Table 1.
Constituents annotated in ADI extract by UHPLC-DAD-ESI-MS.
| Compounds | UV[nm] | Rt[min] | [M+H]+ (major and fragments m/z) | [M-H]- (major and fragments m/z) | Identification | References |
|---|---|---|---|---|---|---|
| 1. | 215, 296, 325 | 11.7 | 355 (163) | 353 (191) | caffeoylquinic acid (I) | (Eisenman et al., 2011; Gu et al., 2012; Lin and Harnly, 2012; Olennikov et al., 2018; Olennikov et al., 2019) |
| 2. | 216, 278 | 12.0 | 477 (315, 153) | protocatechuic acid dihexoside | ||
| 3. | 212, 282,320 | 12.2 | 371 (209, 191) | caffeoyl hexaric acid | (Kiss et al., 2020) | |
| 4. | 212, 260 | 13.4 | 359 (197) | syringic acid hexoside | (Barros et al., 2012) | |
| 5. | 215, 286, 323 | 14.0 | 355 (163) | 353 (191) | caffeoylquinic acid (II) | (Eisenman et al., 2011; Gu et al., 2012; Lin and Harnly, 2012; Olennikov et al., 2018; Olennikov et al., 2019) |
| 6. | 214 | 17.8 | 360 (163, 307), 325 (163,307) | 387 (179, 285, 341) | unknown | |
| 7. | 217, 286, 324 | 20.9 | 355 (163) | 353 (191) | caffeoylquinic acid (III) | (Eisenman et al., 2011; Miron et al., 2011; Gu et al., 2012; Lin and Harnly, 2012; Olennikov et al., 2018; Olennikov et al., 2019) |
| 8. | 216, 286, 324 | 22.8 | 355 (163) | 353 (191, 179, 173) | caffeoylquinic acid (IV) | (Eisenman et al., 2011; Miron et al., 2011; Gu et al., 2012; Lin and Harnly, 2012; Olennikov et al., 2018; Olennikov et al., 2019) |
| 9. | 202 | 23.3 | 225 | 447 (401) | unknown | |
| 10. | 235, 300 | 25.0 | 374 [M+Na]+ (195, 177) | 355 (193, 149) | ferulic acid hexoside | (Lin and Harnly, 2012; Mekky et al., 2019) |
| 11. | 270, 333 | 30.2 | 595 (457, 577) | 593 (575, 503, 473, 383, 353) | vicenin - 2 apigenin 6,8-di-C-glucoside | (Gu et al., 2012; Lin and Harnly, 2012; Olennikov et al., 2018; Olennikov et al., 2019) |
| 12. | 217, 288, 324 | 34.1 | 544 (365) | 525, (481, 433, 301) | unknown | |
| 13. | 207, 230, 319 | 34.9 | – | 355 (193, 149) | ferulic acid hexoside | (Lin and Harnly, 2012; Mekky et al., 2019) |
| 14. | 215, 280, 342 | 37.8 | 465 | 463 (301) | isoquercitrin/hiperoside | (Olennikov et al., 2018) |
| 15. | 215, 256, 355 | 39.8 | 611 (465, 303) | 609 (301, 487) | quercetin-3-O-rhamnosylhexoside | (Lin and Harnly, 2012; Olennikov et al., 2018) |
| 16. | 210, 260, 336 | 40.8 | 641 (495, 333), 333 (318, 222) | 639 (331) | patuletin rhamnosylhexoside | (Lin and Harnly, 2012) |
| 17. | 212, 262, 341 | 41.9 | 495 | 493 | patuletin hexoside | (Lin and Harnly, 2012) |
| 18. | 201, 260, 347 | 42.8 | 697 (535, 303) | 695 (651, 609, 301) | quercetin derivative | (Lin and Harnly, 2012; Olennikov et al., 2018) |
| 19. | 203, 255, 346 | 43.3 | 727 (565, 495, 333) | 725 (681, 639, 331) | patuletin 3-O-malonylrobinobioside | (Lin and Harnly, 2012) |
| 20. | 216, 286, 325 | 45.0 | 517 (499, 355) | 515 (353, 191, 179,173) | di-O-caffeoylquinic acid (I) | (Eisenman et al., 2011; Miron et al., 2011; Gu et al., 2012; Lin and Harnly, 2012; Olennikov et al., 2018; Olennikov et al., 2019) |
| 21. | – | 45.9 | 625 (479, 317) | 623 (315) | isorhamnetin rhamnosylhexoside | (Lin and Harnly, 2012) |
| 22. | 216, 245, 292, 325 | 46.1 | 517 | 515 (353, 191, 179) | di-O-caffeoylquinic acids (II) | (Eisenman et al., 2011; Miron et al., 2011; Gu et al., 2012; Lin and Harnly, 2012; Olennikov et al., 2018; Olennikov et al., 2019) |
| 23. | – | 46.8 | 655 (509, 347) | 653 (345, 330) | syringetin 3-O-rhamnosylhexoside | (Lin and Harnly, 2012) |
| 24. | 216, 325 | 47.8 | 517 (499) | 515 (353, 191, 179, 173) | di-O-caffeoylquinic acids (III) | (Eisenman et al., 2011; Miron et al., 2011; Gu et al., 2012; Lin and Harnly, 2012; Olennikov et al., 2018; Olennikov et al., 2019) |
| 25. | 210, 255, 344 | 48.7 | 741 (579, 509, 347) | 739 (695) | patuletin malonylrhamnosylhexoside | (Lin and Harnly, 2012) |
| 26. | 216, 293, 325 | 50.3 | 517 (499) | 515 (353, 191, 179, 173) | di-O-caffeoylquinic (IV) | (Eisenman et al., 2011; Miron et al., 2011; Gu et al., 2012; Lin and Harnly, 2012; Olennikov et al., 2018; Olennikov et al., 2019) |
| 27. | 220, 319 | 58.0 | – | 471 (402, 309, 240) | unknown | |
| 28. | 216, 271, 312 | 65.5 | 581 (435, 419, 273) | 579 (271) | unknown | |
| 29. | – | 66.0 | 303 (285) | 301 (151) | quercetin | (Obolskiy et al., 2011; Gu et al., 2012; Lin and Harnly, 2012; Olennikov et al., 2018) |
| 30. | 220, 285 | 66.9 | 287 (269) | 285 (267, 257, 241, 229) | 6-demethoxycapillarisin | (Logendra et al., 2006; Eisenman et al., 2011; Govorko et al., 2007) |
| 31. | 216, 276, 315 | 68.1 | 259 | 257 (151) | davidigenin | (Logendra et al., 2006; Eisenman et al., 2011) |
| 32. | 220, 286 | 71.6 | 287 (241, 167, 147) | 285 (269, 263, 175, 163,151) | sakuranetin | (Eisenman et al., 2011) |
| 33. | 196, 230, 263 | 72.3 | – | 299 (283, 191) | unknown | |
| 34. | 211, 228, 297, 335 | 73.0 | – | 271 (256, 150), | 2′,4′-dihydroxy-4-methoxydihydrochalcone | (Logendra et al., 2006; Govorko et al., 2007; Eisenman et al., 2011) |