Chemical Composition and Pharmacological Effects of Geopropolis Produced by Melipona quadrifasciata anthidioides

Table 2

Compounds identified from Melipona quadrifasciata anthidioides geopropolis extract by HPLC-DAD-ESI-qTOF-MS/MS.

Peak	RT (min)	UV (nm)	MS (m/z)	Molecular formula	Error (ppm)	MS/MS (m/z)	Identification
1	24	289 and 309	477.1053	C22H22O12	2.9	313 (C13H13O9)^−, 271 (C11H11O8)^−, 169 (C7H5O5)^−	Coumaroyl-galloyl-hexoside
2	24.7	289 and 309	477.1040	C22H22O12	0.5	313 (C13H13O9)^−, 265 (C13H13O6)^−, 235 (C12H11O5)^−, 205 (C11H9O4)^−, 169 (C7H5O5)^−	Coumaroyl-galloyl-hexoside
3	25.1	289	287.0565	C15H12O6	1.6	259 (C14H11O5)^−, 177 (C10H9O3)^−	Aromadendrin
4	26	286 and 308	629.1166	C29H26O16	3.1	465 (C20H17O13)^−, 459 (C22H19O11)^−, 313 (C13H13O9)^−, 271 (C11H11O8)^−, 169 (C7H5O5)^−	Digalloyl-coumaroyl-hexoside
5	30.8	280	461.1113	C22H22O11	3.7	211 (C9H7O6)^−, 169 (C7H5O5)^−, 161 (C10H9O2)^−	Cinnamoyl-galloyl-hexoside
6	31.9	280	613.1216	C29H26O15	2.2	465 (C20H17O13)^−, 313 (C13H13O9)^−, 271 (C11H11O8)^−, 211 (C9H7O6)^−, 169 (C7H5O5)^−	Digalloyl-cinnamoyl-hexoside
7	32.4	299 and 311	471.1324	C24H24O10	4.3	325 (C15H17O8)^−, 307 (C15H15O7)^−, 265 (C13H13O6)^−, 163 (C9H7O3)^−, 145 (C9H5O2)^−	Dicoumaroyl-hexoside
8	32.9	284	271.0622	C15H12O5	3.2	—	Naringenin
9	34.3	290 and 311	623.1428	C31H28O14	2.2	459 (C22H19O11)^−, 313 (C13H13O9)^−, 271 (C11H11O8)^−, 211 (C9H7O6)^−, 169 (C7H5O5)^−,163 (C9H7O3)^−	Dicoumaroyl-galloyl-hexoside
10	35.2	290	301.0731	C16H14O6	2.8	273 (C15H13O5)^−, 240 (C14H8O4)^−, 179 (C8H3O5)^−, 165 (C8H5O4)^−	Methyl aromadendrin
11	37.9	285 and 310	455.1353	C24H24O9	1.2	163 (C9H7O3)^−, 145 (C9H5O2)^−	Cinnamoyl-coumaroyl-hexoside
12	38.8	285 and 310	607.1455	C31H28O13	2.7	461 (C22H21O11)^−, 443 (C22H19O10)^−, 313 (C13H13O9)^−, 271 (C11H11O8)^−, 211 (C9H7O6)^−, 169 (C7H5O5)^−	Cinnamoyl-coumaroyl-galloyl-hexoside
13	42.1	295	421.1290	C24H22O7	0.9	—	Unknown
14	45.7	—	319.2272	C20H32O3	3.4	—	Diterpene
15	46.3	—	319.2270	C20H32O3	0.9	—	Diterpene
16	54	—	471.3475	C30H48O4	0.8	—	Triterpene
17	55.3	—	471.3471	C30H48O4	3.3	—	Triterpene
18	55.5	—	469.3314	C30H46O4	3.0	—	Triterpene
19	58.7	—	373.2736	C24H38O3	2.9	329 (C23H37O)^−	Unknown
20	64	—	371.2583	C24H36O3	3.0	327 (C23H35O)^−	Unknown

RT: retention time; − indicates nonobserved/detected means.