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ESI‐MS 2 and Anti‐inflammatory Studies of Cyclopropanic Triterpenes. UPLC‐ESI‐MS and MS 2 Search of Related Metabolites from Donella ubanguiensis
Author(s) -
Sandjo Louis P.,
Nascimento Marcus V.P. dos Santos,
Silva Layzon A.L.,
Munhoz Antonio C.M.,
Pollo Luiz A.E.,
Biavatti Maique W.,
Ngadjui Bonaventure T.,
Opatz Till,
Fröde Tania S.
Publication year - 2016
Publication title -
phytochemical analysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.574
H-Index - 72
eISSN - 1099-1565
pISSN - 0958-0344
DOI - 10.1002/pca.2640
Subject(s) - chemistry , terpene , diterpene , chromatography , tandem mass spectrometry , anti inflammatory , high performance liquid chromatography , exudate , bark (sound) , fragmentation (computing) , mass spectrometry , myeloperoxidase , stereochemistry , pharmacology , botany , inflammation , medicine , physics , computer science , acoustics , biology , operating system
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 MS 2 behaviour of DA A–C in conjunction with the chromatograms and the obtained MS 2 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.