Table 1.
Components identified from artificial induced Resina Draconis using UHPLC-QTOF-MS/MS.
| No. | tR/min | [M − H]– | Error/ppm | MS/MS Fragments Ions | Empirical Formula | Identification | Reference Literatures |
|---|---|---|---|---|---|---|---|
| 1 | 0.9 | 351.1284 | –0.2 | 296.9812, 289.1299, 207.0851, 161.0435, 125.0228, 113.0248 | C14H24O10 | unknown | |
| 2 | 2.63 | 413.1445 | –0.7 | 269.1028, 217.0434, 161.0453, 143.0343, 125.0249, 113.0246 | C19H26O10 | unknown | |
| 3 | 2.96 | 413.1437 | –2.7 | 269.1028, 217.0434, 161.0453, 143.0343, 125.0249,113.0246 | C19H26O10 | unknown | |
| 4 * | 3.14 | 487.1818 (M + HCOO–) | 0.4 | 441.1693, 307.1003, 247.0826, 214.0602, 163.0604, 145.0508, 133.0649, 125.0239 | C21H30O10 | unknown | |
| 5 * | 3.66 | 1129.4753 | 0.1 | 983.4068, 967.4224, 866.0862, 784.9418, 762.1688, 696.7462, 645.0305, 496.3572 | C46H82O31 | saponins | |
| 6 * | 3.88 | 967.4213 | –2.2 | 821.3612, 788.3539, 741.3986, 591.3541, 447.3194, 357.0483, 150.9695 | C40H72O26 | saponins | |
| 7 * | 4.05 | 817.422 (M + HCOO–) | –2.2 | 663.2785, 261.0729, 168.0311, 173.0305, 165.0199 | C39H64O15 | Saponins (spirostanol monodesmosides) | |
| 8 * | 4.33 | 689.3203 | 4.4 | 671.3118, 527.2696, 411.1845, 369.1389, 327.1284, 233.0507, 161.1837, 150.4524 | C36H50O13 | unknown | |
| 9 | 4.4 | 933.4703 (M + HCOO–) | 0.1 | 741.4053, 723.3961, 609.3652, 579.3525, 465.3005, 447.3121, 429.3012, 403.2820, 161.0430, 159.0315, 143.0380, 113.0242 | C45H74O20 | saponins | |
| 10 | 4.49 | 1107.5237 (M + HCOO–) | 1.3 | 915.4579, 769.3976, 607.3532, 589.3440, 541.3199, 247.0806, 179.0542, 161.0447, 143.0329, 131.0348, 113.0233 | C51H82O23 | Dracaenoside Q | [14] |
| 11 | 4.6 | 787.4115 (M + HCOO–) | –0.8 | 609.3638, 447.3108, 429.3003, 403.2857, 179.0560, 161.0455, 159.0297, 143.0339, 131.0338, 119.0346, 113.0239 | C38H62O14 | Saponins | |
| 12 | 4.7 | 253.0499 | –0.8 | 235.0349, 224.0459, 208.0515, 196.0493, 180.0578, 135.0086, 117.0346 | C15H10O4 | 7,4′–dihydroxyflavone ** | [15] |
| 13 * | 4.84 | 281.0812 | –0.7 | 265.0502, 237.0547, 221.0622, 209.0598, 194.0729, 181.0645, 167.0500, 149.0234 | C17H14O4 | 5,4′-dimethoxy-7-hydroxyflavylium # | [16] |
| 14 * | 4.97 | 299.0912 | –2.3 | 193.0507, 178.0277, 149.0605, 139.0403, 117.0344 | C17H16O5 | 5,7,4′-trihydroxy-6-methyl-dihydrohomoisoflavone | [13] |
| 15 * | 5.07 | 283.0603 | –1.1 | 268.0374, 240.0429, 211.0405, 196.0546, 183.0444, 135.0089 | C16H12O5 | thevetiaflavone | [16] |
| 16 * | 5.11 | 1109.5398 (M + HCOO–) | –0.7 | 917.4685, 901.4780, 755.4103, 593.3311, 247.0828, 199.0430, 179.0604, 163.0623, 119.0364, 113.0261 | C51H84O23 | protogracillin ** | [14] |
| 17 | 5.64 | 287.0914 | –1.7 | 271.0491, 177.0198, 151.0403, 147.0445, 134.0370, 124.0161, 120.0211, 108.0219 | C16H16O5 | loureirin D ** | [13] |
| 18 * | 6.31 | 269.0811 | –1.1 | 253.0495, 225.0549, 211.0393, 161.0240, 136.0159, 117.0338 | C16H14O4 | 4,4′- dihydroxy-2′-methoxyl-chalcone | [17] |
| 19 * | 6.41 | 269.0812 | –0.7 | 253.0486, 229.4882, 209.0552, 163.0389, 148.0151, 135.0073, 119.0496, 109.0280 | C16H14O4 | 2,4′-dihydroxy-2′-methoxychalcone | [15] |
| 20 * | 6.48 | 269.0810 | –1.5 | 253.0464, 237.0530, 201.4554, 163.0385, 148.0148, 135.0431, 119.0487, 109.0276 | C16H14O4 | 7,4′-dihydroxyhomoisoflavanone | [16] |
| 21 * | 6.62 | 269.0811 | –1.1 | 253.0477, 225.0581, 211.0390, 163.0400, 148.0165, 135.0450, 119.0485, 109.0270 | C16H14O4 | 2′,4′-dihydroxy-2-methoxylchalcone | [16] |
| 22 * | 6.96 | 947.484 (M + HCOO–) | 0.3 | 755.4211, 739.4275, 593.3695, 575.3596, 431.3154, 413.3112, 247.0826, 179.0577, 163.0603, 143.0346, 131.0364, 119.0330 | C45H74O18 | trigofoenoside A # | |
| 23 * | 7.05 | 271.0967 | –1.1 | 253.0498, 187.0408, 177.0198, 165.0199, 151.0041, 145.0299, 119.0504, 107.0138 | C16H16O4 | 7,3,4′-trihydroxy-8-methyl-flavane | [13] |
| 24 * | 7.30 | 271.0965 | –1.8 | 253.0517, 243.0705, 225.0564, 215.0696, 197.0617, 185.0628, 161.0618, 151.0043, 135.0458, 120.0221 | C16H16O4 | 7,4′-dihydroxy-3′-methoxyl-flavane | [13] |
| 25 * | 7.44 | 1093.5447 (M + HCOO–) | 1.1 | 901.4803, 755.4205, 737.4112, 689.3853, 671.3862, 606.6843, 593.3641, 575.3621, 460.5794, 431.3161, 413.3059, 349.1158, 163.0628 | C51H84O22 | protodioscin ** | [14] |
| 26 * | 7.53 | 1093.5413 (M + HCOO–) | 1.2 | 901.4796, 755.4224, 737.4127, 689.3885, 593.3691, 575.3599, 431.3156, 179.0574, 163.0611, 143.0357, 119.0354, 113.0241 | C51H84O22 | protoneodioscin | [14] |
| 27 | 7.58 | 1079.5287 (M + HCOO–) | 0.2 | 901.4780, 887.4639, 739.4208, 689.3886, 593.3665, 577.3621, 431.3163, 340.1174, 247.0835, 205.0723, 179.0560, 163.0625, 131.0351, 119.0346, 113.0249 | C50H82O22 | desgalactotigonin # | |
| 28 * | 7.68 | 257.0809 | –1.9 | 151.0398, 147.0452, 135.0078, 134.0374, 120.0215, 109.0283 | C15H14O4 | 2,4,4′-trihydroxydihydrochalcone | [18] |
| 29 * | 7.94 | 301.1075 | –0.3 | 285.0396, 268.0385, 257.0410, 241.0503, 213.0545, 199.0385, 185.0575, 164.0116, 151.0039, 136.0164 | C17H18O5 | 2,4,4′-trihydroxy-3′-methoxyl-3-methyl-dihydrochalcone | [13] |
| 30 * | 8.02 | 301.0707 | –1.7 | 285.0409, 268.0372, 258.0515, 242.0588, 174.0330, 164.0129, 151.0038, 136.0139 | C16H14O6 | 3,2′,3′,4′-tetrahydroxy-4-methoxyl-chalcone | [13] |
| 31 * | 8.46 | 237.0546 | –2.5 | 208.0531, 193.0663, 180.0579, 165.0709, 153.0710, 143.0498, 135.0087, 132.0213 | C15H10O3 | 7-hydroxyflavone ** | [19] |
| 32 | 8.64 | 299.0915 | –1.3 | 281.0819, 266.0580, 178.0275, 163.0040, 136.016, 108.0216 | C17H16O5 | 7,3′-dihydroxy-4′-methoxyl-dihydrohomoisoflavone | [13] |
| 33 | 8.78 | 285.0758 | –1.8 | 270.1771, 268.9290, 252.2793, 246.3228, 179.0353, 151.0036, 135.0444, 122.0376 | C16H14O5 | 3,2′,4′-trihydroxy-4-methoxyl-chalcone | [20] |
| 34 * | 9.00 | 285.0758 | –1.8 | 267.0646, 243.0655, 215.0707, 199.0771, 187.0404, 165.0198, 119.0507, 121.0301 | C16H14O5 | 7,4′-dihydroxy-5-methoxyflavanone | [16] |
| 35 * | 9.34 | 283.0601 | –1.8 | 265.0530, 250.0248, 239.0720, 224.0503, 215.0722, 163.0407, 135.0460, 121.0299 | C16H12O5 | 3′,7-dihydroxy-4’-methoxylflavone | [21] |
| 36 * | 9.60 | 315.0862 | –2.2 | 299.0552,191.0345,178.0281,165.191,150.0320,134.0373,121.0303,108.0222 | C17H16O6 | 3,7,4′-trihydroxy-5-methoxy homoisoflavanone | [16] |
| 37 * | 10.26 | 301.1077 | 0.3 | 271.1297, 207.0655, 177.0197, 164.0488, 153.0560, 147.0453, 134.0457,120.0220 | C17H18O5 | 4,4′-dihydroxy -2,6-dimethoxydihydrochalcone | [16] |
| 38 * | 10.32 | 285.0759 | –1.4 | 269.0446, 241.0507, 200.0438, 197.0602, 177.0190, 165.0181, 119.0482 | C16H14O5 | 7,4′-dihydroxy-3′-methoxyflavanone | [16] |
| 39 * | 10.34 | 315.0865 | –1.3 | 297.0767, 282.0535, 189.0201, 178.9994, 152.0123, 124.0174 | C17H16O6 | 5,7-dihydroxy-2′,4′-dimethoxyl-isoflavanone | [13] |
| 40 * | 10.42 | 239.0709 | 0.2 | 221.0603, 211.0737, 197.0606, 169.0661, 148.0173, 135.0084, 120.0208, 109.0279 | C15H12O3 | 7-hydroxyflavanone | [19,22] |
| 41 | 11.13 | 281.0808 | –2.5 | 251.0500, 237.0548, 221.0609, 209.0602, 193.0660, 160.0160, 153.0180, 135.0083 | C17H14O4 | 5,7-dimethoxyflavone | [23] |
| 42 | 11.44 | 1135.5547 (M + HCOO–) | –0.2 | 1047.5375, 1029.5267, 943.4902, 901.4797, 883.4693, 755.4202, 737.4052, 689.3869, 673.3993, 593.3668, 575.3519, 497.2161, 431.3281, 413.3172, 247.0783, 205.0778, 179.0491, 163.0622 | C53H86O23 | spongioside B # | [24] |
| 43 * | 12.48 | 253.0405 | 1.6 | 237.0549, 209.0597, 193.0652, 161.0239, 136.0158, 120.0211 | C15H10O4 | 5,7-dihydroxyflavone | [16] |
| 44 * | 12.48 | 283.0965 | –1.8 | 268.0368, 241.0054, 197.0655, 161.0236, 146.0345, 134.0363, 120.0215, 106.0423 | C17H16O4 | 5,7-dimethoxyflavanone | [16] |
| 45 * | 12.66 | 253.0860 | –2.0 | 237.0554, 209.0608, 193.0658, 161.0243, 136.0166, 120.0214, 108.021 | C16H14O3 | 7-methoxydihydroflavone | [25] |
| 46 * | 12.80 | 255.0656 | –0.4 | 213.0561, 185.0613, 171.0456, 164.0122, 151.0041, 145.0662, 136.0166, 107.0139 | C15H12O4 | 7,4′-dihydroxyflavanone | [13] |
| 47 | 12.99 | 329.1019 | –1.8 | 311.0912, 296.0675, 208.0363, 193.0130, 190.0261, 166.0257, 138.0305, 121.0276 | C18H18O6 | cambodianol | [13] |
| 48 * | 13.26 | 285.1123 | –1.4 | 270.0906, 257.0449, 242.0938, 229.0582, 147.0449, 134.0369, 120.0212, 106.0419 | C17H18O4 | loureirin A ** | [13,26] |
| 49 * | 13.69 | 315.1229 | –1.0 | 299.0902, 283.0934, 253.0513, 191.0337, 165.0559, 147.0450, 134.0370, 120.0212 | C18H20O5 | loureirin B ** | [13,26] |
| 50 * | 14.22 | 315.1232 | 0.0 | 300.0907, 283.0933, 206.0605, 191.0368, 165.0552, 147.0471, 134.0449, 120.0205 | C18H20O5 | unknown | |
| 51 | 14.41 | 297.0763 | 0.0 | 281.0450, 265.0530, 253.0509, 237.0547, 225.0542, 209.0599, 195.0456, 176.0114, 151.0037, 130.0424, 125.0247, 107.0136 | C17H14O5 | 7,4′-dihydroxy-5-mehtoxy-8-metllylflavone | [23] |
| 52 | 14.76 | 299.0915 | –1.0 | 284.0689, 255.0996, 193.0474, 178.0253, 150.0305, 122.0355 | C17H16O5 | 7-methoxy-5,4′-dihydroxy-8-methylflavanone | [16] |
| 53 * | 14.95 | 585.2125 (M + HCOO–) | 0.7 | 429.1734, 405.1335, 387.1245, 285.1133, 281.0823, 253.0856, 163.0389, 151.0422, 147.0450, 133.0667 | C33H32O7 | flavonoid dimers | |
| 54 * | 15.13 | 929.4763 | 0.0 | 737.4115, 591.3526, 525.3197, 429.3015, 349.1093, 247.0842, 205.0735, 163.0618 | C45H72O17 | cambodianoside C | [27] |
| 55 * | 15.38 | 239.0706 | –0.8 | 221.0590, 211.0755, 197.0598, 169.0648, 148.0149, 135.0071, 120.0195, 109.0279 | C15H12O3 | 6-hydroxyflavanone | [16] |
| 56 * | 15.47 | 269.0807 | –2.6 | 251.0717, 241.0869, 227.0703, 165.0177, 155.0852, 150.0308, 137.0219, 121.0277 | C16H14O4 | cardamomin | [16] |
Note: Compounds marked with * were found in both AIRD and NRD, compounds marked with # were identified in Resina Draconis for the first time and compounds marked with ** were unambiguously identified with reference.