Table 1.
Chemical characterization of bioactive compounds detected in olive byproduct extracts by HPLC-QTOF.
Compound Number | Proposed Compound | RT | m/z | Molecular Formula | MS/MS | O20 | O30 |
---|---|---|---|---|---|---|---|
1 | Gluconic acid | 3.8 | 195 | C6H12O7 | 129 | X | X |
2 | Sucrose | 4.98 | 341 | C12H22O11 | 179 | X | X |
3 | Citric acid | 6.49 | 191 | C6H8O7 | 111 | X | |
4 | Vanillin | 6.63 | 151 | C8H8O3 | - | X | |
5 | Methyl xylobioside | 7.19 | 295 | C11H20O9 | 181, 151, 191 | X | |
6 | Methyl gallate glucoside | 7.51 | 563 | C14H18O10 | 277 | X | |
7 | Leonuriside | 8.14 | 331 | C14H20O9 | 169, 139 | X | |
8 | Methyl xylobioside | 8.65 | 295 | C11H20O9 | 153 | X | |
9 | Oleoside Isomer 1 | 8.88 | 389 | C16H22O11 | 137, 295 | X | X |
10 | Loganic acid | 9.32 | 375 | C16H24O10 | 315, 213, 209 | X | X |
11 | Oleoside Isomer 2 | 10.11 | 389 | C16H22O11 | 183, 121 | X | X |
12 | Aralidioside | 10.59 | 447 | C18H24O13 | 153 | X | X |
13 | Hydroxytyrosol | 11.06 | 153 | C8H10O3 | 123, 135 | X | X |
14 | Taxifolin | 11.84 | 303 | C15H12O7 | 161, 179, 153 | X | |
15 | Iridoid glicoside derivative | 12.26 | 553 | C22H34O16 | 181, 411 | X | |
16 | Allobetonicoside | 12.95 | 505 | C21H30O14 | 161 | X | |
17 | Eriobioside | 13.23 | 567 | C23H36O16 | 181, 223, 161, 341, 403, 505 | X | |
18 | Elenolic acid glucoside Isomer 1 | 13.64 | 403 | C17H24O11 | 161 | X | X |
19 | Elenolic acid glucoside Isomer 2 | 14.04 | 403 | C17H24O11 | 161 | X | |
20 | Loganin | 15.65 | 389 | C17H26O10 | 327, 267 | X | |
21 | Acetylbarlerin | 16.25 | 489 | C21H30O13 | 145, 163, 327 | X | X |
22 | Oleoside Isomer 3 | 17.46 | 389 | C16H22O11 | 345 | X | X |
23 | Benzyl primeveroside | 17.98 | 401 | C18H26O10 | 223 | X | X |
24 | Cinnamoside | 18.21 | 517 | C24H38O12 | 387, 459, 409, 175 | X | X |
25 | Depressine | 19.45 | 687 | C25H30O13 | 525, 161 | X | |
26 | Paniculatin | 20.06 | 593 | C27H30O15 | 353, 383, 473, 175 | X | |
27 | Kaempferol diglucoside | 21.77 | 609 | C27H30O16 | 447, 285, 197, 153 | X | X |
28 | Phenethyl primeveroside Isomer 1 | 23.41 | 415 | C19H28O10 | 151, 175, 223 | X | |
29 | Hydroxyoleuropein Isomer 1 | 23.78 | 555 | C25H32O14 | 151 | X | |
30 | Phenethyl primeveroside Isomer 2 | 23.87 | 415 | C19H28O10 | 151, 123 | X | X |
31 | Oleuropein glucoside Isomer 1 | 25.35 | 701 | C31H42O18 | 315, 285, 447, 337 | X | X |
32 | Verbascoside | 26.1 | 623 | C29H36O15 | 161, 461 | X | X |
33 | Syringaresinol | 26.87 | 417 | C22H26O8 | 181, 166, 387 | X | |
34 | Hydroxyoleuropein Isomer 2 | 26.93 | 555 | C25H32O14 | 161, 417, 181 | X | X |
35 | Calceolarioside A | 27.2 | 477 | C23H26O11 | 161 | X | |
36 | Kaempferol rutinoside | 27.88 | 593 | C27H30O15 | 285 | X | X |
37 | Luteolin glucoside | 28.2 | 447 | C21H20O11 | 285 | X | X |
38 | Oleuropein glucoside Isomer 2 | 29.31 | 701 | C31H42O18 | 609, 300, 539, 269 | X | X |
39 | Methoxyoleuropein | 29.74 | 569 | C26H34O14 | 151, 223, 537, 403, 553 | X | X |
40 | Oleuropein Isomer 1 | 30.36 | 539 | C25H32O13 | 307, 275, 149, 377 | X | X |
41 | Luteolin glucoside | 31.85 | 447 | C21H20O11 | 285 | X | X |
42 | Oleuropein Isomer 2 | 32.38 | 539 | C25H32O13 | 307, 275, 403, 149, 377 | X | X |
43 | Ligstroside | 32.98 | 523 | C25H32O12 | 291, 259, 361 | X | X |
44 | Oleuropein Isomer 3 | 33.4 | 539 | C25H32O13 | 307, 275, 121, 223 | X | X |
45 | Oleuropein Isomer 4 | 34.45 | 539 | C25H32O13 | 307, 275, 153, 377 | X | X |
46 | Oleoeuropein aglycone Isomer 1 | 35.16 | 377 | C19H22O8 | 307, 149, 275 | X | X |
47 | Oleoeuropein aglycone Isomer 2 | 35.79 | 377 | C19H22O8 | 307, 149, 139, 11, 275 | X | |
48 | Oleuropein derivative | 36.53 | 763 | C36H44O18 | 539, 307 | X | |
49 | Oleoeuropein aglycone Isomer 3 | 37.07 | 377 | C19H22O8 | 307, 275 | X |
MS/MS: tandem mass spectrometry.