Table 1.
Retention time and mass spectral data of the compounds characterized in grape seed extract by HPLC-ESI-QTOF-MS and MS/MS in negative mode.
| Peak | Proposed Compound | RT (min) | [M − H]− Measured | [M − H]− Calculated | Error (ppm) | mSigma | Fragmentation Pattern | Molecular Formula |
|---|---|---|---|---|---|---|---|---|
| 1 | Sucrose | 5.5 | 341.108 | 341.109 | 2.7 | 18.0 | Not fragmented | C12H22O11 |
| 2 | Procyanidin C (isomer 1) | 11.6 | 865.199 | 865.198 | 0.9 | 42.5 | 577.114; 289.076 | C45H38O18 |
| 3 | Gallic acid | 12.6 | 169.013 | 169.014 | 6.7 | 3.8 | 125.024 | C7H6O5 |
| 4 | Procyanidin C (isomer 2) | 14 | 865.197 | 865.198 | 1.4 | 20.8 | 577.134; 432.093 | C45H38O18 |
| 5 | Procyanidin B (isomer 1) | 14.4 | 577.136 | 577.135 | 2.2 | 46.1 | 451.124; 289.076 | C30H26O12 |
| 6 | Procyanidin B (isomer 2) | 14.6 | 577.136 | 577.135 | 1.3 | 53.1 | 425.075; 289.074 | C30H26O12 |
| 7 | Procyanidin B (isomer 3) | 15 | 577.133 | 577.135 | 3.6 | 38.0 | 289.076 | C30H26O12 |
| 8 | Procyanidin C (isomer 3) | 15.6 | 865.198 | 865.198 | 1.0 | 18.1 | 577.114; 451.123; 433.072; 289.065 | C45H38O18 |
| 9 | Procyanidin B (isomer 4) | 16.4 | 577.136 | 577.135 | 1.9 | 48.5 | 425.088; 289.074 | C30H26O12 |
| 10 | Procyanidin B (isomer 5) | 17.1 | 577.133 | 577.135 | 4.0 | 41.7 | 425.087; 289.073 | C30H26O12 |
| 11 | Galloyl(epi)catechin-(epi)catechin (isomer 1) | 17.5 | 729.146 | 729.146 | 0.3 | 35.7 | 577.121; 289.074; 169.015 | C37H30O16 |
| 12 | (-)-Epicatechin | 18.2 | 289.072 | 289.072 | 2.5 | 24.5 | 245.083 | C15H14O6 |
| 13 | Galloyl(epi)catechin-(epi)catechin (isomer 2) | 18.7 | 729.148 | 729.146 | 2.5 | 54.4 | 577.132; 432.094 | C37H30O16 |
| 14 | Galloyl(epi)catechin-(epi)catechin (isomer 3) | 19.2 | 729.147 | 729.146 | 1.0 | 50.7 | 577.131; 432.094; 169.014 | C37H30O16 |
| 15 | Procyanidin C (isomer 4) | 19.8 | 865.200 | 865.198 | 1.8 | 22.3 | 432.094 | C45H38O18 |
| 16 | Procyanidin B (isomer 6) | 20.3 | 577.134 | 577.135 | 1.8 | 49.2 | 432.092; 289.070 | C30H26O12 |
| 17 | Galloyl(epi)catechin-(epi)gallocatechin | 20.9 | 743.125 | 743.125 | 0.0 | 28.7 | 591.170 | C37H28O17 |
| 18 | (+)-Catechin | 23.1 | 289.072 | 289.072 | 3.4 | 23.1 | 245.083 | C15H14O6 |
| 19 | Procyanidin B (isomer 7) | 24.3 | 577.133 | 577.135 | 4.4 | 16.5 | 407.076; 289.075; 245.044; 125.025 | C30H26O12 |
| 20 | Galloyl(epi)catechin-(epi)catechin (isomer 4) | 25.2 | 729.144 | 729.146 | 2.1 | 19.6 | 577.131; 451.122 | C37H30O16 |
| 21 | Galloyl(epi)catechin-(epi)catechin (isomer 5) | 25.4 | 729.144 | 729.146 | 3.2 | 14.1 | 577.131; 289.072 | C37H30O16 |
| 22 | (Epi)catechin gallate (isomer 1) | 26.7 | 441.084 | 441.083 | 2.2 | 25.4 | 289.072; 169.015; 125.025 | C22H18O10 |
| 23 | Procyanidin B (isomer 8) | 28 | 577.134 | 577.135 | 1.3 | 45.4 | 425.088; 289.073; 125.025 | C30H26O12 |
| 24 | (Epi)catechin gallate (isomer 2) | 28.6 | 441.082 | 441.083 | 1.5 | 13.6 | 289.073; 169.015; 125.025 | C22H18O10 |
| 25 | Galloyl(epi)catechin-(epi)catechin (isomer 6) | 30.6 | 729.145 | 729.146 | 0.9 | 35.2 | 577.117; 407.079; 289.071; 125.023 | C37H30O16 |
| 26 | Quercetin hexoside (isomer 1) | 32.6 | 463.086 | 463.088 | 3.9 | 29.5 | 300.023 | C21H20O12 |
| 27 | Secoisolariciresinol glucoside | 33.7 | 523.217 | 523.219 | 3.1 | 5.1 | 361.180 | C26H36O11 |
| 28 | Quercetin rhamnoside | 34.9 | 447.034 | 447.093 | 0.3 | 31.2 | 300.028 | C21H20O11 |
| 29 | Phloretin xyloglucoside | 35.5 | 567.169 | 567.172 | 4.9 | 33.1 | 273.073 | C26H32O14 |
| 30 | Quercetin glucuronide | 36.1 | 477.067 | 477.067 | 1.5 | 7.9 | 300.028 | C21H18O13 |
| 31 | Quercetin hexoside (isomer 2) | 36.7 | 463.071 | 463.067 | 1.7 | 10.5 | 300.027 | C21H20O12 |
| 32 | Amurenisin | 37.1 | 439.066 | 439.067 | 3.1 | 5.3 | Not fragmented | C22H16O10 |
| 33 | Phloretin glucoside | 38.4 | 435.129 | 435.130 | 0.6 | 7.2 | 273.072 | C21H24O10 |
| 34 | Ellagic acid | 39 | 301.000 | 300.999 | 4.3 | 25.9 | Not fragmented | C14H6O8 |
| 35 | Quercetin | 46 | 301.036 | 301.035 | 1.5 | 11.8 | Not fragmented | C15H10O7 |
| 36 | Phloretin | 47.2 | 273.077 | 273.077 | 0.1 | 37.0 | Not fragmented | C15H14O5 |