Simultaneous Determination of Fifteen Constituents of Jitai Tablet Using Ultra High-Performance Liquid Chromatography Coupled with Triple Quadrupole Electrospray Tandem Mass Spectrometry
Abstract
:1. Introduction
2. Results and Discussion
2.1. Optimization of Sample Preparation
2.2. Optimization of UHPLC-ESI-MS/MS Conditions
2.3. Method Validation
2.3.1. Linearity, Limit of Detection (LOD) and Limit of Quantification (LOQ)
2.3.2. Precision, Repeatability and Stability
2.3.3. Recovery
Analyte | Molecular Weight (Da) | Ionization Mode | Retention Time (min) | Q1 Mass (m/z) | Q3 Mass (m/z) | Dwell Time (ms) | Fragmentor (V) | Collision Energy (V) |
---|---|---|---|---|---|---|---|---|
Hydroxysafflor yellow A | 612.2 | ESI− | 1.82 | 611.2 | 324.9 | 100 | 190 | 30 |
Danshensu | 198.1 | ESI− | 1.86 | 197.0 | 135.0 | 100 | 90 | 4 |
Amygdalin | 457.2 | ESI− | 2.04 | 456.2 | 323.2 | 100 | 160 | 6 |
Caffeic acid | 180.0 | ESI− | 2.73 | 179.0 | 135.0 | 100 | 90 | 8 |
Protopine | 353.1 | ESI+ | 4.73 | 354.2 | 189.1 | 100 | 130 | 30 |
Ferulic acid | 194.1 | ESI− | 4.83 | 193.0 | 134.0 | 100 | 80 | 10 |
Tetrahydropalmatine | 355.2 | ESI+ | 5.05 | 356.2 | 192.1 | 100 | 140 | 28 |
Coptisine | 320.1 | ESI+ | 5.14 | 320.1 | 277.1 | 100 | 140 | 38 |
Tetrahydrocoptisine | 323.1 | ESI+ | 5.17 | 324.1 | 176.0 | 100 | 150 | 30 |
Tetrahydroberineper | 339.2 | ESI+ | 5.30 | 340.2 | 176.0 | 100 | 130 | 25 |
Corydaline | 369.2 | ESI+ | 5.35 | 370.2 | 192.1 | 100 | 140 | 28 |
Palmatine | 352.2 | ESI+ | 5.49 | 352.2 | 308.1 | 100 | 130 | 28 |
Salvianolic acid B | 718.2 | ESI− | 5.54 | 717.1 | 519.1 | 100 | 150 | 13 |
Berberine | 336.1 | ESI+ | 5.57 | 336.2 | 320.2 | 100 | 130 | 30 |
Salvianolic acid A | 494.1 | ESI− | 5.78 | 493.1 | 295.0 | 100 | 130 | 10 |
Analyte | LOD (ng/mL) | LOQ (ng/mL) | Linear Range (ng/mL | Slope (Mean ± SD) | Intercept (Mean ± SD) | r |
---|---|---|---|---|---|---|
Hydroxysafflor yellow A | 0.18 | 0.60 | 20.00–10,000.00 | 10.2902 ± 0.2564 | 2250.3307 ± 52.4467 | 0.9956 |
Danshensu | 0.60 | 2.00 | 20.00–10,000.00 | 8.6778 ± 0.1746 | −456.6715 ± 9.8327 | 0.9992 |
Amygdalin | 1.34 | 4.46 | 200.00–100,000.00 | 16.1377 ± 0.3781 | 4149.1033 ± 82.7875 | 0.9978 |
Caffeic acid | 0.32 | 1.07 | 1.50–750.00 | 54.9048 ± 2.0422 | 385.0904 ± 8.8482 | 0.9991 |
Protopine | 0.08 | 0.27 | 3.00–1500.00 | 1908.4269 ± 30.4657 | 975.8435 ± 17.3396 | 0.9990 |
Ferulic acid | 2.21 | 7.36 | 15.00–7500.00 | 2.2024 ± 0.0462 | 1946.4735 ± 14.9437 | 0.9920 |
Tetrahydropalmatine | 0.04 | 0.13 | 3.00–1500.00 | 6601.3733 ± 95.4892 | 2954.9081 ± 56.2518 | 0.9993 |
Coptisine | 0.05 | 0.17 | 3.00–1500.00 | 491.4143 ± 9.3921 | 236.4471 ± 4.6437 | 0.9993 |
Tetrahydrocoptisine | 0.06 | 0.20 | 1.50–750.00 | 2399.6703 ± 42.722 | 955.3523 ± 15.3732 | 0.9996 |
Tetrahydroberineper | 0.02 | 0.07 | 1.50–750.00 | 8906.0226 ± 101.7735 | 1590.6877 ± 43.2583 | 0.9994 |
Corydaline | 0.09 | 0.30 | 3.00–1500.00 | 4017.0902 ± 99.8759 | 537.0929 ± 10.2247 | 0.9994 |
Palmatine | 0.02 | 0.07 | 3.00–1500.00 | 2643.7965 ± 55.2618 | −495.5594 ± 10.7284 | 0.9997 |
Salvianolic acid B | 5.81 | 19.35 | 500.00–250000.00 | 30.7107 ± 1.2739 | 606660.6878 ± 1298.4689 | 0.9956 |
Berberine | 0.01 | 0.03 | 1.50–750.00 | 3759.8114 ± 98.3726 | 2643.4459 ± 67.7739 | 0.9991 |
Salvianolic acid A | 3.45 | 11.49 | 15.00–7500 | 7.4196 ± 0.5444 | 2354.9524 ± 78.1819 | 0.9916 |
Analyte | Intra-day (RSD n = 6) | Inter-day (RSD n = 6) | Repeatability (RSD n = 6) | Stability (24 h) (RSD n = 6) |
---|---|---|---|---|
Hydroxysafflor yellow A | 2.03 | 3.60 | 2.90 | 3.28 |
Danshensu | 0.71 | 3.01 | 3.27 | 2.09 |
Amygdalin | 1.44 | 2.95 | 2.05 | 2.01 |
Caffeic acid | 1.23 | 2.40 | 3.05 | 1.33 |
Protopine | 0.49 | 0.68 | 1.45 | 2.19 |
Ferulic acid | 1.44 | 3.08 | 3.09 | 4.48 |
Tetrahydropalmatine | 0.61 | 0.95 | 1.85 | 3.82 |
Coptisine | 0.74 | 0.94 | 1.79 | 3.75 |
Tetrahydrocoptisine | 0.36 | 0.65 | 2.09 | 3.41 |
Tetrahydroberineper | 0.41 | 1.24 | 1.86 | 2.99 |
Corydaline | 0.30 | 0.95 | 1.89 | 2.75 |
Palmatine | 1.00 | 0.84 | 1.57 | 2.37 |
Salvianolic acid B | 1.82 | 3.61 | 3.23 | 4.47 |
Berberine | 0.31 | 1.00 | 0.81 | 2.49 |
Salvianolic acid A | 3.25 | 2.00 | 3.10 | 3.22 |
Analyte | Original (ng) | Spiked (ng) | Detection (ng) | Recovery (%) | RSD (%) |
---|---|---|---|---|---|
Hydroxysafflor yellow A | 99.55 | 80 | 179.19 | 99.55 | 1.80 |
99.55 | 100 | 200.10 | 100.55 | 0.19 | |
99.55 | 120 | 219.01 | 99.55 | 0.64 | |
Danshensu | 36,713.81 | 29,600 | 66,084.86 | 99.23 | 1.52 |
36,713.81 | 37,000 | 74,372.45 | 101.78 | 0.65 | |
36,713.81 | 44,400 | 80,770.39 | 99.23 | 1.19 | |
Amygdalin | 606.20 | 480 | 1098.17 | 102.49 | 2.83 |
606.20 | 600 | 1192.46 | 97.71 | 1.42 | |
606.20 | 720 | 1342.21 | 102.22 | 1.84 | |
Caffeic acid | 1018.24 | 800 | 1823.74 | 100.69 | 0.55 |
1018.24 | 1000 | 2025.88 | 100.76 | 1.80 | |
1018.24 | 1200 | 2251.24 | 102.75 | 1.78 | |
Protopine | 173.99 | 140 | 311.99 | 98.57 | 0.51 |
173.99 | 180 | 346.86 | 96.04 | 0.79 | |
173.99 | 225 | 388.99 | 95.56 | 1.55 | |
Ferulic acid | 10,800.76 | 8640 | 19,441.37 | 100.01 | 0.66 |
10,800.76 | 10,800 | 21,686.07 | 100.79 | 0.89 | |
10,800.76 | 12,960 | 23,761.68 | 100.01 | 0.58 | |
Tetrahydropalmatine | 223.40 | 180 | 402.12 | 99.29 | 0.51 |
223.40 | 225 | 446.69 | 99.24 | 0.95 | |
223.40 | 270 | 489.48 | 98.55 | 0.79 | |
Coptisine | 222.30 | 180 | 398.15 | 97.69 | 1.42 |
222.30 | 225 | 449.66 | 101.05 | 0.50 | |
222.30 | 270 | 497.07 | 101.77 | 0.25 | |
Tetrahydrocoptisine | 96.60 | 80 | 175.89 | 99.11 | 0.13 |
96.60 | 100 | 198.22 | 101.62 | 0.71 | |
96.60 | 120 | 209.53 | 94.11 | 0.71 | |
Tetrahydroberineper | 47.47 | 40 | 88.44 | 102.43 | 0.21 |
47.47 | 50 | 99.38 | 103.82 | 0.22 | |
47.47 | 60 | 108.43 | 101.60 | 0.80 | |
Corydaline | 154.16 | 120 | 277.49 | 102.78 | 0.26 |
154.16 | 150 | 296.95 | 95.19 | 0.28 | |
154.16 | 180 | 339.16 | 102.78 | 0.23 | |
Palmatine | 223.44 | 180 | 402.19 | 99.31 | 1.51 |
223.44 | 225 | 440.03 | 96.26 | 1.16 | |
223.44 | 270 | 491.56 | 99.30 | 0.44 | |
Salvianolic acid B | 1495.32 | 1200 | 2691.58 | 99.69 | 0.77 |
1495.32 | 1500 | 2979.81 | 98.97 | 2.25 | |
1495.32 | 1800 | 3289.71 | 99.69 | 0.49 | |
Berberine | 52.89 | 40 | 93.08 | 100.48 | 0.55 |
52.89 | 50 | 101.78 | 97.78 | 1.01 | |
52.89 | 60 | 113.77 | 101.47 | 1.01 | |
Salvianolic acid A | 848.31 | 680 | 1526.95 | 99.80 | 1.64 |
848.31 | 850 | 1715.10 | 101.98 | 0.73 | |
848.31 | 1020 | 1866.28 | 99.80 | 0.62 |
Compounds | Batch No. | |||||||||||||
---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
50,302 | 50,303 | 50,401 | 50,601 | 50,602 | 70,101 | 70,102 | 70,501 | 70,502 | 90,401 | 91,201 | 100,101 | 100,102 | 110,701 | |
Hydroxysafflor yellow A | 408.13 | 133.54 | 73.22 | 88.64 | 87.7 | 274.94 | 282.12 | 258.85 | 111.33 | 299.29 | 301.11 | 259.11 | 477.09 | 68.87 |
Danshensu | 570.46 | 726.94 | 763.21 | 672.6 | 626.5 | 478.07 | 734.94 | 461.14 | 557.16 | 581.95 | 417.27 | 943.38 | 467.38 | 1406.02 |
Amygdalin | 3566.33 | 3907.22 | 3928.31 | 4611.34 | 4533.97 | 4037.1 | 4618.81 | 5405.11 | 3782.52 | 7642.94 | 5825.54 | 5504.12 | 8527.1 | 4081.63 |
Caffeic acid | 36.06 | 18.27 | 22.18 | 23.33 | 14.01 | 29.39 | 34.6 | 45.17 | 32.1 | 28.2 | 30.06 | 24.61 | 38.52 | 22.79 |
Protopine | 135.37 | 87.81 | 90.38 | 87.33 | 85.6 | 108.84 | 94.09 | 80.63 | 81.92 | 36.42 | 69.17 | 68.25 | 35.8 | 66.78 |
Ferulic acid | 155.6 | 82.59 | 98.93 | 103.46 | 85.93 | 157.09 | 172.73 | 211.41 | 151.8 | 230.84 | 273.67 | 259.4 | 330.46 | 192.62 |
Tetrahydropalmatine | 177.55 | 152.42 | 164.02 | 112.17 | 119.27 | 160.45 | 109.38 | 119.25 | 102.69 | 43.33 | 81.81 | 64.45 | 38.96 | 81.2 |
Coptisine | 253.52 | 141.21 | 149.96 | 132.52 | 110.31 | 184.39 | 138.94 | 121.61 | 123.71 | 36.43 | 75.06 | 64.15 | 33.94 | 52.13 |
Tetrahydrocoptisine | 81.34 | 55.83 | 59.79 | 36.72 | 33.32 | 64.62 | 35.88 | 39.81 | 32.62 | 19.06 | 38.56 | 32.3 | 16.49 | 39.95 |
Tetrahydroberineper | 22.81 | 19 | 23.05 | 12.58 | 18.69 | 26.86 | 12.25 | 13.1 | 11.08 | 5.64 | 11.99 | 10.18 | 4.3 | 11.35 |
Corydaline | 132.19 | 98.41 | 122.47 | 51.16 | 67.91 | 124.4 | 45.23 | 61.93 | 40.66 | 17.06 | 57.79 | 50.51 | 17.15 | 51.77 |
Palmatine | 193.22 | 104.11 | 98.49 | 131.12 | 93.58 | 146.23 | 163.81 | 136.34 | 135.15 | 45.25 | 79.9 | 80.54 | 46.17 | 75.24 |
Salvianolic acid B | 20,674.32 | 2583.65 | 2655.05 | 15,835.48 | 2532.11 | 2135.44 | 14,172.63 | 9504.99 | 10,043.33 | 13,626.23 | 2166.91 | 5100.94 | 16,852.62 | 5460.88 |
Berberine | 41.06 | 23.61 | 25.05 | 27.7 | 24.24 | 36.55 | 34.16 | 28.26 | 29.34 | 10.89 | 40.74 | 45.81 | 14.56 | 17.07 |
Salvianolic acid A | 814.45 | 640.97 | 735.76 | 1017.09 | 998.76 | 666.93 | 1113.39 | 831.28 | 1112.67 | 717.89 | 329.76 | 196.28 | 509.48 | 385.02 |
Total amount | 27,262.41 | 8775.58 | 9009.87 | 22,943.24 | 9431.9 | 8631.3 | 21,762.96 | 17,318.88 | 16,348.08 | 23,341.42 | 9799.34 | 12,704.03 | 27,410.02 | 12,013.32 |
2.4. Quantitative Analysis of Fifteen Compounds in JTT Samples
2.5. Marker Compound Selection for Quality Control of Complex TCMP
3. Experimental
3.1. Chemicals and Reagents
3.2. Sample Preparation
3.2.1. Preparation of the JTT Analytical Sample
3.2.2. Preparation of Standard Solutions
3.3. Liquid Chromatography Conditions
3.4. Mass Spectrometric Conditions
4. Conclusions
Acknowledgements
Author Contributions
Conflicts of Interest
References
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- Sample Availability: Samples of the protopine, tetrahydropalmatine, coptisine, amygdalin, caffeic acid, danshensu, hydroxysafflor yellow A, ferulic acid, tetrahydrocoptisine, tetrahydroberineper, corydaline, palmatine, berberine, salvianolic acid A and salvianolic acid B are available from the authors.
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Wang, S.; Fu, P.; Liu, L.; Wang, L.; Peng, C.; Zhang, W.; Liu, R. Simultaneous Determination of Fifteen Constituents of Jitai Tablet Using Ultra High-Performance Liquid Chromatography Coupled with Triple Quadrupole Electrospray Tandem Mass Spectrometry. Molecules 2014, 19, 1635-1650. https://doi.org/10.3390/molecules19021635
Wang S, Fu P, Liu L, Wang L, Peng C, Zhang W, Liu R. Simultaneous Determination of Fifteen Constituents of Jitai Tablet Using Ultra High-Performance Liquid Chromatography Coupled with Triple Quadrupole Electrospray Tandem Mass Spectrometry. Molecules. 2014; 19(2):1635-1650. https://doi.org/10.3390/molecules19021635
Chicago/Turabian StyleWang, Shuping, Peng Fu, Lei Liu, Lingling Wang, Chengcheng Peng, Weidong Zhang, and Runhui Liu. 2014. "Simultaneous Determination of Fifteen Constituents of Jitai Tablet Using Ultra High-Performance Liquid Chromatography Coupled with Triple Quadrupole Electrospray Tandem Mass Spectrometry" Molecules 19, no. 2: 1635-1650. https://doi.org/10.3390/molecules19021635