ESI-MS2 and Anti-inflammatory Studies of Cyclopropanic Triterpenes. UPLC-ESI-MS and MS2 Search of Related Metabolites from Donella ubanguiensis

Publication type:
Journal article
Metadata:
Autoren
  • Louis P Sandjo
  • Marcus VP dos Santos Nascimento
  • Layzon AL da Silva
  • Antonio CM Munhoz
  • Luiz AE Pollo
  • Maique W Biavatti
  • Bonaventure T Ngadjui
  • Till Opatz
  • Tania S Frode
Autoren-URL
https://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=fis-test-1&SrcAuth=WosAPI&KeyUT=WOS:000390653300003&DestLinkType=FullRecord&DestApp=WOS_CPL
DOI
10.1002/pca.2640
eISSN
1099-1565
Externe Identifier
  • Clarivate Analytics Document Solution ID: EF9MC
  • PubMed Identifier: 27976470
ISSN
0958-0344
Ausgabe der Veröffentlichung
1
Zeitschrift
PHYTOCHEMICAL ANALYSIS
Schlüsselwörter
  • cyclopropanic triterpenes
  • MS
  • MS
  • LC-MS
  • LC-MS
  • MS
  • anti-inflammatory activity
Paginierung
27 - 41
Datum der Veröffentlichung
2017
Status
Published
Titel
ESI-MS<SUP>2</SUP> and Anti-inflammatory Studies of Cyclopropanic Triterpenes. UPLC-ESI-MS and MS<SUP>2</SUP> Search of Related Metabolites from <i>Donella ubanguiensis</i>
Sub types
  • Article
Ausgabe der Zeitschrift
28

Data source: Web of Science (Lite)

Other metadata sources:
Abstract
<jats:title>Abstract</jats:title><jats:sec><jats:title>Introduction</jats:title><jats:p>Triterpenes are one of the largest secondary metabolites groups spread in the plant kingdom with various skeletons. These metabolites have showed various bioactivities including anti‐inflammatory activity.</jats:p></jats:sec><jats:sec><jats:title>Objective</jats:title><jats:p>The study aims to explore the mass spectrometry fragmentation of donellanic acids A‐C (DA A–C), three compounds identified from <jats:italic>Donella ubanguiensis</jats:italic>; in addition, the fragmentation behaviour of these metabolites will serve as a fingerprint to search and characterise triterpenes congeners in fruits, bark and wood crude extracts of <jats:italic>D. ubanguiensis</jats:italic>. This work was prompted by the anti‐inflammatory activity on leukocyte migration, exudate concentrations and myeloperoxidase activity obtained for DA A–B.</jats:p></jats:sec><jats:sec><jats:title>Methodology</jats:title><jats:p>The bioactivity was performed on mouse model of pleurisy induced by carrageenan and the parameters were analysed by veterinarian automated cell counter and colorimetric assays. While the tandem mass analyses of DA A–C were carried out by a direct infusion ESI‐QTOF‐MS/MS, the extracts were studied by UPLC‐ESI‐QTOF‐MS and UPLC‐ESI‐QTOF‐MS/MS.</jats:p></jats:sec><jats:sec><jats:title>Results</jats:title><jats:p>DA A displayed interesting anti‐inflammatory activity by inhibiting leukocyte migration, exudate concentrations and myeloperoxidase activity (<jats:italic>p</jats:italic> &lt; 0.05) while DA B was weakly active (<jats:italic>p</jats:italic> &gt; 0.05). Moreover, the diagnostic of the MS<jats:sup>2</jats:sup> behaviour of DA A–C in conjunction with the chromatograms and the obtained MS<jats:sup>2</jats:sup> data of the crude extract led to the characterisation of three cyclopropane triterpenes (T1–T3) and six saponins (T4–T9) from the fruits, the bark, and the wood extracts.</jats:p></jats:sec><jats:sec><jats:title>Conclusions</jats:title><jats:p><jats:italic>Donella</jats:italic> species deserve more investigation since metabolites related to the anti‐inflammatory compound (DA A) could be identified. Copyright © 2016 John Wiley &amp; Sons, Ltd.</jats:p></jats:sec>
Autoren
  • Louis P Sandjo
  • Marcus VP dos Santos Nascimento
  • Layzon AL da Silva
  • Antonio CM Munhoz
  • Luiz AE Pollo
  • Maique W Biavatti
  • Bonaventure T Ngadjui
  • Till Opatz
  • Tania S Fröde
DOI
10.1002/pca.2640
eISSN
1099-1565
ISSN
0958-0344
Ausgabe der Veröffentlichung
1
Zeitschrift
Phytochemical Analysis
Sprache
en
Online publication date
2016
Paginierung
27 - 41
Datum der Veröffentlichung
2017
Status
Published
Herausgeber
Wiley
Herausgeber URL
http://dx.doi.org/10.1002/pca.2640
Datum der Datenerfassung
2023
Titel
ESI‐MS<sup>2</sup> and Anti‐inflammatory Studies of Cyclopropanic Triterpenes. UPLC‐ESI‐MS and MS<sup>2</sup> Search of Related Metabolites from <i>Donella ubanguiensis</i>
Ausgabe der Zeitschrift
28

Data source: Crossref

Abstract
<h4>Introduction</h4>Triterpenes are one of the largest secondary metabolites groups spread in the plant kingdom with various skeletons. These metabolites have showed various bioactivities including anti-inflammatory activity.<h4>Objective</h4>The study aims to explore the mass spectrometry fragmentation of donellanic acids A-C (DA A-C), three compounds identified from Donella ubanguiensis; in addition, the fragmentation behaviour of these metabolites will serve as a fingerprint to search and characterise triterpenes congeners in fruits, bark and wood crude extracts of D. ubanguiensis. This work was prompted by the anti-inflammatory activity on leukocyte migration, exudate concentrations and myeloperoxidase activity obtained for DA A-B.<h4>Methodology</h4>The bioactivity was performed on mouse model of pleurisy induced by carrageenan and the parameters were analysed by veterinarian automated cell counter and colorimetric assays. While the tandem mass analyses of DA A-C were carried out by a direct infusion ESI-QTOF-MS/MS, the extracts were studied by UPLC-ESI-QTOF-MS and UPLC-ESI-QTOF-MS/MS.<h4>Results</h4>DA A displayed interesting anti-inflammatory activity by inhibiting leukocyte migration, exudate concentrations and myeloperoxidase activity (p < 0.05) while DA B was weakly active (p > 0.05). Moreover, the diagnostic of the MS<sup>2</sup> behaviour of DA A-C in conjunction with the chromatograms and the obtained MS<sup>2</sup> data of the crude extract led to the characterisation of three cyclopropane triterpenes (T1-T3) and six saponins (T4-T9) from the fruits, the bark, and the wood extracts.<h4>Conclusions</h4>Donella species deserve more investigation since metabolites related to the anti-inflammatory compound (DA A) could be identified. Copyright © 2016 John Wiley & Sons, Ltd.
Addresses
  • Department of Pharmaceutical Sciences, Universidade Federal de Santa Catarina, Campus Universitário - Trindade, Florianópolis, 88040-970, SC, Brazil.
Autoren
  • Louis P Sandjo
  • Marcus VP Dos Santos Nascimento
  • Layzon AL da Silva
  • Antonio CM Munhoz
  • Luiz AE Pollo
  • Maique W Biavatti
  • Bonaventure T Ngadjui
  • Till Opatz
  • Tania S Fröde
DOI
10.1002/pca.2640
eISSN
1099-1565
Externe Identifier
  • PubMed Identifier: 27976470
Open access
false
ISSN
0958-0344
Ausgabe der Veröffentlichung
1
Zeitschrift
Phytochemical analysis : PCA
Schlüsselwörter
  • Animals
  • Mice
  • Pleurisy
  • Cyclopropanes
  • Triterpenes
  • Peroxidase
  • Anti-Inflammatory Agents
  • Chromatography, High Pressure Liquid
  • Spectrometry, Mass, Electrospray Ionization
  • Chemotaxis, Leukocyte
  • Female
  • Magnoliopsida
Sprache
eng
Medium
Print
Paginierung
27 - 41
Datum der Veröffentlichung
2017
Status
Published
Datum der Datenerfassung
2016
Titel
ESI-MS<sup>2</sup> and Anti-inflammatory Studies of Cyclopropanic Triterpenes. UPLC-ESI-MS and MS<sup>2</sup> Search of Related Metabolites from Donella ubanguiensis.
Sub types
  • Journal Article
Ausgabe der Zeitschrift
28

Data source: Europe PubMed Central

Abstract
INTRODUCTION: Triterpenes are one of the largest secondary metabolites groups spread in the plant kingdom with various skeletons. These metabolites have showed various bioactivities including anti-inflammatory activity. OBJECTIVE: The study aims to explore the mass spectrometry fragmentation of donellanic acids A-C (DA A-C), three compounds identified from Donella ubanguiensis; in addition, the fragmentation behaviour of these metabolites will serve as a fingerprint to search and characterise triterpenes congeners in fruits, bark and wood crude extracts of D. ubanguiensis. This work was prompted by the anti-inflammatory activity on leukocyte migration, exudate concentrations and myeloperoxidase activity obtained for DA A-B. METHODOLOGY: The bioactivity was performed on mouse model of pleurisy induced by carrageenan and the parameters were analysed by veterinarian automated cell counter and colorimetric assays. While the tandem mass analyses of DA A-C were carried out by a direct infusion ESI-QTOF-MS/MS, the extracts were studied by UPLC-ESI-QTOF-MS and UPLC-ESI-QTOF-MS/MS. RESULTS: DA A displayed interesting anti-inflammatory activity by inhibiting leukocyte migration, exudate concentrations and myeloperoxidase activity (p < 0.05) while DA B was weakly active (p > 0.05). Moreover, the diagnostic of the MS2 behaviour of DA A-C in conjunction with the chromatograms and the obtained MS2 data of the crude extract led to the characterisation of three cyclopropane triterpenes (T1-T3) and six saponins (T4-T9) from the fruits, the bark, and the wood extracts. CONCLUSIONS: Donella species deserve more investigation since metabolites related to the anti-inflammatory compound (DA A) could be identified. Copyright © 2016 John Wiley & Sons, Ltd.
Date of acceptance
2016
Autoren
  • Louis P Sandjo
  • Marcus VP Dos Santos Nascimento
  • Layzon AL da Silva
  • Antonio CM Munhoz
  • Luiz AE Pollo
  • Maique W Biavatti
  • Bonaventure T Ngadjui
  • Till Opatz
  • Tania S Fröde
Autoren-URL
https://www.ncbi.nlm.nih.gov/pubmed/27976470
DOI
10.1002/pca.2640
eISSN
1099-1565
Ausgabe der Veröffentlichung
1
Zeitschrift
Phytochem Anal
Schlüsselwörter
  • LC-MS
  • LC-MS/MS
  • MS/MS
  • anti-inflammatory activity
  • cyclopropanic triterpenes
  • Animals
  • Anti-Inflammatory Agents
  • Chemotaxis, Leukocyte
  • Chromatography, High Pressure Liquid
  • Cyclopropanes
  • Female
  • Magnoliopsida
  • Mice
  • Peroxidase
  • Pleurisy
  • Spectrometry, Mass, Electrospray Ionization
  • Triterpenes
Sprache
eng
Country
England
Paginierung
27 - 41
Datum der Veröffentlichung
2017
Status
Published
Datum, an dem der Datensatz öffentlich gemacht wurde
2017
Titel
ESI-MS2 and Anti-inflammatory Studies of Cyclopropanic Triterpenes. UPLC-ESI-MS and MS2 Search of Related Metabolites from Donella ubanguiensis.
Sub types
  • Journal Article
Ausgabe der Zeitschrift
28

Data source: PubMed

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