Table 2.
LC/MS data and assignment of 15 bioactive constituents in PR extract.
| No. | t R (min) | ∆P b (%, n = 3) | UV λmax (nm) | [M+H]+ ([M+Na]+) m/z | ESI-MSn(+) m/z (abundance) | [M-H]− m/z | ESI-MSn(-) m/z (abundance) | Predicted formula | Meas. (m/z) | Pred. (m/z) | Diff. (ppm) | DBE | Assigned identification |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| P1 | 31.593 | 81.43 ± 14.91 | 200 | 409.1899 | MS2 (409):247 (100) | 407.0915 | MS2 (407):361 (100), 362 (23), 354 (16), 283 (16), 248 (15), 108 (15), 230 (14), 219 (14), 202 (14), 154 (12), 104 (11) | C23H36O6 | 408.1502 | 408.2597 | -1.568 | 6 | Unidentified |
| P2 | 44.173 | 93.26 ± 9.12 | 220, 255 | 367.1151 | MS2 (367):209 (100), 210 (10) | 365.2104 | MS2 (365):329 (100), 191 (10), 298 (10) | C18H6O9 | 366.2184 | 366.0030 | -1.73 | 16 | (−)-cis-(3′R,4′R)-3′-angeloylkhellactone or (−)-cis-(3′R,4′R)-4′-angeloylkhellactone |
| P3 | 49.950 | 92.16 ± 5.36 | 325 | 367.1154 | MS2 (367):267 (100), 203 (16) MS2 (345):203 (100), 204 (14), 187 (10) MS3 (203):203 (100), 175 (27), 204 (15) |
343.9714 | MS2 (343):99 (100), 261 (91), 203 (75), 175 (32), 262 (25), 280 (15), 243 (12), 229 (11) MS3 (261):203 (100), 175 (76), 69 (64), 145 (53), 189 (42), 223 (22), 161 (21), 119 (21), 89 (17), 195 (11), 118 (11), 186 (11) |
C12H8O12 | 344.1154 | 344.0040 | -2.99 | 9 | Pd-C-I |
| P4 | 51.160 | 93.83 ± 12.52 | 200, 325 | 367.1143 | MS2 (367):267 (100), 203 (23), 204 (15), 268 (14), 367 (12) | 365.2106 | — | C18H6O9 | 366.2145 | 366.0030 | -1.73 | 16 | (−)-cis-(3′R,4′R)-3′-angeloylkhellactone or (−)-cis-(3′R,4′R)-4′-angeloylkhellactone |
| P5 | 53.397 | 89.59 ± 16.01 | 325 | 367.1150 | MS2 (367):267 (15) | 343.1196 | MS2 (343):215 (100), 99 (60), 95 (16), 69 (12), 172 (10), 151 (10) | C12H8O12 | 344.1270 | 344.0040 | -2.99 | 9 | (+)-trans-(3′S, 4′R)-3′-angeloylkhellactone |
| P6 | 58.633 | 73.81 ± 10.45 | 200, 325 | 376.1389 | MS2 (376):245 (100), 227 (50), 287 (17), 246 (14) MS2 (245):203 (84), 175 (24), 145 (20), 246 (15), 204 (13) |
351.2317 | MS2 (351):59 (100), 277 (75), 351 (75), 352 (16), 278 (13) | C17H20O8 | 352.2133 | 352.1200 | 13.44 | 8 | Unidentified |
| P7 | 60.897 | 65.58 ± 8.96 | 200, 255, 320 | 369.0947 | MS2 (369):267 (100), 369 (30), 203 (22), 309 (19), 227 (10) MS3 (267):143 (100), 102 (82), 161 (60), 184 (53), 267 (43), 269 (36), 145 (21), 238 (13), 91 (10) |
— | MS2 (345):299 (100), 277 (65), 300 (22), 69 (21), 95 (16), 278 (14) | C18H18O7 | 346.1107 | 346.0947 | 15.30 | 10 | Qianhucoumarin D |
| aP8 | 63.003 | 73.82 ± 7.96 | 200, 325 | 409.1261 | MS2 (409):245 (100), 227 (41) MS3 (245):189 (100), 144 (77), 180 (32), 175 (32), 163 (30), 187 (24), 161 (24), 186 (20), 83 (17), 198 (11) |
385.3148 | — | C21H22O7 | 386.3178 | 386.1410 | 10.35 | 11 | Praeruptorin A |
| P9 | 63.300 | 72.95 ± 8.36 | 200, 325 | 409.1261 | MS2 (409):245 (100), 309 (93), 227 (35), 409 (30), 83 (25), 310 (21), 246 (17) MS3 (245):175 (48), 189 (16), 246 (16), 217 (15), 187 (14) |
385.3148 | — | C21H22O7 | 386.3178 | 386.1410 | 10.35 | 11 | Unidentified |
| P10 | 68.660 | 71.51 ± 9.92 | 200, 325 | 411.1402 | MS2 (411):217 (100), 175 (83), 187 (71), 92 (56), 201 (51), 83 (42), 69 (42), 53 (36) | 387.1149 | — | C21H24O7 | 388.1180 | 388.1570 | -4.26 | 10 | Peucedanocoumarin I |
| P11 | 69.150 | 84.02 ± 8.36 | 205 | 449.1563 | MS2 (449):245 (100), 227 (71), 246 (17), 175 (14), 228 (13) | 425.3047 | — | C22H18O9 | 426.2538 | 426.0990 | 12.83 | 14 | Unidentified |
| aP12 | 69.713 | 71.44 ± 9.38 | 200 | 449.1562 | MS2 (449):83 (100), 227 (21), 349 (13) | 425.3046 | C24H26O7 | 426.2535 | 426.0990 | 12.83 | 14 | Praeruptorin B | |
| aP13 | 70.043 | 86.51 ± 9.38 | 200 | 449.1658 | MS2 (449):83 (100), 227 (30), 55 (17), 349 (17), 327 (13) | 425.3046 | — | C24H26O7 | 426.2538 | 426.0990 | 12.83 | 14 | Praeruptorin D |
| P14 | 71.390 | 83.44 ± 10.32 | 200 | 449.1572 | MS2 (449):409 (100) | 425.3050 | C24H26O7 | 426.2535 | 426.0990 | 12.83 | 14 | Unidentified | |
| aP15 | 71.927 | 89.21 ± 13.59 | 200 | 451.1780 | MS2 (451):227 (37), 327 (17), 349 (15) | 427.2556 | — | C24H28O7 | 428.3917 | 428.1890 | -6.90 | 11 | Praeruptorin E |
aCompared with standards. bΔP was calculated using the following equation: ΔP = (P e–P c)/P e × 100, where P e and P c are the peak areas in the experiment and control, respectively. Data were obtained from 3 independent experiments and are expressed as mean ± SD.