITS (rDNA) Variability within Usnic Acid‐Containing Lichen Thalli of Xanthoparmelia Explored at the Local Scale of Rock Outcrop in W‐Alps

Matteucci

Occhipinti

Piervittori

et al. 2017

Chemistry & Biodiversity

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“…[29][31] Erythrin (compound 7) at t R 6.21 min is an ubiquitous compound in the genus Roccella. [27] [29] The main daughter ions at m/z 167.0344 and 149.0238 are due to the cleavage of ester bond. Further loss of C 4 H 8 O 3 moiety from m/z 271 led to an ion at m/z 167.0345 and subsequent breakdown of CO 2 gave rise to an ion at m/z 123.0346.…”

Section: Depsidesmentioning

confidence: 99%

UHPLC‐HRMS/MS Based Profiling of Algerian Lichens and Their Antimicrobial Activities

Rafika

Ahmed

Burger

et al. 2018

Chemistry & Biodiversity

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Lichens are complex symbiotic organisms able to produce a vast array of compounds. The Algerian lichen diversity has only prompted little interest even given the 1085 species listed. Herein, the chemodiversity of four Algerian lichens including Cladonia rangiformis, Ramalina farinaceae, R. fastigiata, and Roccella phycopsis was investigated. A dereplication strategy, using ultra high performance liquid chromatography-high resolution-electrospray ionization-mass spectrometry (UHPLC-HRMS/MS), was carried out for a comprehensive characterization of their substances including phenolics, depsides, depsidones, depsones, dibenzofurans, and aliphatic acids. Some known compounds were identified for the first time in some species. Additionally, the lichenic extracts were evaluated for their antifungal and antimicrobial activities on human pathogenic strains (Candida albicans, C. glabrata, Aspergillus fumigatus, Staphylococcus aureus, and Escherichia coli). Cyclohexane extracts were found particularly active against human pathogenic fungi with MIC values ranging from 8 to 62.5 μg/mL, without cytotoxicity. This study highlights the therapeutic and prophylactic potential of lichenic extracts as antibacterial and antifungal agents.

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“…The bacteria were stored after growth in Luria-Bertani broth medium (LB) [ Mass Spectrometry Analysis: Mass spectrometry analysis was carried out using an LC-ESI and ESI-MS n mass spectrometers as already described. [35,43] A Prevail C 18 column (5 μm, 250 × 4.6 mm, GRACE®) kept at 30°C was used. For HPLC a gradient system was applied: A (0.1 % formic acid in water) and B (0.1 % formic acid in acetonitrile).…”

Section: Methodsmentioning

confidence: 99%

Cyaneodimycin, a Bioactive Compound Isolated from the Culture of Streptomyces cyaneofuscatus Associated with Lichina confinis

et al. 2016

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Two new compounds, cyaneodimycin (1) and cyaneomycin (2) bearing a rare methacrylate residue, were isolated from cultures of the bacterium Streptomyces cyaneofuscatus associated with the marine lichen Lichina confinis. These astonishing structures may be derived from a pyruvate biosynthetic pathway. Cyaneodimycin (1) exhibited antiproliferative properties against B16 (IC 50 = 27 ± 4 μM), HaCaT (IC 50 = [a]

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Qualitative and Spatial Metabolite Profiling of Lichens by a LC–MS Approach Combined With Optimised Extraction

Abstract: Metabolic profiles represent specific chemical species and depend on the extraction conditions, the kind of the photobiont partner and the in situ localisation of major compounds.

Cited by 32 publications

References 23 publications

Morphological, Secondary Metabolite and ITS (rDNA) Variability within Usnic Acid‐Containing Lichen Thalli of Xanthoparmelia Explored at the Local Scale of Rock Outcrop in W‐Alps

Morphological, Secondary Metabolite and ITS (rDNA) Variability within Usnic Acid‐Containing Lichen Thalli of Xanthoparmelia Explored at the Local Scale of Rock Outcrop in W‐Alps

UHPLC‐HRMS/MS Based Profiling of Algerian Lichens and Their Antimicrobial Activities

Cyaneodimycin, a Bioactive Compound Isolated from the Culture of Streptomyces cyaneofuscatus Associated with Lichina confinis

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