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Characterisation of phenolic compounds by UPLC‐QTOF‐MS/MS of geopropolis from the stingless bee Melipona subnitida (jandaíra)
Author(s) -
Souza Silvana Alves,
Silva Telma Maria Guedes,
Silva Eva Monica Sarmento,
Camara Celso Amorim,
Silva Tania Maria Sarmento
Publication year - 2018
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.2766
Subject(s) - chemistry , ellagic acid , chromatography , polyphenol , mass spectrometry , high performance liquid chromatography , organic chemistry , antioxidant
Melipona subnitida Ducke (jandaíra) is a stingless bee native to north‐eastern Brazil, which produces geopropolis, a mixture of beeswax, plant resins, pollens and earth that is used for sealing beehives. Objective To extend the knowledge on phenolic compounds in fractions obtained by C18‐solid phase extraction (SPE) of nine geopropolis samples from Melipona subnitida collected at different times. Methodology Chromatographic profiles of nine samples of geopropolis from jandaíra were analysed by ultra‐performance liquid chromatography coupled with a diode array detector and quadrupole time‐of‐flight mass spectrometry (UPLC‐DAD‐QTOF‐MS/MS) and combined with the use of data‐independent acquisition (MSE) for the profiling and structural characterisation of the phenolic compounds. The isolated compound was identified by nuclear magnetic resonance of hydrogen and carbon ( 1 H‐ and 13 C‐NMR). Results The present study with geopropolis of jandaíra resulted in the characterisation of 51 phenolics by UPLC‐DAD‐QTOF‐MS/MS: four galloyl glucosides, one ellagic acid, 11 acyl‐hexosides, 23 acyl‐galloyl‐hexosides and 12 flavonoids. The structures of two compounds (1,6‐di‐ O ‐( E )‐coumaroyl‐2‐ O ‐galloyl‐β‐ d ‐glucopyranoside and 1‐ O ‐cinnamoyl‐6‐ O ‐( E )‐coumaroyl‐2‐ O ‐galloyl‐β‐ d ‐glucopyranoside) were established by 1 H and the attached proton test (APT) experiments as well as high‐resolution electrospray ionisation mass spectroscopy (HR‐ESI‐MS) analysis. Conclusion The geopropolis of jandaíra showed phenolic compounds galloyl hexosides, ellagic acid, acyl‐(cinnamoyl/coumaroyl)‐hexosides, acyl‐(cinnamoyl/coumaroyl)‐galloyl‐hexosides and flavonoids (aglycones and acylated‐ O ‐glycosides).