Determination of the Phenolic Profile and Antioxidant Activity of Leaves and Fruits of Spanish Quercus coccifera

Table 1

Characterization of the compounds found in the methanolic extracts of acorns and leaves of Q. coccifera.

No.	tR (min)	[M − H]^−m/z	m/z (% base peak)	Assigned identification	Acorns	Leaves
1	1.1	533	MS^2 [533]: 191 (100)	Quinic acid derivative	✓
			MS^3 [533⟶191]: 127(100)
2	1.1	341	MS^2 [341]: 179 (100), 161 (20), 143 (25), 119 (11), 113 (6)	Disaccharide	✓	✓
			MS^3 [341⟶179]: 161 (26), 149 (100)
3	1.2	191	MS^2 [191]: 171 (27), 111 (100)	Citric acid	✓	✓
4	1.3	331	MS^2 [331]: 169 (100), 271 (43), 211 (40)	Galloyl-hexoside	✓	✓
			MS^3 [331⟶169]: 125 (100)
5	1.6	483	MS^2 [483]: 331 (100), 313 (2), 169 (8)	Digalloyl-hexoside	✓	✓
			MS^3 [483⟶331]: 271 (26), 211 (19), 193 (18), 169 (100), 125 (18)
6	2.1	577	MS^2 [577]: 451 (33), 425 (100), 407 (66), 289 (26), 287 (13)	Procyanidin dimer		✓
7	2.2	483	MS^2 [483]: 331 (27.8), 313 (24.8), 271 (100), 211 (15.8)	Digalloyl-hexoside	✓	✓
			MS^3 [483⟶271]: 211 (100), 169 (20)
8	2.5	785	MS^2 [785]: 785 (100), 633 (19), 483 (19), 301 (53)	Hexahydroxydiphenyl-digalloyl-glucose	✓
			MS^3 [785⟶301]: 257 (32), 229 (100)
9	2.6	635	MS^2 [635]: 483 (30), 465 (100), 313 (9)	Trigalloyl-hexoside	✓
			MS^3 [635⟶465]: 421 (45), 313 (47), 169 (100)
			MS^4 [635⟶465⟶169]: 125 (100)
10	2.9	289	MS^2 [289]: 245 (100), 205 (34), 203 (29), 179 (11)	Catechin	✓	✓
11	3.3	183	MS^2 [183]: 168 (100)	Methyl gallate	✓
			MS^3 [183⟶168]: 124 (100)
12	3.6	635	MS^2 [635]: 483 (100), 465 (6), 331 (25)	Trigalloyl-hexoside	✓	✓
			MS^3 [635⟶483]: 331 (100), 313 (3), 169 (3)
			MS^4 [635⟶483⟶331]: 271 (48), 211 (20), 169 (100), 125 (10)
13	3.9	785	MS^2 [785]: 785 (100), 633 (13), 483 (51), 301 (77)	Hexahydroxydiphenyl-digalloyl-glucose	✓
			MS^3 [785⟶301]: 257 (26.5)
			MS^3 [785⟶483]: 313 (59), 295 (30), 193 (40), 169 (100)
14	4.3	387	MS^2 [387]: 207 (100), 163 (67)	Medioresinol	✓
			MS^3 [387⟶207]: 163 (100)
15	4.4	431	MS^2 [431]: 385 (100), 161 (9)	Roseoside (formate adduct)		✓
			MS^3 [431⟶385]: 223 (48), 205 (68), 161 (44), 153 (100)
16	4.6	635	MS^2 [635]: 483 (4), 465 (100), 313 (3)	Trigalloyl-hexoside	✓
			MS^3 [635⟶465]: 313 (100), 295 (21), MS^4 [635⟶465⟶313]: 295 (25), 169 (100)
17	5.1	729	MS^2 [729]: 577 (100), 425 (38), 407 (45)	(Epi)catechin-(epi)catechin monogallate (B-type)		✓
			MS^3 [729⟶577]: 451 (63), 425 (42), 407 (100), 289 (31), 287 (17)
18	5.2	635	MS^2 [635]: 483 (100), 465 (80)	Trigalloyl-hexoside	✓	✓
			MS^3 [635⟶483]: 331 (33), 313 (10), 271 (100), 211 (13), 169 (20)
			MS^4 [635⟶483⟶271]: 211 (100), 169 (26), 125 (3)
19	5.7	635	MS^2 [635]: 483 (100)	Trigalloyl-hexoside	✓
			MS^3 [635⟶483]: 331 (10), 313 (15), 271 (100), 211 (38)
			MS^4 [635⟶483⟶271]: 211 (100), 169 (26), 125 (15)
20	6.5	473	MS^2 [473]: 321 (100), 169 (14)	Trigallic acid	✓
			MS^3 [473⟶321]: 169 (100), 125 (8)
			MS^4 [473⟶321⟶169]: 125 (100)
21	7.3	345	MS^2 [345]: 183 (100)	Unknown		✓
			MS^3 [345⟶183]: 165 (100), 139 (85), 121 (78)
22	7.4	335	MS^2 [335]: 183 (100)	Galloyl methyl gallate	✓
			MS^3 [335⟶183]: 183 (100), 168 (21), 124 (32)
23	7.7	615	MS^2 [615]: 463 (100), 301 (36)	Quercetin hexoside-gallate		✓
			MS^3 [615⟶463]: 301 (100), 179 (11)
			MS^4 [615⟶463⟶301]: 255 (100), 179 (62), 151 (62)
24	7.9	377	MS^2 [377]: 331 (100), 179 (14)	Saccharide derivative		✓
			MS^3 [377⟶331]: 179 (100), 161 (34), 143 (34), 119 (19), 113 (20)
25	8.0	787	MS^2 [787]: 635 (100), 617 (65), 483 (15), 465 (8)	Tetragalloyl-hexoside	✓
			MS^3 [787⟶635]: 483 (100), 313 (5)
			MS^3 [787⟶617]: 573 (49), 465 (69), 331 (100)
26	8.5	441	MS^2 [441]: 289 (100), 271 (10), 169 (23) MS^3 [441⟶289]: 245 (100), 203 (64), 179 (34)	(epi)catechin-O-gallate		✓
27	8.9	937	MS^2 [939]: 769 (100)	Pentagalloyl-hexoside	✓	✓
			MS^3 [939⟶769]: 617 (100)
28	9.6	939	MS^2 [939]: 787 (100), 769 (97), 635 (20), 617 (9)	Pentagalloyl-hexoside	✓
			MS^3 [939⟶787]: 635 (56), 617 (100), 465 (19), 447 (6)
			MS^4 [939⟶787⟶617]: 447 (100)
29	9.6	335	MS^2 [335]: 183 (100)	Galloyl methyl gallate	✓
			MS^3 [335⟶183]: 183 (100), 168 (21), 124 (32)
30	9.9	599	MS^2 [599]: 313 (100)	Gallic acid derivative		✓
			MS^3 [599⟶313]: 169 (100)
			MS^4 [599⟶313⟶169]: 125 (100)
31	10.3	939	MS^2 [939]: 787 (100), 769 (3) MS^3 [939⟶787]: 635 (100), 617 (95)	Pentagalloyl-hexoside	✓
32	10.5	417	MS^2 [417]: 371 (100)	Saccharide derivative		✓
			MS^3 [417⟶371]: 161 (100), 179 (15), 113 (18)
33	11.0	1091	MS^2 [1091]: 939 (100), 787 (5)	Hexagalloyl-hexoside	✓
			MS^3 [1091⟶939]: 787 (24), 769 (100)
			MS^4 [1091⟶939⟶769]: 617 (44), 447 (100)
34	12.8	487	MS^2 [487]: 335 (100), 183 (11)	Digalloyl methyl gallate	✓
			MS^3 [487⟶335]: 183 (100)
			MS^4 [487⟶335⟶183]: 168 (29), 124 (100)
35	14.5	639	MS^2 [639]: 487 (100), 335 (48)	Trigalloyl methyl gallate	✓
			MS^3 [639⟶487]: 335 (100), 183 (12)
			MS^4 [639⟶487⟶335]: 183 (100)
36	14.8	507	MS^2 [507]: 461 (100), 293 (45)	Unknown		✓
			MS^3 [507⟶461]: 293 (100), 149 (17)
			MS^4 [507⟶461⟶293]: 125 (100)
37	15.1	493	MS^2 [493]: 447 (100)	Unknown		✓
			MS^3 [493⟶447]: 191 (18), 165 (18), 149 (100), 131 (32)
			MS^4 [493⟶447⟶149]: 131 (100), 113 (18)
38	16.8	593	MS^2 [593]: 285 (100)	Kaempferol-O-rutinoside		✓
			MS^3 [593⟶285]: 257 (100), 151 (18)
39	20.5	327	MS^2 [327]: 291 (54), 229 (100), 211 (48), 209 (40), 171 (99)	Oxo-dihydroxy-octadecenoic acid	✓	✓
40	26.1	329	MS^2 [329]: 311 (36), 293 (28), 229 (98), 211 (100), 171 (25)	Trihydroxy-octadecenoic acid	✓	✓
41	27.5	755	MS^2 [755]: 609 (100), 301 (87)	Quercetin-rhamnoside-rhamnoside-hexoside		✓
			MS^3 [755⟶609]: 463 (87), 301 (100)
			MS^4 [755⟶609⟶301]: 179 (100)
42	28.9	755	MS^2 [755]: 609 (100), 301 (67)	Quercetin-rhamnoside-rhamnoside-hexoside		✓
			MS^3 [755⟶609]: 463 (84), 301 (100)
			MS^4 [755⟶609⟶301]: 179 (100)
43	30.2	739	MS^2 [739]: 593 (37), 453 (63), 285 (100)	Kaempferol-rhamnose-hexose-rhamnose		✓
			MS^3 [739⟶285]: 255 (100), 151 (55)
44	35.1	781	MS^2 [781]: 635 (25), 495 (40), 285 (100)	Kaempferol derivative		✓
			MS^3 [781⟶285]: 151 (100)