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. 2023 Mar 13;14:1113810. doi: 10.3389/fphar.2023.1113810

TABLE 1.

Identification of the chemical components of the P-A drug pair.

No RT (min) Identification Formula PPM Calculated mass Measured mass Selected ion Fragmentation Source
1 1.25 Histidine Zhu et al. (2022) C6H9N3O2 4.5 156.0767 156.0774 [M + H]+ 110.0710, 156.0782 Zhu et al., (2022) A
2 1.25 L(+)-Arginine Zhu et al. (2022) C6H14N4O2 0.5 175.1044 175.1045 [M + H]+ 116.0747,175.1296 Zhu et al. (2022) A
3 1.27 Arbutin Wu et al. (2021) C12H16O7 −3.4 273.08232 273.08139 [M + H]+ 123.0469 Hu et al. (2022) P
4 1.32 Glutamic acid Zhu et al. (2022) C5H9NO4 0.4 148.04589 148.04594 [M + H]+ 84.0446, 102.0521, 130.0543 Zhu et al. (2022) A
5 1.38 Proline Dong and Chen (2016) C5H9NO2 0 116.05606 116.05606 [M + H]+ 70.0643 Li et al. (2022) A
6 2.3 Adenosine Zhu et al. (2022) C10H13N5O4 −0.2 266.08946 266.08941 [M-H]- 134.0467 Zhu et al. (2022) A
7 2.62 Amber acid Ma et al. (2022) C4H6O4 0.8 117.01933 117.01943 [M-H]- 117.0229 Liu et al. (2022a) A
8 3.03 Guanosine Zhu et al. (2022) C10H13N5O5 −0.1 282.0844 282.08438 [M-H]- 150.0422, 133.0152, 282.0842 Zhu et al. (2022) A
9a 3.62 Gallic acid Zou et al. (2022) C7H6O5 1.1 169.01425 169.01443 [M-H]- 169.0142, 125.0242 Zhu et al. (2022) P
10 11.33 L-Tryptophan Ma et al. (2022) C11H12N2O2 1.8 203.0826 203.08296 [M-H]- 116.0510, 142.0665, 203.0835 Liu et al. (2022a) A
11 11.37 Propyl gallate Ruan et al. (2003) C10H12O5 6.2 213.0757 213.077 [M + H]+ 107.0876 Hu et al. (2022) P
12a 13.08 Chlorogenic acid Zhu et al. (2022); Zou et al. (2022) C16H18O9 −1.1 353.08782 353.08741 [M-H]- 135.0513, 173.0432, 191.0564 Liu et al. (2022a) P-A
13 13.29 Catechin Zou et al., (2022) C15H14O6 0.3 289.07176 289.07185 [M-H]- 109.0304, 123.0458, 137.0229, 245.0824 Yang et al. (2023) P
14a 14.56 Caffeic acid Zhu et al. (2022) C9H8O4 1.4 179.03498 179.03523 [M-H]- 135.0454 Zhu et al. (2022) A
15a 14.69 Vanillic acid Liu et al. (2017); Wu et al. (2021) C8H8O4 1.6 167.03498 167.03524 [M-H]- 167.0379, 123.0455 Liu et al. (2022a) P-A
16 15.33 Protocatechuic acid Liu et al., (2017); Liu et al. (2022b) C7H6O4 1.2 153.01933 153.01952 [M-H]- 109.0291 Li et al. (2022) P-A
17 17.88 Fraxetin Zou et al. (2022) C10H8O5 3.6 207.02989 207.03063 [M-H]- 207.1382, 192.0056 Zou et al. (2022) P
18 19.62 7-Hydroxycoumarin Liu et al. (2022c) C9H6O3 3 163.0389 163.0394 [M + H]+ 117.0368, 135.0482, 163.0424 Liu et al. (2022c) A
19a 19.69 Ethyl gallate Zou et al. (2022) C9H10O5 0.6 197.04555 197.04568 [M-H]- 169.0129, 124.0178, 125.0238 Liu et al. (2022b) P
20a 19.74 Oxypaeoniflorin Zou et al. (2022) C23H28O12 −1.3 495.1508 495.15017 [M-H]- 137.0245, 165.0555, 465.1396 Liu et al. (2022b) P
21a 19.75 Paeoniflorin Zou et al. (2022) C23H28O11.HCOOH −1.5 525.16136 525.16059 [M + HCOO]- 121.0300, 165.0579, 327.1095 Liu et al. (2022b) P
22a 19.75 Albiflorin Hu et al. (2022) C23H28O11 −1.9 479.15587 479.15496 [M-H]- 121.0307, 479.1563 Liu et al. (2022b) P
23a 21.73 Ferulic acid Ruan et al. (2003) C10H10O4 1.8 193.05063 193.05097 [M-H]- 178.0275, 149.0607, 134.0374 Liu et al. (2022b) A
24 22.74 Ellagic acid Liu et al. (2017) C14H6O8 −0.7 300.99898 300.99878 [M-H]- 283.9981, 245.0091, 229.0142 Yang et al. (2023) P
25 24.23 Benzoic acid Wu et al. (2021) C7H6O2 1.7 121.0295 121.0297 [M-H]- 121.0321 Yang et al. (2023) A
26a 26.32 1,2,3,4,6-Pentagalloylglucose Zhu et al. (2022) C41H32O26 −1 939.11089 939.10998 [M-H]- 769.095 Yang et al. (2023) P
27 28.72 3,5-Di-O-caffeoylquinic acid Zhu et al. (2022) C25H24O12 0.4 515.11949 515.11967 [M-H]- 191.0568, 353.0872, 515.1222 Zhu et al. (2022) A
28a 29.32 Paeonol Zou et al. (2022) C9H10O3 1.2 165.05571 165.05591 [M-H]- 165.0611 Yang et al. (2023) P
29a 29.65 Benzoyloxypaeoniflorin Liu et al. (2022b) C30H32O13 −0.4 599.17699 599.17675 [M-H]- 137.0256, 121.0326 Yang et al. (2023) P
30 29.74 Ethyl caffeate Zhu (2018) C11H12O4 0.7 207.06629 277.06648 [M-H]- 207.0649 Zou et al. (2022) A
31 30.5 Quercetin Li et al. (2022) C15H10O7 −0.4 301.03539 301.03526 [M-H]- 301.1855, 239.0387 Zhu et al. (2022) P
32a 30.83 Senkyunolide I Zou et al. (2022) C12H16O4 7.5 225.1121 225.1138 [M + H]+ 161.0940, 165.0513, 179.1040, 189.0901, 207.1020 Li et al. (2022) A
33a 31.01 Benzoylpaeoniflorin Zou et al. (2022) C30H32O12 −0.7 583.18212 583.18168 [M-H]- 583.1844, 553.1727, 431.1323, 165.0554, 121.0303 Yang et al. (2023) P
34 31.49 Naringenin Wu et al. (2021) C15H12O5 0.8 271.0612 271.06141 [M-H]- 151.0037, 119.0510 Liu et al. (2022a) P
35 31.49 Baicalein You et al. (2020) C15H10O5 4.8 271.0601 271.0614 [M + H]+ 253.0498 Zhu et al. (2022) P
36 31.73 Isorhamnetin Li et al. (2022) C16H12O7 −0.7 315.05101 315.05079 [M-H]- 151.0024, 300.0253 Li et al. (2022) P
37 32.99 Senkyunolide F Yang et al. (2022) C12H14O3 2.7 205.08702 205.08758 [M-H]- 161.0962, 205.0865 Yang et al. (2022) A
38 33.53 Senkyunolide C Zhu et al. (2022) C12H12O3 2.5 203.07137 203.07188 [M-H]- 145.0296, 173.0247, 203.0718 Zhu et al. (2022) A
39a 35.4 Ligustilide Zhu et al. (2022) C12H14O2 1.3 189.0921 189.09235 [M-H]- 161.0917, 189.0991 Zhu et al. (2022) A
40a 35.4 3-Butyl-phthalide Zhu et al. (2022) C12H14O2 1.3 189.0921 189.0924 [M-H]- 143.0464, 161.0970, 171.0769, 189.0940 Zhu et al. (2022) A
41 39.92 Linoleic acid Liu et al. (2022c) C18H32O2 −0.1 279.23296 279.23293 [M-H]- 279.2335 Liu et al. (2022c) A

Notes: a, the compounds confirmed by comparison with the reference standards; P, paeoniae radix rubra; A, angelicae sinensis radix; P-A, Paeoniae radix rubra–Angelicae sinensis radix.