Identification of Polar Constituents in the Decoction of Juglans mandshurica and in the Medicated Egg Prepared with the Decoction by HPLC-Q-TOF MS2
Abstract
:1. Introduction
2. Results and Discussion
2.1. Optimization of the Sample Preparation Procedure and the HPLC-Q-TOF-MS Conditions
2.2. Identification of Compounds in Juglans Mandshurica Decoction
2.3. Identification of Compounds in Medicated Eggs Decocted with the Juglans Mandshurica Decoction
3. Materials and Methods
3.1. Chemicals
3.2. Plant Materials
3.3. Reference Compounds and the Preparation of Reference Solutions
3.4. Preparation of the Decoction of Juglans Mandshurica
3.5. Preparation of Blank and Medicated Eggs and Blank and Medicated Egg Solutions
3.6. HPLC-Q-TOF-MS2 System and Conditions
4. Conclusions
Supplementary Materials
Acknowledgments
Author Contributions
Conflicts of Interest
References
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Sample Availability: Samples of the compounds are available from the authors. |
Peak | tR (min) | m/z 1, [M − H]− | Formula | Major Fragments (Negative-Ion Mode) 2 | Identification 3 | Absorbed by Medicated Eggs | |||
---|---|---|---|---|---|---|---|---|---|
Measured | Mass Error (ppm) | Peak Area in Medicated Eggs Solution (×103) | Peak Area in Decocotion (×103) | Absorption Ratio (%) 4 | |||||
1 | 3.04 | 133.0143 | 4.51 | C4H6O5 | 115.0025 (14), 89.0258 (9), 71.0139 (100) | Malic acid | 794 | 18,028 | 2.0 |
2 | 3.71 | 331.0677 | 3.62 | C13H16O10 | 211.0278 (18), 169.0135 (81), 125.0238 (100), 124.0154 (60), 107.0132 (34), 89.0247 (18) | Mono-O-galloyl-glucose | 41 | 1526 | 1.2 |
3 | 3.84 | 331.0672 | 2.11 | C13H16O10 | 211.0225 (41), 169.0132 (78), 125.0233 (60), 124.0165 (100), 107.0138 (56), 89.0259 (7) | Mono-O-galloyl-glucose | 20 | 870 | 1.0 |
4 | 3.86 | 167.0204 | −0.60 | C5H4N4O3 | 124.0144 (100), 96.0200 (49), 69.0098 (30) | Uric acid | 1163 | 331 | 159.7 |
5 | 4.05 | 331.0668 | 0.91 | C13H16O10 | 211.0216 (10), 169.0112 (100), 125.0234 (89), 124.0160 (91), 107.0120 (36) | Mono-O-galloyl-glucose | 28 | 1094 | 1.2 |
6 | 4.18 | 481.0626 | 1.66 | C20H18O14 | 300.9978 (100), 275.0194 (38), 257.0072 (14) | Mono-O-HHDP-glucose 5 | |||
7 | 4.30 | 191.0199 | 3.66 | C6H8O7 | 111.0088 (72), 87.0087 (100), 85.0291 (49), 67.0184 (29), 57.0346 (33) | Citric acid | 9267 | 25,918 | 16.3 |
8 | 4.68 | 481.0626 | 1.66 | C20H18O14 | 300.9948 (100), 275.0205 (34), 257.0117 (13) | Mono-O-HHDP-glucose 5 | |||
9 | 4.97 | 243.0617 | 0.00 | C9H12N2O6 | 152.0329 (16), 110.0244 (100) | Uridine | 282 | 738 | 17.4 |
10 | 5.23 | 331.0676 | 3.32 | C13H16O10 | 271.0466 (8), 211.0237 (26), 169.0122 (56), 125.0230 (67), 124.0155 (53), 107.0112 (20), 59.0136 (100) | Mono-O-galloyl-glucose | 161 | 3721 | 2.0 |
11 | 5.44 | 180.0668 | 3.89 | C9H11N1O3 | 163.0387 (46), 119.0496 (100), 93.0347 (39) | Tyrosine | 3755 | 100 | 1706.8 |
12 | 5.60 | 481.0626 | 1.66 | C20H18O14 | 300.9983 (100), 275.0184 (57), 257.0088 (14) | Mono-O-HHDP-glucose 5 | |||
13 | 6.49 | 331.0678 | 3.93 | C13H16O10 | 271.0520 (13), 211.0289 (33), 169.0171 (94), 125.0266 (18), 124.0154 (36), 107.0208 (19), 59.0153 (100) | Mono-O-galloyl-glucose | |||
14 | 6.91 | 331.0664 | −0.30 | C13H16O10 | 169.0145 (79), 124.0203 (36), 107.0140 (9) | Mono-O-galloyl-glucose | |||
15 | 7.75 | 331.0676 | 3.32 | C13H16O10 | 271.0431 (39), 211.0238 (45), 169.0129 (32), 125.0225 (40), 124.0160 (100), 107.0137 (16) | Mono-O-galloyl-glucose | 214 | 5022 | 1.9 |
16 6 | 8.04 | 169.0150 | 7.69 | C7H6O5 | 125.0238 (100), 124.0162 (11), 107.0134 (5), 97.0285 (10), 79.0186 (21) | Gallic acid | 1862 | 23,485 | 3.6 |
17 | 9.13 | 483.0779 | 0.83 | C20H20O14 | 331.0655 (17), 313.0516 (14), 271.0472 (6), 169.0139 (100), 125.0237 (85), 107.0118 (13) | Di-O-galloyl-glucose | |||
18 | 9.22 | 331.0687 | 6.65 | C13H16O10 | 271.0464 (37), 211.0237 (54), 169.0137 (47), 125.0233 (57), 124.0162 (100), 107.0142 (25) | Mono-O-galloyl-glucose | 185 | 3901 | 2.2 |
19 | 10.06 | 164.0714 | 0.00 | C9H11N1O2 | 147.0445 (28), 103.0551 (100), 91.0565 (14), 72.0093 (55) | Phenylalanine | 2962 | 118 | 1141.0 |
20 | 10.06 | 483.0775 | 0.00 | C20H20O14 | 331.0746 (8), 313.0608 (6), 271.0466 (5), 169.0142 (94), 125.0225 (100) | Di-O-galloyl-glucose | |||
21 | 10.64 | 483.0777 | 0.41 | C20H20O14 | 331.0697 (8), 211.0259 (6), 169.0129 (74), 125.0248 (100) | Di-O-galloyl-glucose | |||
22 | 11.82 | 218.1030 | 0.92 | C9H17N1O5 | 146.0814 (52), 88.0405 (100) | Pantothenic acid | 626 | 327 | 87.0 |
23 | 12.24 | 483.0789 | 2.90 | C20H20O14 | 331.0710 (14), 313.0564 (20), 271.0411 (12), 211.0240 (19), 169.0134 (99), 125.0249 (100), 124.0166 (9) | Di-O-galloyl-glucose | |||
24 | 12.62 | 329.0881 | 2.43 | C14H18O9 | 167.0304 (55), 152.0190 (66), 123.0436 (64), 108.0208 (100) | Mono-O-vanilloyl-glucose | |||
25 | 13.29 | 483.0791 | 3.31 | C20H20O14 | 211.0283 (29), 169.0138 (100), 125.0223 (43), 124.0134 (14) | Di-O-galloyl-glucose | |||
26 | 13.33 | 345.0829 | 2.03 | C14H18O10 | 183.0261 (23), 138.0315 (100) | Methylgalloyl-O-glucose | |||
27 | 13.37 | 359.0983 | 1.39 | C15H20O10 | 344.0747 (75), 197.0379 (33), 166.9989 (20), 137.0251 (100) | Mono-O-syringoyl-glucose | |||
28 | 14.84 | 345.0812 | −2.90 | C14H18O10 | 138.0304 (100) | Methylgalloyl-O-glucose | |||
29 | 14.93 | 483.0796 | 4.35 | C20H20O14 | 271.0465 (41), 211.0243 (69), 169.0135 (100), 125.0236 (47), 124.0157 (69) | Di-O-galloyl-glucose | |||
30 | 15.18 | 359.0979 | 0.28 | C15H20O10 | 344.0754 (48), 197.0475 (79), 182.0225 (26), 166.9989 (13), 152.0455 (50), 137.0251 (84), 123.0089 (100) | Mono-O-syringoyl-glucose | |||
31 | 15.31 | 353.0864 | −2.55 | C16H18O9 | 191.0571 (100), 179.0288 (40), 135.0440 (78), 117.0370 (25) | Caffeoyl quinic acid | |||
32 | 15.68 | 633.0759 | 4.90 | C27H22O18 | 481.0643 (8), 463.0506 (7), 300.9996 (100), 275.0192 (27), 169.0113 (7) | HHDP-galloyl-O-glucose 5 | |||
33 | 15.81 | 203.0819 | −0.98 | C11H12N2O2 | 142.0642 (29), 116.0500 (100), 74.0249 (24) | Tryptophan | 1443 | 178 | 368.5 |
34 | 15.98 | 483.0793 | 3.73 | C20H20O14 | 423.0526 (34), 331.0733 (5), 313.0620 (11), 271.0455 (32), 211.0238 (52), 169.0135 (100), 125.0234 (86) | Di-O-galloyl-glucose | |||
35 | 16.44 | 329.0875 | 0.61 | C14H18O9 | 269.0721 (19), 209.0434 (35), 167.0343 (41), 152.0111 (15), 123.0435 (24), 59.0136 (100) | Mono-O-vanilloyl-glucose | |||
36 | 16.48 | 483.0787 | 2.48 | C20H20O14 | 313.0563 (6), 271.0452 (17), 211.0233 (41), 169.0134 (100), 125.0241 (62) | Di-O-galloyl-glucose | |||
37 | 17.41 | 483.0799 | 4.97 | C20H20O14 | 423.0596 (23), 331.0711 (6), 313.0509 (5), 271.0449 (26), 211.0246 (21), 169.0128 (100), 125.0246 (55) | Di-O-galloyl-glucose | |||
38 7 | 17.83 | 357.1183 | −0.84 | C16H22O9 | 177.0541 (8), 133.0659 (100) | Juglanoside H | |||
39 | 17.83 | 483.0787 | 2.48 | C20H20O14 | 331.0651 (6), 313.0562 (14), 271.0452 (24), 211.0245 (29), 169.0142 (100), 125.0240 (68), 107.0138 (12) | Di-O-galloyl-glucose | |||
40 | 18.12 | 359.0990 | 3.34 | C15H20O10 | 299.0759 (8), 239.0560 (25), 197.0448 (54), 182.0209 (12), 166.9973 (5), 152.0465 (15), 137.0239 (24), 59.0135 (100) | Mono-O-syringoyl-glucose | 105 | 3282 | 1.5 |
41 | 18.50 | 483.0798 | 4.76 | C20H20O14 | 313.0615 (14), 271.0435 (51), 211.0239 (77), 169.0127 (100), 125.0237 (71), 107.0144 (15) | Di-O-galloyl-glucose | |||
42 | 19.13 | 511.1098 | 1.96 | C22H24O14 | 467.1314 (15), 327.0605 (14), 313.0528 (40), 197.0495 (10), 182.0226 (14), 169.0138 (67), 125.0228 (100), 124.0172 (31), 107.0121 (18) | Syringoyl-galloyl-O-glucose | |||
43 | 19.25 | 483.1141 | 0.41 | C21H24O13 | 327.0770 (8), 313.0573 (6), 297.0666 (11), 169.0473 (6), 169.0129 (78), 154.0254 (14), 139.0041 (8), 125.0228 (70), 124.0160 (100), 107.0134 (13) | Hydroxy-dimethoxyphenol galloyl-glucoside | 51 | 785 | 3.0 |
44 | 19.51 | 483.0767 | −1.66 | C20H20O14 | 331.0609 (9), 313.0567 (58), 271.0450 (39), 211.0244 (25), 169.0130 (100), 125.0250 (47) | Di-O-galloyl-glucose | |||
45 6 | 19.59 | 353.0880 | 1.98 | C16H18O9 | 191.0547 (100), 135.0437 (8), 93.0353 (22) | Chlorogenic acid | 26 | 798 | 1.5 |
46 | 19.67 | 359.0994 | 4.46 | C15H20O10 | 197.0430 (29), 182.0203 (8), 166.9953 (5), 152.0455 (24), 137.0237 (42), 59.0138 (100) | Mono-O-syringoyl-glucose | 72 | 1953 | 1.7 |
47 | 19.97 | 635.0859 | −3.94 | C27H24O18 | 483.0814 (10), 465.0776 (10), 313.0566 (10), 295.0513 (8), 271.0492 (6), 169.0134 (100), 125.0257 (11) | Tri-O-galloyl-glucose | |||
48 | 20.47 | 281.0669 | 2.85 | C13H14O7 | 163.0402 (100), 119.0492 (100), 75.0084 (33) | Coumaroyl threonic acid | |||
49 | 20.51 | 533.1494 8 | −2.25 | C21H28O13 | 193.04490 (100), 175.0377 (42) | Trihydroxytetralone pentosyl-hexoside | 13 | 259 | 2.4 |
50 | 20.60 | 453.1051 | 3.97 | C20H22O12 | 313.0523 (27), 169.0121 (23), 139.0410 (14), 125.0229 (27), 124.0160 (100), 97.0300 (8) | hydroxy-methoxyphenol galloylglucoside | |||
51 | 21.27 | 291.0139 | −0.69 | C13H8O8 | 247.0245 (100), 219.0288 (13), 191.0341 (37), 173.0250 (14), 145.0280 (21) | Brevifolin carboxylic acid | 59 | 1330 | 2.0 |
52 | 21.48 | 533.1516 8 | 1.88 | C21H28O13− | 193.0505 (100), 175.0409 (24) | Trihydroxytetralone pentosyl-hexoside | 16 | 203 | 3.4 |
53 | 21.56 | 339.1076 | −1.18 | C16H20O8 | 159.0430 (93), 115.0552 (100) | Dihydroxytetralone hexoside | |||
54 | 21.73 | 533.1520 8 | 2.63 | C21H28O13 | 193.0502 (100), 175.0386 (30) | Trihydroxytetralone pentosyl-hexoside | 48 | 623 | 3.5 |
55 | 21.81 | 401.1084 8 | 0.00 | C16H20O9 | 193.0506 (100), 175.0390 (42) | Trihydroxytetralone hexoside | |||
56 | 21.90 | 635.0888 | 0.63 | C27H24O18 | 483.0850 (52), 465.0636 (45), 169.0140 (100), 125.0244 (11) | Tri-O-galloyl-glucose | |||
57 | 22.11 | 281.0661 | 0.00 | C13H14O7 | 163.0390 (23), 119.0501 (100), 117.0208 (56), 75.0103 (42) | Coumaroyl threonic acid | |||
58 | 22.40 | 481.0998 | 3.33 | C21H22O13 | 313.0551 (53), 169.0143 (100), 167.0323 (38), 152.0104 (45), 125.0234 (63), 124.0149 (18) | Vanilloyl-O-galloyl-glucose | 45 | 710 | 2.9 |
59 | 22.86 | 297.0614 | 1.35 | C13H14O8 | 179.0301 (26), 161.0284 (16), 135.0284 (96), 107.0497 (23), 75.0077 (100) | Caffeoyl threonic acid | 30 | 564 | 2.4 |
60 6 | 22.86 | 197.0444 | −3.04 | C9H10O5 | 182.0228 (14), 166.9941 (100), 123.0085 (65), 95.0135 (34), 61.9890 (53) | Syringic acid | 86 | 479 | 8.2 |
61 | 23.41 | 467.0812 | −3.00 | C20H20O13 | 423.0881 (62), 315.0710 (23), 313.0557 (33), 169.0144 (69), 153.0205 (27), 152.0107 (97), 125.0231 (78), 109.0281 (33), 108.0209 (100) | Dihydroxybenzoic acid galloyl-glucoside | 29 | 869 | 1.5 |
62 | 23.83 | 177.0552 | 0.00 | C10H10O3 | 159.0444 (97), 131.0495 (5), 115.0547 (100) | Dihydroxytetralone | 158 | 3117 | 2.3 |
63 | 23.83 | 337.0930 | 2.08 | C16H18O8 | 191.0543 (71), 163.0404 (21), 145.0323 (9), 119.0505 (21), 93.0336 (100) | Coumaroyl quinic acid | 31 | 892 | 1.6 |
64 | 24.67 | 469.1361 | 3.20 | C21H26O12 | 175.0397 (100) | Trihydroxynaphthalene pentosyl-hexoside | 43 | 766 | 2.5 |
65 | 25.09 | 469.1342 | −0.85 | C21H26O12 | 175.0391 (100) | Trihydroxynaphthalene pentosyl-hexoside | |||
66 | 25.64 | 385.1148 8 | 3.38 | C16H20O8 | 339.1042 (27), 177.0532 (15), 159.0437 (100) | Dihydroxytetralone hexoside | 62 | 571 | 5.0 |
67 6 | 25.82 | 337.0916 | −2.08 | C16H18O8 | 176.0446 (16), 175.0390 (100) | 1,4,8-Trihydroxynaphthalene 1-O-β-d-glucoside | |||
68 | 25.91 | 635.0859 | −3.94 | C27H24O18 | 465.0638 (69), 313.0571 (67), 169.0141 (100), 125.0223 (12), 124.0127 (18) | Tri-O-galloyl-glucose | |||
69 | 26.77 | 193.0501 | C10H10O4 | 175.0382 (100), 157.0277 (30), 147.0479 (11), 131.0458 (18) | Trihydroxytetralone | 102 | 2745 | 1.7 | |
70 | 27.32 | 281.0666 | 1.78 | C13H14O7 | 163.0408 (62), 135.0289 (14), 119.0494 (100), 117.0329 (26), 75.0079 (9) | Coumaroyl threonic acid | 232 | 3414 | 3.1 |
71 6 | 27.88 | 163.0400 | 3.07 | C9H8O3 | 119.0492 (100) | p-Coumaric acid | 108 | 582 | 8.4 |
72 | 28.11 | 511.1453 | 0.20 | C23H28O13 | 341.0830 (11), 327.0719 (12), 197.0480 (14), 182.0204 (10), 169.0462 (27), 154.0245 (13), 153.0187 (100) | Hydroxy-dimethoxyphenol syringoyl-glucoside | 73 | 1060 | 3.1 |
73 | 28.91 | 507.1152 | 2.56 | C23H24O13 | 313.0579 (48), 193.0500 (37), 175.0394 (33), 169.0117 (100), 157.0293 (8), 125.0233 (31) | Trihydroxytetralone galloyl-hexoside | |||
74 | 29.29 | 311.0761 | −1.93 | C14H16O8 | 193.0466 (14), 149.0554 (11), 134.0359 (100), 117.0334 (21), 75.0080 (6) | Feruloyl threonic acid | |||
75 | 30.05 | 403.1613 | 2.23 | C18H28O10 | 223.0982 (22), 179.1072 (100), 161.0975 (16) | Glucopyranose, 1-[10-hydrogen (2E,4E)-8-hydroxy-2,7-dimethyl-2,4-decadienedioate] | |||
76 6 | 30.30 | 300.9989 | 1.66 | C14H6O8 | 283.9921 (15), 271.9869 (8), 257.0076 (12), 245.0128 (9) | Ellagic acid | 220 | 2775 | 3.6 |
77 | 30.34 | 511.1074 | −2.74 | C22H24O14 | 197.0448 (14), 182.0280 (14), 169.0150 (20), 168.0060 (40), 149.9941 (100), 138.0327 (12), 125.0228 (26), 124.0165 (18) | Syringoyl-galloyl-O-glucose | |||
78 | 30.38 | 481.1357 | 2.29 | C22H26O12 | 341.0879 (40), 197.0433 (16), 182.0264 (8), 152.0482 (33) , 138.0316 (80), 123.0084 (100) | Hydroxy-methoxyphenol syringoyl-glucopyranoside | 42 | 427 | 4.5 |
79 | 31.10 | 509.1296 | 0.20 | C23H26O13 | 341.0851 (14), 327.0708 (30), 197.0458 (46), 167.0349 (100), 152.0126 (44), 137.0244 (28), 123.0442 (15), 108.0197 (26) | Vanilloyl-O-syingoyl-glucose | 51 | 680 | 3.4 |
80 | 31.31 | 539.2120 8 | −1.67 | C25H34O10 | 493.2079 (100), 361.1590 (66), 179.0692 (34), 165.0559 (32) | Secoisolariciresinol pentoside | |||
81 | 31.89 | 495.1161 | 4.44 | C22H24O13 | 451.1234 (8), 327.0654 (13), 183.0281 (19), 169.0136 (8), 152.0119 (100), 138.0324 (56), 108.0210 (100) | Vanilloyl-methylgalloyl-O-glucose | 93 | 1211 | 3.5 |
82 | 32.23 | 433.0783 | 2.77 | C20H18O11 | 287.0436 (7), 281.0692 (7), 169.0144 (39), 163.0391 (72), 135.0306 (100), 125.0224 (66), 119.0480 (68), 117.0180 (8), 107.0131 (40), 75.0085 (48) | Coumaroyl-galloyl-threonic acid | |||
83 | 33.99 | 361.1660 | 2.49 | C20H26O6 | 343.1534 (16), 179.0698 (80), 165.0545 (31), 163.0760 (36), 145.0644 (76), 135.0434 (49), 121.0293 (62), 107.0499 (63), 93.0352 (71) | Secoisolariciresinol | 182 | 2705 | 3.1 |
84 | 34.06 | 491.1183 | −1.43 | C23H24O12 | 313.0604 (9), 211.0225 (38), 177.0617 (10), 169.0158 (94), 159.0436 (61), 125.0225 (69), 124.0159 (100) | Dihydroxytetralone galloy-hexoside | |||
85 6 | 34.37 | 447.0920 | −1.57 | C21H20O11 | 301.0338 (100), 151.0017 (71) | Quercetin-3-O-α-l-rhamnoside | |||
86 7 | 34.96 | 391.1757 | 0.00 | C21H28O7 | 193.0861 (43), 175.0776 (57), 161.0558 (76), 135.0457 (100), 123.0461 (66) | Juglanol B | 94 | 886 | 4.8 |
87 7 | 35.61 | 619.1292 | −1.13 | C28H28O16 | 325.0337 (85), 324.0248 (100) | 2,3,7,11,12-pentahydroxy-6-oxabenzo[α]anthracen-5-one pentosyl-hexoside | |||
88 | 37.77 | 535.1457 | 0.93 | C25H28O13 | 341.0897 (35), 197.0454 (20), 193.0490 (100), 175.0405 (64), 137.0231 (13), 125.0212 (8) | Trihydroxytetralone syringoyl-hexoside | 88 | 1230 | 3.3 |
89 7 | 39.96 | 551.2145 8 | 2.90 | C26H34O10− | 505.1992 (18), 343.1520 (28), 325.1420 (79), 307.1235 (9), 89.0246 (100) | Jugcathayenoside | 28 | 249 | 5.1 |
90 7 | 41.05 | 549.1990 8 | 3.28 | C26H32O10− | 503.1977 (6), 341.1364 (18), 323.1282 (100), 295.1367 (9) | Juglaside A | 56 | 865 | 2.9 |
91 7 | 41.47 | 311.0193 | 0.32 | C16H8O7 | 267.0289 (52), 223.0364 (34), 195.0462 (100), 167.0454 (27) | Hydroxyanthraquinone dicarboxylic acid | |||
92 7 | 43.95 | 343.1550 | 1.46 | C20H24O5 | 179.0705 (100), 121.0297 (49) | Anhydrosecoisolariciresinol (or its isomer) | |||
93 7 | 45.34 | 267.0302 | 3.37 | C15H8O5 | 223.0402 (33), 195.0440 (100) | Hydroxyanthraquinone carboxylic acid |
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Wang, T.-M.; Fu, Y.; Yu, W.-J.; Chen, C.; Di, X.; Zhang, H.; Zhai, Y.-J.; Chu, Z.-Y.; Kang, T.-G.; Chen, H.-B. Identification of Polar Constituents in the Decoction of Juglans mandshurica and in the Medicated Egg Prepared with the Decoction by HPLC-Q-TOF MS2. Molecules 2017, 22, 1452. https://doi.org/10.3390/molecules22091452
Wang T-M, Fu Y, Yu W-J, Chen C, Di X, Zhang H, Zhai Y-J, Chu Z-Y, Kang T-G, Chen H-B. Identification of Polar Constituents in the Decoction of Juglans mandshurica and in the Medicated Egg Prepared with the Decoction by HPLC-Q-TOF MS2. Molecules. 2017; 22(9):1452. https://doi.org/10.3390/molecules22091452
Chicago/Turabian StyleWang, Tian-Min, Ying Fu, Wen-Jie Yu, Chen Chen, Xue Di, Hui Zhang, Yan-Jun Zhai, Zheng-Yun Chu, Ting-Guo Kang, and Hu-Biao Chen. 2017. "Identification of Polar Constituents in the Decoction of Juglans mandshurica and in the Medicated Egg Prepared with the Decoction by HPLC-Q-TOF MS2" Molecules 22, no. 9: 1452. https://doi.org/10.3390/molecules22091452