Table 1.
Characterization of compounds identified from rhizome of C. dahurica by UHPLC-Q-TOF-MS.
| NO. | tR (min) | Measured Mass (m/z) |
Extraction Mass (m/z) | Formula | Error (ppm) | Fragment Ions (m/z) |
Identified Compounds |
|---|---|---|---|---|---|---|---|
| 1 | 1.10 | 271.0454 [M − H]− | 271.0459 | C11H12O8 | 1.9 | 253.0340, 181.0497, 123.0458 | Fukiic acid |
| 2 | 1.21 | 315.1079 [M − H]− | 315.1085 | C14H20O8 | 2.1 | 153.0566, 123.0451 | Cimidahurinine |
| 3 | 1.24 | 255.0506 [M − H]− | 255.0510 | C11H12O7 | 1.8 | 193.0487, 179.0334, 165.0553 | Piscidic acid |
| 4 | 1.85 | 315.1097 [M − H]− | 315.1085 | C14H20O8 | −3.7 | 153.0542, 123.0441 | Cimidahurine |
| 5 | 2.08 | 379.0985 [M + Na]+ | 379.1000 | C16H20O9 | 3.8 | 177.0530 | cis-Ferulic acid-4-O-β-d-gal |
| 6 | 2.12 | 379.0982 [M + Na]+ | 379.1000 | C16H20O9 | 4.8 | 177.0529 | trans-Ferulic acid-4-O-β-d-gal |
| 7 | 2.19 | 179.0348 [M − H]− | 179.0350 | C9H8O4 | 0.9 | 135.0454 | Caffeic acid |
| 8 | 4.09 | 476.1902 [M + H]+ | 476.1915 | C24H29NO9 | 2.7 | 314.1370, 177.0524 | trans-feruloyl tyramine-4-O-β-d-glu |
| 9 | 4.12 | 193.0501 [M − H]− | 193.0506 | C10H10O4 | 2.9 | 178.0231, 134.0359 | Ferulic acid |
| 10 | 4.17 | 193.0509 [M − H]− | 193.0506 | C10H10O4 | −1.2 | 178.0244, 134.0368 | Isoferulic acid |
| 11 | 4.23 | 307.1163 [M + H]+ | 307.1176 | C16H18O6 | 4.2 | 289.1053, 259.0590, 235.0583 | Cimifugin |
| 12 | 4.36 | 457.0719 [M + Na]+ | 457.0741 | C20H18O11 | 4.8 | 295.0396, 163.0372 | Cimicifugic acid G |
| 13 | 4.73 | 433.0769 [M − H]− | 433.0776 | C20H18O11 | 1.7 | 271.0450, 179.0344, 135.0452 | Fukinolic acid |
| 14 | 4.81 | 506.2011 [M + H]+ | 506.2021 | C25H31NO10 | 1.9 | 344.1466, 177.0532 | Isocimicifugamide |
| 15 | 4.83 | 506.2003 [M + H]+ | 506.2021 | C25H31NO10 | 3.5 | 344.1456, 177.0530 | Cimicifugamide |
| 16 | 6.07 | 441.0755 [M + Na]+ | 411.0792 | C20H18O10 | 3.4 | 279.0453, 163.0378 | Cimicifugic acid D |
| 6.25 | 417.0813 [M − H]− | 417.0827 | 3.5 | 179.0342, 135.0447, | |||
| 17 | 7.39 | 471.0865 [M + Na]+ | 471.0898 | C21H20O11 | 3.3 | 295.0390, 177.0525 | Cimicifugic acid A |
| 7.47 | 447.0916 [M − H]− | 447.0933 | 3.9 | 253.0341, 181.0499, 165.0556, 109.0286 | |||
| 18 | 7.94 | 471.0864 [M + Na]+ | 471.0898 | C21H20O12 | 3.3 | 295.0398, 177.0528 | Cimicifugic acid B |
| 8.01 | 447.0912 [M − H]− | 447.0933 | 4.6 | 253.0343, 181.0496, 165.0544, 109.0288 | |||
| 19 | 8.92 | 485.1025 [M + Na]+ | 485.1054 | C22H22O11 | 3.0 | 279.0461, 207.0623 | 2-isoferuloyl fukinolic acid-1-melyl esier |
| 9.12 | 461.1083 [M − H]− | 461.1089 | 1.4 | 253.0601, 193.0499, 165.0547, 149.0607 | |||
| 20 | 9.39 | 455.0918 [M + Na]+ | 455.0949 | C21H20O10 | 3.1 | 279.0453, 177.0533 | 2-feruloyl-piscidic acid |
| 9.55 | 431.0974 [M − H]− | 431.0984 | 2.3 | 237.0396, 193.0494, 165.0544 | |||
| 21 | 9.86 | 431.0969 [M − H]− | 431.0984 | C21H20O10 | 3.5 | 237.0395, 193.0491, 165.0543 | 2-isoferuloyl-piscidic acid |
| 9.88 | 455.0919 [M + Na]+ | 455.0949 | 3.0 | 279.0458, 177.0524 | |||
| 22 | 10.99 | 485.1034 [M + Na]+ | 485.1054 | C22H22O11 | 2.1 | 279.0432, 207.0601 | 2-feruloyl-fukinolic acid-1-melyl esier |
| 11.37 | 461.1085 [M − H]− | 461.1089 | 0.9 | 253.0339, 181.0503, 109.0280 | |||
| 23 | 12.94 | 367.076 [M + Na]+ | 367.0788 | C18H16O7 | 2.8 | 299.4364, 177.0667 | 4′-methoxyl-3′-hydroxy-carboxy benzoyl isoferulic acid anhyelride |
| 13.07 | 343.0814 [M − H]− | 343.0823 | 2.8 | 193.0497, 134.0364 | |||
| 24 | 13.52 | 657.3595 [M + Na]+ | 657.3609 | C35H54O10 | 2.2 | 617.3627, 467.3116 | 12β-O-7,8-Didehydroxycimigenol-3-O-β-d-xyl |
| 25 | 13.59 | 659.3772 [M + Na]+ | 659.3766 | C35H56O10 | −0.9 | 619.3786, 487.3391, 469.3289 | (22R)-22β-Hydroxycimigenol-3-O-β-d-xyl |
| 26 | 14.32 | 703.3993 [M + Na]+ | 703.4028 | C37H60O11 | 5.0 | 663.4060, 645.3944, 513.3543, 495.3408, 453.3217 | 24-epi-O-Acetylhydrosheng manol-3-O-β-ara |
| 27 | 14.47 | 701.3843 [M + Na]+ | 701.3871 | C37H58O11 | 4.0 | 679.4008, 661.3910, 601.3685, 451.3176 | 12β-Acetylcimigenol-3-O-β-d-xyl |
| 28 | 14.99 | 745.3728 [M + Na]+ | 745.3770 | C38H58O13 | 4.5 | 745.3728 | Cimilactone K |
| 29 | 15.57 | 198.0916 [M − H]− | 198.0924 | C13H13NO | 4.4 | 198.0916 | (E)-3-(3-methyl-2-butenylidene)-2-indolinone |
| 30 | 15.59 | 198.0922 [M − H]− | 198.0924 | C13H13NO | 1.3 | 198.0922 | (Z)-3-(3-methyl-2-butenylidene)-2-indolinone |
| 31 | 16.16 | 787.3830 [M + Na]+ | 787.3875 | C40H60O14 | 4.8 | 585.3597, 435.3159 | 24-epi-24-O-Acetyl-7,8-didehydroshengmanol-3-O-(2′-O-malonyl)-β-d-xyl |
| 32 | 16.70 | 635.3796 [M − H]− | 635.3801 | C35H56O10 | 0.8 | 577.3356 | 7β-Hydroxycimigenol-3-O-β-D-xyl |
| 33 | 16.92 | 637.3948 [M − H]− | 637.3957 | C35H58O10 | 1.5 | 579.3510 | Beesioside E |
| 34 | 17.09 | 679.4091 [M − H]− | 679.4063 | C37H60O11 | −4.1 | 619.3796 | 24-O-acetylhydro-shengmanol-3-O-β-d-xyl |
| 35 | 17.61 | 643.3798 [M + Na]+ | 643.3817 | C35H56O9 | 1.8 | 585.3713, 435.3190 | Cimigenol-3-O-β-d-xyl (Cimigenoside) |
| 36 | 18.06 | 683.3700 [M + Na]+ | 683.3766 | C37H56O10 | 4.9 | 643.3609, 435.3288 | 25-O-Acetyl-7,8-didehydrocimigenol-3-O-β-d-xyl |
| 37 | 18.08 | 635.3789 [M − H]− | 635.3801 | C35H56O10 | 1.8 | 577.3359 | 12β-hydroxycimigenol-3-O-α-L-ara |
| 38 | 18.26 | 643.3790 [M + Na]+ | 643.3817 | C35H56O9 | 2.7 | 585.3726, 435.3295 | Cimigenol-3-O-α-L-ara (Cimiracemoside C) |
| 39 | 18.30 | 637.3957 [M − H]− | 637.3957 | C35H58O10 | 0.1 | 579.3521 | Beesioside B |
| 40 | 18.40 | 703.3967 [M + Na]+ | 703.4028 | C37H60O11 | 2.7 | 645.3944, 513.3544 | 24-epi-24-O-Acetylhydroshengmanol-3-O-β-d-xyl |
| 41 | 18.76 | 679.4069 [M − H]− | 679.4063 | C37H60O11 | −1.0 | 619.3770 | 24-O-acetylhydroshengmanol-3-O-β-D-xyl |
| 42 | 18.83 | 701.3828 [M + Na]+ | 701.3871 | C37H58O11 | 4.5 | 451.3172, 274.2716 | 24-O-Acetyl-7,8-didehydro-hydroshengmanol-3-O-β-d-xyl |
| 43 | 19.11 | 707.3979 [M − H]− | 707.4012 | C38H60O12 | 4.7 | 661.3903, 619.3691, 469.3570 | 24-Epi-24-O-acetyl-7,8-dehydro cohosh alcohol-3-O-β-d-gal |
| 44 | 21.77 | 659.3785 [M − H]− | 659.3801 | C37H56O10 | 2.4 | 617.3720, 559.3198 | 27-Deoxy Arcot hormone |
| 45 | 21.97 | 661.3938 [M − H]− | 661.3957 | C37H58O10 | 2.9 | 619.3715, 601.3583 | 23-O-Acetyl alcohol cimicifuga-3-O-β-xyl |
| 46 | 22.11 | 511.3374 [M + Na]+ | 511.3394 | C30H48O5 | 1.9 | 453.3342 | 24-epi-Cimigenol |
| 47 | 22.18 | 677.3889 [M − H]− | 677.3906 | C37H58O11 | 2.6 | 617.3732 | 7,8-Deoxy cohosh alcohol-24-O-acetylalcohol-ara |
| 48 | 22.45 | 511.3368 [M + Na]+ | 511.3394 | C30H48O5 | 2.6 | 435.3219 | Cimigenol |
| 49 | 23.56 | 665.3882 [M − H]− | 665.3906 | C36H58O11 | 3.7 | 619.3203 | 12β-Hydroxy cohosh alcohol-3-O-β-d-gal |
| 50 | 24.56 | 863.4360 [M + Na]+ | 863.4400 | C43H68O16 | 3.9 | 803.7323, 643.3770, 572.4235, 435.3229 | Heracleifolinoside F |
| 51 | 24.82 | 569.3434 [M + Na]+ | 569.3449 | C32H50O7 | 1.5 | 529.3466, 511.3389 | 24-O-Acetyl-7,8-didehydro-hydroshengmanol |
| 52 | 25.12 | 571.3590 [M + Na]+ | 571.3605 | C32H52O7 | 1.5 | 513.3530, 453.3352 | 24-O-Acetylhydroshengmanol |