6533b837fe1ef96bd12a26c9

RESEARCH PRODUCT

ESI-MS2and Anti-inflammatory Studies of Cyclopropanic Triterpenes. UPLC-ESI-MS and MS2Search of Related Metabolites fromDonella ubanguiensis

Louis P. SandjoLuiz A.e. PolloMaique W. BiavattiBonaventure T. NgadjuiAntonio Carlos Mattar MunhozLayzon Antonio Lemos Da SilvaMarcus Vinicius Pereira Dos Santos NascimentoTill OpatzTania S. Fröde

subject

0301 basic medicineExudateLeukocyte migrationmedicine.drug_classPlant ScienceMass spectrometry01 natural sciencesBiochemistryAnti-inflammatoryAnalytical ChemistryTerpene03 medical and health scienceschemistry.chemical_compoundLiquid chromatography–mass spectrometryDrug DiscoverymedicineChromatography010405 organic chemistryChemistryGeneral Medicine0104 chemical sciencesCarrageenan030104 developmental biologyComplementary and alternative medicinevisual_artvisual_art.visual_art_mediumMolecular MedicineBarkmedicine.symptomFood Science

description

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). 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.

https://doi.org/10.1002/pca.2640