Table 1.
Details of the 46 constituents of GBDP.
| No. | Retention time (min) | Molecular formula | Detected m/z | MSn | Tolerance (ppm) | Identification |
|---|---|---|---|---|---|---|
| 1a | 9.698 | C10H7NO4 | 204.0312 | 159.0323 [M-H-COOH]- | 4.7 | 6-hydroxykynurenic acid |
| 160.0405 [M-H-CO2]- | ||||||
| 131.0380 [M-H-COOH-CH2N]- | ||||||
| 90.0361 [M-H-C2HO-CO2-CH2N]- | ||||||
| 2 | 11.736 | C19H28O11 | 431.1552 | 269.1035 [M-H-C6H10O5]- | −1.6 | Zizybeoside I |
| 161.0450 [M-H-C6H10O5-C7H8O]- | ||||||
| 101.0230 [M-H-C6H10O5-C7H8O-C2H4O2]- | ||||||
| 3 | 13.625 | C11H12O6 | 239.0568 | 195.0667 [M-H-CO2]- | 2.9 | (2R)-2-(p-hydroxybenzyl)malic acid |
| 177.0555 [M-H-CO2-H2O]- | ||||||
| 149.0608 [M-H-CO2-H2O-CO]- | ||||||
| 107.0511 [M-H-CO2-H2O-CO-C2H4O]- | ||||||
| 4 | 14.879 | C33H40O20 | 755.205 | 301.0345 [M-H-C18H30O13]- | 1.3 | Quercetin 3-O-2″,6″-dirhamnosylglucoside |
| 151.0035 [M-H-C6H10O4-C12H20O9-C8H6O3]- | ||||||
| 5 | 15.212 | C42H46O23 | 917.2367 | 755.1913 [M-H-C6H10O5]- | 1.1 | Quercetin 3-O-[2-O’’-(E)-p-coumaroyl][b-D-glucopyranosyl(1->3)-a-L-rhamnopyranosyl(1->6)]-b-D-glucoside |
| 609.1508 [M-H-C6H10O5-C6H10O4]- | ||||||
| 462.0813 [M-H-C6H10O5-C6H10O4-C9H7O2.]- | ||||||
| 299.0203 [M-H-C6H10O5-C6H10O4-C9H7O2.-C6H11O5]- | ||||||
| 6 | 15.578 | C27H30O17 | 625.141 | 317.0318 [M-H-C6H10O4-C6H10O5]- | 0 | Sinocrassoside D2 |
| 151.0036 [M-H-C6H10O4-C6H10O5-C7H2O5]- | ||||||
| 7 | 16.097 | C34H42O20 | 769.2206 | 605.1590 [M-H-C6H12O5]- | 1.2 | Isorhamnetin 3-O-2″,6″-dirhamnosylglucoside |
| 314.0446 [M-H-C6H12O5-2C6H10O4-]- | ||||||
| 151.0036 [M-H-C6H12O5-2C6H10O4-C9H7O3.]- | ||||||
| 8 | 16.097 | C33H40O19 | 739.2102 | 285.0413 [M-H-C6H10O5-2C6H10O4-CH2O]- | 1.5 | Kaempferol 3-O-2″,6″-dirhamnosylglucoside |
| 284.033 [M-H-C6H10O5-2C6H10O4-CH2O-H.]- | ||||||
| 255.0309 [M-H-C6H10O5-2C6H10O4-CH2O-H.]- | ||||||
| 9a | 16.84 | C27H30O16 | 609.1468 | 300.0282 [M-H-C12H20O9]- | 1.1 | Rutin |
| 151.0032 [M-H-C12H20O9-C8H6O2]- | ||||||
| 10 | 17.615 | C27H30O16 | 609.1468 | 301.0362 [M-H-C12H20O9]- | 1.1 | Quercetin 3-O-β-neohesperidoside |
| 151.005 [M-H-C12H20O9-C8H8O3]- | ||||||
| 11 | 17.891 | C28H32O17 | 639.1574 | 331.0464 [M-H-C12H20O9]- | 1.1 | 4′-O-methylmyricetin 3-O-(6-O-α-L-rhamnopyranosyl)-β-D-glucopyranoside |
| 315.0129 [M-H-C12H20O9-CH4]- | ||||||
| 12a | 18.721 | C21H20O12 | 463.0881 | 301.0351 [M-H-C6H10O5]- | −0.2 | Quercetin-3-glucoside |
| 151.0031 [M-H-C6H10O5-C8H6O3]- | ||||||
| 13 | 19.16 | C21H20O12 | 463.0885 | 301.0360 [M-H-C6H10O5]- | 0.6 | Quercetin·7-O-glucoside |
| 243.0301 [M-H-C6H10O5-C2H4O2]- | ||||||
| 151.0037 [M-H-C6H10O5-C2H4O2-C6H6O]- | ||||||
| 135.0121 [M-H-C6H10O5-C2H4O2-C6H6O-H2O]- | ||||||
| 14 | 19.51 | C27H30O16 | 609.1469 | 447.092 [M-H-C6H10O5]- | 1.3 | Quercetin 3-O-Glc 7-O-Rha |
| 301.0364 [M-H-C6H10O5-C6H10O4]- | ||||||
| 151.0040 [M-H-C6H10O5-C6H10O4-C8H8O3]- | ||||||
| 15a | 19.864 | C27H30O15 | 593.1522 | 447.0973 [M-H-C6H10O4]- | 1.7 | Kaempferol 3-O-rutinoside |
| 285.0413 [M-H-C6H10O4-C6H10O5]- | ||||||
| 227.0335 [M-H-C6H10O4-C6H10O5-C2H6O2]- | ||||||
| 151.0029 [M-H-C6H10O4-C6H10O5-C2H6O2-C6H6]- | ||||||
| 16 | 20.19 | C28H32O16 | 623.1627 | 477.1170 [M-H-C6H10O4]- | 1.5 | Isorhamnetin 3-O-rutinoside |
| 315.0514 [M-H-C6H10O4-C6H10O5]- | ||||||
| 243.0295 [M-H-C6H10O4-C6H10O5-C3H8O2]- | ||||||
| 151.003 [M-H-C6H10O4-C6H10O5-C3H8O2-C6H6O]- | ||||||
| 17 | 20.776 | C15H18O8 | 325.0932 | 193.1231 [M-H-C5H8O4]- | 0.9 | 2-O-(trans-feruloyl)-L-arabinopyranose |
| 175.1126 [M-H–C5H8O4–H2O]- | ||||||
| 135.0448 [M-H–C5H8O4–H2O-C2H2O]- | ||||||
| 99.0344 [M-H–C5H8O4–H2O-C2H2O-C3H4]- | ||||||
| 18 | 20.776 | C20H26O10 | 425.1454 | 351.1415 [M-H-C3H6O2]- | 0.2 | 4-O-(4-hydroxyprenyl)-caffeic acid 4′-O-β-D-glucopyranoside |
| 333.1327 [M-H-C3H6O2-H2O]- | ||||||
| 245.1534 [M-H-C3H6O2-H2O-C4H8O2]- | ||||||
| 177.056 [M-H-C3H6O2-H2O-C4H8O2-C3O2]- | ||||||
| 149.0607 [M-H-C3H6O2-H2O-C4H8O2-C3O2-CO]- | ||||||
| 72.9962 [M-H-C17H20O8-2H]- | ||||||
| 19 | 21.042 | C29H34O17 | 653.1734 | 345.063 [M-H-C12H20O9]- | 1.6 | Syringetin-3-O-rutinosid |
| 20 | 21.232 | C27H30O14 | 577.157 | 431.0997 [M-H-C6H10O4]- | 1.2 | Genistein 4′-O-α-rhamnopyranosyl(1->2)-β-glucopyranoside |
| 269.0451 [M-H-C6H10O4-C6H10O5]- | ||||||
| 176.009 [M-H-C6H10O4-C6H10O5-C6H6O]- | ||||||
| 21 | 21.546 | C20H24O10 | 423.1294 | 353.1604 [M-H-C3H2O2]- | −0.6 | Ginkgolide J |
| 243.1298 [M-H-C3H2O2-C6H6O2]- | ||||||
| 22 | 21.623 | C21H20O11 | 447.0934 | 285.0403 [M-H-C5H10O5]- | 0.3 | Luteolin 3′-O-β-D-glucoside |
| 227.0344 [M-H-C5H10O5-C2H2O2]- | ||||||
| 151.0028 [M-H–C5H10O5–C2H2O2-C6H4]- | ||||||
| 23a | 22 | C20H24O11 | 439.1248 | 383.1358 [M-H-C4H8]- | 0.5 | Ginkgolide C |
| 365.1252 [M-H–C4H8–H2O]- | ||||||
| 321.1354 [M-H–C4H8–H2O-CO2]- | ||||||
| 303.1231 [M-H–C4H8–H2O-CO2-H2O]- | ||||||
| 259.1338 [M-H–C4H8–H2O-CO2-H2O-CO2]- | ||||||
| 141.0187 [M-H–C4H8–H2O-CO2-H2O-CO2-C7H2O2]- | ||||||
| 125.0247 [M-H–C4H8–H2O-CO2-H2O-CO2-C7H2O2-O]- | ||||||
| 72.9961 [M-H–C4H8–H2O-CO2-H2O-CO2-C7H2O2-O-CH2O2]- | ||||||
| 24 | 22.031 | C27H30O15 | 593.1519 | 431.0999 [M-H-C6H12O6]- | 1.2 | Kaempferol 3-O-α-L-(β-D-glucopyranosyl)-(1 → 2)-rhamnopyranoside |
| 284.0321 [M-H–C6H12O6–C6H10O3]- | ||||||
| 151.0031 [M-H–C6H12O6–C6H10O3-C8H4O2]- | ||||||
| 25a | 22.292 | C21H20O10 | 431.0986 | 269.0453 [M-H-C6H10O5]- | 0.5 | Apigenin 7-O-glucoside |
| 211.039 [M-H–C6H10O5–C2H2O2]- | ||||||
| 132.021 [M-H–C6H10O5–C2H2O2-C5H3O.-H]-. | ||||||
| 26 | 23.222 | C20H28O9 | 411.1662 | 337.1670 [M-H-C3H6O2]- | 0.3 | Yadanziolide S |
| 319.157 [M-H–C3H6O2–H2O]- | ||||||
| 275.1294 [M-H–C3H6O2–H2O-CO2]- | ||||||
| 163.0752 [M-H–C3H6O2–H2O-CO2-C6H8O2]- | ||||||
| 72.9964 [M-H–C3H6O2–H2O-CO2-C6H8O2-C7H8]- | ||||||
| 27 | 23.415 | C21H22O10 | 433.1138 | 271.0611 [M-H-C6H10O5]- | −0.5 | Prunin |
| 177.0185 [M-H–C6H10O5–C6H6O]- | ||||||
| 151.0025 [M-H–C6H10O5–C6H6O-C2H2]- | ||||||
| 28 | 23.675 | C15H20O9 | 343.1036 | 181.1227 [M-H-C6H10O5]- | 0.4 | 3-(2-O-β-D-glucopyranosyl-4-hydroxyphenyl)propanoic acid |
| 135.0437 [M-H–C6H10O5–CH2O2]- | ||||||
| 72.7969 [M-H–C6H10O5–CH2O2-C5H4]- | ||||||
| 29 | 24.431 | C36H36O18 | 755.1851 | 609.1512 [M-H-C9H6O2]- | 2.9 | Quercetin 3-O-2″-(6″-P-coumaroyl)-glucosyl-rhamnoside |
| 301.0365 [M-H–C9H6O2–C12H20O9]- | ||||||
| 151.0029 [M-H–C9H6O2–C12H20O9-C8H6O3]- | ||||||
| 30a | 25.297 | C15H18O8 | 325.0935 | 251.0921 [M-H-C2H2O3]- | 1.9 | Bilobalide |
| 165.1313 [M-H–C2H2O3–C5H10O]- | ||||||
| 163.1121 [M-H–C2H2O3–C5H10O-2H]- | ||||||
| 119.0876 [M-H–C2H2O3–C5H10O-2H-CO2]- | ||||||
| 101.0639 [M-H–C2H2O3–C5H10O-2H-CO2-H2O]- | ||||||
| 31 | 25.848 | C15H10O8 | 317.0307 | 151.0007 [M-H-C8H6O4]- | 1.3 | Myricetin |
| 178.9977 [M-H-C7H6O7]- | ||||||
| 137.0242 [M-H-C8H4O5]- | ||||||
| 32 | 26.187 | C22H32O11 | 471.1874 | 245.1186 [M-H-C11H14O5]- | 0.5 | 1-(4-β-D-glucopyranosyloxybenzyl) 4-methyl (2R)-2-isobutylmalate |
| 179.0562 [M-H–C11H14O5–C5H6]- | ||||||
| 89.0262 [M-H–C11H14O5–C5H6-C3H6O3]- | ||||||
| 33 | 26.745 | C36H36O17 | 739.1907 | 593.1564 [M-H-C9H6O2]- | 3.7 | Kaempferol 3-O-2″-(6″-p-coumaroyl)-glucosyl-rhamnoside |
| 575.1453 [M-H–C9H6O2–H2O]- | ||||||
| 413.0885 [M-H–C9H6O2–H2O-C6H10O5]- | ||||||
| 285.0407 [M-H–C9H6O2–H2O-C6H10O5-C6H8O3]- | ||||||
| 151.0028 [M-H–C9H6O2–H2O-C6H10O5-C6H8O3-C8H6O2]- | ||||||
| 34 | 28.975 | C20H28O9 | 411.1665 | 337.1666 [M-H-C3H6O2]- | 1.1 | Picrodendrin E |
| 319.1564 [M-H–C3H6O2–H2O]- | ||||||
| 291.1616 [M-H–C3H6O2–H2O-CHO.]- | ||||||
| 275.1636 [M-H–C3H6O2–H2O-CHO.-O.]- | ||||||
| 257.1541 [M-H–C3H6O2–H2O-CHO.-O.-H2O]- | ||||||
| 193.1223 [M-H–C3H6O2–H2O-CHO.-O.-H2O-C4H2O]- | ||||||
| 125.0244 [M-H–C3H6O2–H2O-CHO.-O.-H2O-C4H2O-C5H8]- | ||||||
| 72.9961 [M-H–C3H6O2–H2O-CHO.-O.-H2O-C4H2O-C5H8-C4H6]- | ||||||
| 35 | 30.088 | C21H20O10 | 431.0988 | 285.0410 [M-H-C6H10O4]- | 1 | Kaempferol 3-rhamnoside |
| 213.0526 [M-H–C6H10O4–C3H4O2]- | ||||||
| 151.0036 [M-H–C6H10O4–C3H4O2-C5H2]- | ||||||
| 36 | 30.846 | C12H14O5 | 237.0778 | 193.0803 [M-H-CO2]- | 4 | Epi-radicinol |
| 175.0785 [M-H–CO2–H2O]- | ||||||
| 157.0657 [M-H–CO2–H2O-H2O]- | ||||||
| 131.0489 [M-H–CO2–H2O-H2O-C2H2]- | ||||||
| 106.0445 [M-H–CO2–H2O-H2O-C2H2-C2H2-H]- | ||||||
| 37a | 32.217 | C20H24O9 | 407.1347 | 351.1387 [M-H-C4H8]- | −0.1 | Ginkgolide A |
| 38a | 32.232 | C20H24O10 | 423.13 | 367.1412 [M-H-C4H8]- | 0.8 | Ginkgolide B |
| 349.13 [M-H–C4H8–H20]- | ||||||
| 305.1392 [M-H–C4H8–H20-CO2]- | ||||||
| 287.1298 [M-H–C4H8–H20-CO2-H2O]- | ||||||
| 243.1387 [M-H–C4H8–H20-CO2-H2O-CO2]- | ||||||
| 215.1415 [M-H–C4H8–H20-CO2-H2O-CO2-C2H4]- | ||||||
| 143.0356 [M-H–C4H8–H20-CO2-H2O-CO2-C2H4-C2O3]- | ||||||
| 125.0247 [M-H–C4H8–H20-CO2-H2O-CO2-C2H4-C2O3-H20]- | ||||||
| 72.9961 [M-H–C4H8–H20-CO2-H2O-CO2-C2H4-C10H8O]- | ||||||
| 39a | 32.696 | C15H10O7 | 301.036 | 178.9977[M-H-C6H2O3]- | 2.1 | Quercetin |
| 151.0027[M-H-C8H6O3]- | ||||||
| 40 | 39.124 | C15H10O5 | 269.0463 | 201.0552 [M-H-C4H4O]- | 2.8 | Apigenin |
| 135.0453 [M-H–C4H4O–C4H2O]- | ||||||
| 107.0149 [M-H–C4H4O–C4H2O-CO]- | ||||||
| 41a | 40.468 | C15H10O6 | 285.0413 | 229.0499 [M-H-C2O2]- | 2.9 | Kaempferol |
| 211.0417 [M-H–C2O2–H2O]- | ||||||
| 185.0602 [M-H–C2O2–H2O-C2H2]- | ||||||
| 159.0452 [M-H–C2O2–H2O-C2H2-C2H2]- | ||||||
| 117.0365 [M-H–C2O2–H2O-C2H2-C2H2-C2H2O]- | ||||||
| 42a | 41.42 | C16H12O7 | 315.0519 | 300.0283 [M-H-CH3.]- | 2.8 | Isorhamnetin |
| 271.0235 [M-H-CH3.-CH3O.]- | ||||||
| 243.0254 [M-H-CH3.-CH3O.-CO]- | ||||||
| 151.0035 [M-H-CH3.-CH3O.-CO-C6H4O]- | ||||||
| 107.0146 [M-H-CH3.-CH3O.-CO-C6H4O-CO2]- | ||||||
| 43 | 58.274 | C16H12O5 | 283.0622 | 268.0387 [M-H-CH3.]- | 3.5 | Genkwanin |
| 44 | 59.676 | C17H16O2 | 251.1087 | 157.0677 [M-H-C6H6O]- | 3.8 | GA-1 |
| 119.0521 [M-H–C6H6O–C3H2]- | ||||||
| 93.0362 [M-H–C6H6O–C3H2-C2H2]- | ||||||
| 45 | 60.234 | C32H22O10 | 565.1142 | 533.0915 [M-H-CH4O]- | 0.3 | Ginkgetin |
| 415.0464 [M-H–CH4O–C7H2O2]- | ||||||
| 46 | 60.53 | C32H22O10 | 565.1142 | 533.0915 [M-H-CH4O]- | 0.3 | Isoginkgetin |
| 415.0464 [M-H–CH4O–C7H2O2]- |
a
Indicates that it has been compared with the reference standard.