Characterisation of phenolic compounds by UPLC‐QTOF‐MS/MS of geopropolis from the stingless bee Melipona subnitida (jandaíra)

Abstract

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).

Wound healing activity and chemical composition of geopropolis from Melipona subnitida

“…The analyzes were obtained in XEVO-G2XSQTOF mass spectrometer (Waters, Manchester, UK) which was connected to an ACQUITY UPLC system (Waters, Milford, MA, USA). The conditions for obtaining the data by UPLC-ESI-qTOF-MS/MS were according to Souza et al (2018).…”

“…In addition to flavonoids, the extract showed the phenolic compounds galloyl hexosides (1, 2, 4, 8, and 12), ellagic acid (35), acyl-(cinnamoyl/coumaroyl)-hexosides (5, 6, 7, 18, 24, 31, 32, and 46), acyl-(cinnamoyl/coumaroyl)-galloyl-hexosides (10, 11, 13, 14, 17, 19, 20, 21, 17, 28, and 47). Some compounds, i.e., 6-O-p-coumaroyl-β-D-galactopyranose (31), 6- O -p-coumaroyl-α -D-galactopyranose (6), 6-O -pcoumaroyl-β-D-galactopyranose (7), 1-O-p-coumaroyl-6-Ocinnamoyl-β-D-glucopyranose (21), 3-O-methyl quercetin (33), naringenin (35), 7-O-methyl aromadendrin (42), and 7-O-methyl naringenin (53) were previously identified in jandaíra geopropolis collected in another region of Northeastern Brazil (Souza et al 2013(Souza et al , 2018. This result suggests that M. subnitida bees have a specific foraging behavior, even in an environment with such a rich diversity as in the Northeastern Brazil semiarid region (Silva et al 2006) (Santos et al 2017).…”

“…The pollen grains of the families Euphorbiaceae (4.8-24.31%), Ulmaceae (3.9-19.8%), Onagraceae (2.5-5.4%), and Smilacaceae (0.35-4.8%) were also found, and the Lamiaceae, Combretaceae, Rubiaceae, Poaceae, Malvaceae, Meliaceae, Myrtaceae, Dilleniaceae, and Arecaceae families showed a frequency lower than 3%. Most likely, the stingless bees habitually collect resin from the same plant species (Souza et al 2018). The pollen types that occur at low frequency in geopropolis samples can be regarded also as reference of the botanical species supplying resin and are important indicators of the flora of Caatinga region (Matos et al 2014); therefore the amount of pollen from plant species found in geopropolis samples does not indicate that the resin collected is from the same plant, and it just shows that bees visit those plant species in the area where the geopropolis was collected.…”

“…This work is incorporated into our research group's studies on bee products (Silva et al 2006;Souza et al 2014;Silva et al 2014;Souza et al 2018;Júnior et al 2019;Caldas et al 2019). Here, we investigate the chemical composition by ultra-performance liquid chromatography coupled with diode array and quadrupole time-of-flight mass spectrometry (UPLC-DAD-TOF-MS/MS), wound healing activity, and free-radical scavenging activities of jandaíra geopropolis.…”

Cardanols detected in non-polar propolis extracts from Scaptotrigona aff. postica (Hymenoptera, Apidae, Meliponini)

“…Prenylated benzophenone and cinnamic acid esters were detected in the geopropolis from Melipona scutellaris Latreille, indicating that a genus of the Clusiaceae family, especially Kielmeyera and Clusia, could be the resin sources of this geopropolis (Cunha et al, 2016). The phenylpropanoids, 6-O-p-coumaroyl-D-galactopyranose and 6-O-cinnamoyl-1-O-p-coumaroylβ -D-glucopyranose, and flavonoids were detected in the geopropolis from Melipona subnitida Ducke (jandaíra), a stingless bee native to northeastern Brazil (Souza et al, 2013(Souza et al, , 2018.…”