Table 2.
Quantification of bound phenolic (BPs) in Canarium album L.
| ID | Tentative compound | RT (min) | Molecular formula | Canarium album L. (mg/100 g DW) | ||
|---|---|---|---|---|---|---|
| “Na zhong” | “Tan xiang” | “Xiang zhong” | ||||
| Hydroxybenzoic acids and derivatives | ||||||
| 1 | Quinic acid | 1.67 | C7H12O6 | 3.67 ± 0.44b | 23.49 ± 5.40a | 1.44 ± 0.32b |
| 2 | Galloylquinic acid* | 2.66 | C14H16O10 | 0.79 ± 0.07a | 0.92 ± 0.55a | 0.15 ± 0.01a |
| 3 | Gallic acid hexoside* | 2.70 | C13H16O10 | 0.02a | 0.03 ± 0.01a | 0.01a |
| 4 | Gallic acid | 3.91 | C7H6O5 | 8.56 ± 1.04a | 10.47 ± 0.87a | 13.24 ± 4.12a |
| 5 | Protocatechuic acid | 5.76 | C7H6O4 | 0.24 ± 0.13a | 0.17 ± 0.04a | 0.20 ± 0.04a |
| 6 | Brevifolincarboxylic acid* | 6.31 | C13H8O8 | 0.36 ± 0.06a | 0.68 ± 0.34a | 0.29 ± 0.02a |
| 7 | 4-hydroxybenzoic acid | 6.41 | C7H6O3 | 1.60 ± 0.43a | 1.26 ± 0.17a | 1.20 ± 0.21a |
| 8 | Syringic acid | 7.21 | C9H10O5 | 0.99 ± 0.02a | 0.93 ± 0.06a | 0.95 ± 0.03a |
| Total (mg/100 g DW) | 16.23 ± 1.22b (34.18%) | 37.96 ± 4.71a (67.49%) | 17.48 ± 4.60b (56.82%) | |||
| Hydroxycinnamic acids and derivatives | ||||||
| 9 | Caffeic acid | 6.81 | C9H8O4 | 0.19 ± 0.09a | 0.12 ± 0.02a | 0.13 ± 0.04a |
| 10 | Esculetin | 7.05 | C9H6O4 | 0.02a | ND | ND |
| 11 | 4-hydroxycinnamic acid | 8.78 | C9H8O3 | 0.14 ± 0.02ab | 0.16 ± 0.01a | 0.08 ± 0.04b |
| 12 | Ferulic acid | 9.53 | C10H10O4 | 0.39 ± 0.33a | 0.16 ± 0.04a | 0.11 ± 0.04a |
| 13 | Isoferulic acid | 10.21 | C10H10O4 | 5.03 ± 1.38a | 0.87 ± 0.19b | 0.75 ± 0.16b |
| 14 | Cinnamic acid | 15.60 | C9H8O2 | 1.42 ± 0.08a | 0.60 ± 0.34ab | 0.86 ± 0.04b |
| Total (mg/100 g DW) | 7.14 ± 1.22a (15.04%) | 1.91 ± 0.55b (3.40%) | 1.94 ± 0.18b (6.30%) | |||
| Isoflavones and derivatives | ||||||
| 15 | Genistin | 10.16 | C21H20O10 | 0.38 ± 0.12a | 0.17 ± 0.08a | 0.19 ± 0.05a |
| 16 | Genistein | 16.02 | C15H10O5 | 0.85 ± 0.07a | 0.31 ± 0.10b | 0.44 ± 0.13b |
| Total (mg/100 g DW) | 1.23 ± 0.12a (2.59%) | 0.48 ± 0.16b (0.86%) | 0.63 ± 0.17b (2.04%) | |||
| Flavones and derivatives | ||||||
| 17 | Hyperoside | 9.19 | C21H20O12 | 1.10 ± 1.44a | 0.08 ± 0.06a | 0.02 ± 0.01a |
| 18 | Nobiletin* | 16.85 | C21H22O8 | 0.72 ± 0.05a | 0.30 ± 0.07b | 0.30 ± 0.06b |
| 19 | Amentoflavone* | 17.06 | C30H18O10 | 0.61 ± 0.90a | 1.30 ± 0.32a | 1.14 ± 0.39a |
| Total (mg/100 g DW) | 2.43 ± 1.17a (5.12%) | 1.68 ± 0.32a (2.99%) | 1.46 ± 0.45a (4.74%) | |||
| Flavonols and derivatives | ||||||
| 20 | Quercetin | 14.56 | C15H10O7 | 0.45 ± 0.18b | 2.48 ± 0.34a | 2.08 ± 0.79a |
| 21 | Dihydrokaempferol* | 15.73 | C15H12O6 | 0.03a | 0.01b | ND |
| Total (mg/100 g DW) | 0.48 ± 0.19b (1.02%) | 2.49 ± 0.34a (4.43%) | 2.08 ± 0.79a (6.77%) | |||
| Flavanols and derivatives | ||||||
| 22 | Catechin | 5.88 | C15H14O6 | 0.03 ± 0.01b | 0.14 ± 0.01b | 0.29 ± 0.09a |
| Total (mg/100 g DW) | 0.03 ± 0.01b (0.05%) | 0.14 ± 0.01b (0.24%) | 0.29 ± 0.09a (0.95%) | |||
| Other polyphenols and derivatives | ||||||
| 23 | Geraniin isomers* | 6.71 | C41H28O27 | 0.53 ± 0.39a | 0.24 ± 0.11a | 0.15 ± 0.05a |
| 24 | Corilagin (1-O-galloyl-3,6-(R)-HHDP-β-d-glucose) | 6.79 | C9H10O4 | 0.80 ± 0.19a | 0.74 ± 0.11a | 0.63 ± 0.03a |
| 25 | Geraniin* | 7.78 | C41H28O27 | 0.16 ± 0.07a | 0.12 ± 0.03a | 0.10 ± 0.02a |
| 26 | Ellagic acid pentoside* | 7.85 | C19H14O12 | 1.04 ± 0.67a | 0.69 ± 0.56a | 0.37 ± 0.24a |
| 27 | Ellagic acid | 8.84 | C14H6O8 | 9.69 ± 1.06a | 8.15 ± 3.84a | 3.47 ± 0.19b |
| 28 | Methyl ellagic acid pentoside* | 9.83 | C20H16O12 | 0.47 ± 0.49a | 0.09 ± 0.01a | 0.08 ± 0.01a |
| 29 | Syringaldehyde | 10.75 | C9H10O4 | 6.78 ± 0.23a | 1.25 ± 0.36b | 1.50 ± 0.17b |
| 30 | Paeonol | 17.28 | C9H10O3 | 0.49 ± 0.21a | 0.32 ± 0.15a | 0.57 ± 0.25a |
| Total (mg/100 g DW) | 19.94 ± 1.70a (41.99%) | 11.58 ± 4.82b (20.59%) | 6.88 ± 0.40b (22.37%) | |||
| Total PC (mg/100 g DW) | 47.49 ± 2.66a | 56.25 ± 2.36a | 30.77 ± 5.10b | |||
Values represent the mean ± standard error (n = 3). The different lowercase letters between each row indicate significant differences (p < 0.05) between the Chinese olive cultivars. Quantification was reported in mg/100 g DW.
RT, retention time; ND, not detected.
*Galloylquinic acid, gallic acid hexoside and brevifolincarboxylic acid were quantified in gallic acid equivalents. Nobiletin and amentoflavone were quantified in hyperoside equivalents. Dihydrokaempferol was quantified in kaempferol equivalents. Geraniin isomers, geraniin, ellagic acid pentoside, and methyl ellagic acid pentoside were quantified in ellagic acid equivalents.