Table 1.
UHPLC-HR-ESI-MS/MS data of phenols detected in peel extracts of plants grown in normal (RED-Ctr) and in drought stress (RED-Ds) conditions.
| Peak a | Compound b | tR (min) | HR-[M−H]− (m/z) |
HR-MS/MS Product Ions (m/z) c |
Molecular Formula | Error (ppm) | RED Extract |
|---|---|---|---|---|---|---|---|
| Phenolic acids | |||||||
| 1a | Caffeic acid glucoside isomer I | 3.0 | 341.0875 | 179.03, 145.03, 161.02, 135.04 | C15H18O9 | −0.73 | Ctr, Ds |
| 2a | p-Coumaric acid glucoside isomer I | 3.3 | 325.0927 | 163.04, 119.05, 93.03 | C15H18O8 | −0.31 | Ctr, Ds |
| 1b | Caffeic acid glucoside isomer II | 3.5 | 341.0875 | 179.03, 145.03, 161.02, 135.04 | C15H18O9 | −0.73 | Ctr, Ds |
| 2b | p-Coumaric acid glucoside isomer II | 3.8 | 325.0927 | 163.04, 145.03, 119.05, 93.03 | C15H18O8 | −0.31 | Ctr, Ds |
| 3a | Chlorogenic acid isomer I d (3-O-caffeoylquinic acid) |
4.4 | 353.0878 | 191.06, 179.03, 173.04, 135.04 | C16H18O9 | 0.00 | Ctr, Ds |
| 3b | Chlorogenic acid isomer II d | 4.7 | 353.0878 | 191.06, 179.03, 173.04, 135.04 | C16H18O9 | 0.00 | Ctr, Ds |
| 4a | p-Coumaric acid glucoside isomer III | 5.1 | 325.0927 | 163.04, 145.03, 119.05, 93.03 | C15H18O9 | −0.31 | Ctr, Ds |
| 4b | p-Coumaric acid glucoside isomer IV | 5.2 | 325.0927 | 163.04, 145.03, 119.05, 93.03 | C15H18O9 | −0.31 | Ctr, Ds |
| 5a | Caffeoylquinic acid isomer I | 6.2 | 353.0878 | 191.06, 179.03, 135.04 | C16H18O9 | 0.00 | Ctr, Ds |
| 5b | Caffeoylquinic acid isomer II | 6.3 | 353.0878 | 191.06, 179.03, 135.04 | C16H18O9 | 0.00 | Ctr, Ds |
| 11 | Dicaffeoylquinic acid isomer I | 10.8 | 515.1191 | 353.09, 191.06, 179.03, 173.04, 135.04 | C25H24O12 | −0.78 | Ctr, Ds |
| 13 | Dicaffeoylquinic acid isomer II | 12.4 | 515.1191 | 353.09, 191.06, 179.03, 173.04, 135.04 | C25H24O12 | −0.78 | Ctr, Ds |
| Flavonoids | |||||||
| 6 | Quercetin 3-O-(2″-O-apiofuranosyl-6″-O-rhamno pyranosyl- glucopyranoside) | 7.3 | 741.1885 | 300.03, 301.02, 271.03 | C32H40O21 | +0.13 | Ctr, Ds |
| 7 | Rutin d | 9.0 | 609.1461 | 300.03, 301.02, 271.03 | C27H30O16 | 0.00 | Ctr, Ds |
| 8 | Kaempferol rutinoside-pentoside | 9.3 | 725.1932 | 284.03, 285.04, 255.03 | C32H38O19 | −0.28 | Ctr, Ds |
| 9 | Kaempferol 3-O-rutinoside | 10.2 | 593.1509 | 284.03, 285.04, 255.03 | C27H30O15 | −0.34 | Ctr, Ds |
| 10 | Naringenin 7-O-glucoside | 10.5 | 433.1138 | 271.06, 151.00, 119.05 | C21H22O10 | −0.46 | Ctr, Ds |
| 12 | Naringenin chalcone glucoside | 11.3 | 433.1138 | 271.06, 151.00, 119.05 | C21H22O10 | −0.46 | Ctr, Ds |
| 14 | Naringenin d | 12.8 | 271.0611 | 151.00, 119.05 | C15H12O5 | −0.37 | Ctr, Ds |
| 15 | Naringenin calchone | 13.4 | 271.0611 | 151.00, 119.05 | C15H12O5 | −0.37 | Ctr, Ds |
a Compound numbers correspond with peak numbers in Figure 2. b Tentatively identified based on MS/MS and literature data. c The ion base peaks are shown in bold. d Confirmed by reference standard.