Table 1.
Metabolites detected by UPLC-QTOF-MS in in all tissues (root, stem, leaf, and flower) of T. wilfordii, and suspension cells as well as the mediums.
| Metabolite Number in Fig. 1 |
RT [min] |
Formula | [M+H]+ Calculated Observed |
Error [Δppm] |
MS/MS signal patterns (% relative abundance) |
Auth. strd. confirmed |
Tentative ID |
|
|---|---|---|---|---|---|---|---|---|
| Celafurine (1) | 0.53 | C21H27O3N3 | 370.2131 | 370.2140 | 2.4 | 370(7.2), 317(18.1), 305(37.1), 287(54.1), 263(25.6), 179(26.1), 139(62.3), 127(35.9), 100(21.1) | √ | |
| Unknown alkaloid (2) | 0.67 | C20H27O2N5 | 370.2243 | 370.2270 | 7.3 | 370(11.3), 265(3.4), 249(5.8), 166(9.9), 161(16.1), 160(100), 131(5.6), 100(23.9) | ||
| Unknown alkaloid (3) | 0.81 | C21H33O5N | 380.2437 | 380.2437 | 0 | 380(13.1), 275(2.2), 259(4.0), 188(3.5), 176(8.4), 161(14.0), 105(36.8), 100(13.5) | ||
| Unknown alkaloid (4) | 1.30 | C23H35O5N | 406.2593 | 406.2601 | 2.0 | 406(20.9), 301(5.4), 258(6.2), 188(7.7), 161(12.3), 160(99.2), 131(100), 103(13.2) | ||
| Triptolide (5) | 2.35 | C20H24O6 | 361.1651 | 361.1656 | 1.4 | 361(100), 279(2.1), 250(2.2), 201(5.1), 157(2.9), 145(3.6), 108(6.6), 105(2.6) | √ | |
| Tripfordine A (6) | 2.35 | C36H45O18N | 780.2715 | 780.2704 | 1.4 | 780(52.2), 752(100), 734(24.1), 674(11.7), 632(11.7), 204(10.4), 194(29.7), 176(23.8), 158(2.4) | √ | |
| 2-O-deacetyl-euonine (7) | 3.71 | C36H45O17N | 764.2766 | 764.2759 | 0.9 | 764(100), 746(51.2), 686(16.8), 644(8.9), 206(72.0), 160(2.9) | √ | |
| Alatusinine (8) | 3.92 | C38H47O19N | 822.2821 | 822.2823 | 0.2 | 822(41.3), 794(100), 776(12.2), 674(12.0), 250(6.2), 194(17.2), 176(19.1), 160(6.5) | √ | |
| Triptonide (9) | 4.73 | C20H22O6 | 359.1495 | 359.1500 | 1.4 | 359(100), 197(1.6), 171(2.1), 143(3.1), 107(3.0) | √ | |
| Unknown alkaloid (10) | 5.85 | C35H46O20N3 | 828.2675 | 828.2670 | 0.6 | 828(43.1), 806(100), 788(25.9), 746(18.8), 686(20.6), 644(3.6), 206(40.6), 178(10.2) | ||
| Unknown alkaloid (11) | 6.52 | C35H46O20N3 | 828.2675 | 828.2673 | 0.2 | 828(37.9), 806(100), 788(50.0), 746(48.6), 704(14.8), 686(12.0), 609(5.9), 206(21.5), 160(6.5) | ||
| Hypoglaunine C (12) | 7.67 | C43H49O19N | 884.2977 | 884.2984 | 0.8 | 884(69.0), 856(100), 838(15.0), 674(12.1), 194(11.3), 176(14.4), 105(6.4) | √ | |
| Neotriptophenolide (13) | 7.88 | C21H26O4 | 343.1909 | 343.1931 | 6.4 | 343(86.4), 301(17.8), 297(36.9), 257(22.3), 255(100), 240(32.6), 205(50.2), 177(18.8), 163(35.1), 137(10.7) | √ | |
| Triptophenolide (14) | 8.44 | C20H24O3 | 313.1804 | 313.1822 | 5.7 | 313(31.0), 271(9.7), 253(9.1), 225(47.8), 206(100), 178(20.4), 133(10.6), 106(16.1) | √ | |
| Wilforgine (15) | 8.44 | C41H47O19N | 858.2821 | 858.2871 | 5.8 | 858(100), 840(22.3), 798(9.4), 780(4.8), 746(8.3), 686(15.4) | √ | |
| Triptinin B (16) | 8.65 | C20H26O3 | 315.1960 | 315.1969 | 2.9 | 297(33.8), 279(24.2), 269(27.8), 255(100), 237(47.8), 227(41.5), 213(34.4), 197(29.2), 185(38.6), 171(78.1), 157(34.7), 149(40.4), 147(48.0), 133(39.8), 105(12.0) | √ | |
| Triptoquinonide (17) | 9.21 | C20H22O4 | 327.1596 | 327.1611 | 4.6 | 327(100), 309(6.0), 281(77.6), 263(24.5), 253(24.1), 239(62.4), 224(17.4), 211(18.6), 193(15.0), 169(16.7), 165(12.1), 143(6.9), 119(7.9), 108(5.9) | √ | |
| Wilfornine A (18) | 9.81 | C45H51O20N | 926.3083 | 926.3055 | 3.0 | 926(38.5), 804(100), 760(11.3), 744(6.1), 684(6.0), 204(6.6) | √ | |
| Wilforine (19) | 10.41 | C43H49O18N | 868.3028 | 868.3049 | 2.4 | 868(100), 850(33.6), 808(12.6), 746(14.6), 686(25.2), 206(30.7), 178(7.1), 105(4.8) | √ | |
| Wilfornine F (20) | 10.97 | C41H47O17N | 826.2922 | 826.2901 | 2.5 | 826(74.4), 812(100), 808(38.6), 748(6.6), 310(4.7), 206(43.4), 105(5.6) | √ | |
| Triptonoterpene methyl ether (21) | 12.93 | C21H30O3 | 331.2273 | 331.2281 | 2.4 | 316(17.6), 301(16.0), 271(21.3), 245(21.3), 231(19.9), 206(59.6), 201(27.4), 179(100), 163(31.5), 137(24.6), 109(9.0), 105(6.2) | √ | |
| Demethylzeylasteral (22) | 14.85 | C29H36O6 | 481.2590 | 481.2603 | 2.7 | 481(100), 463(3.2), 245(6.5), 231(62.1), 213(5.0), 203(14.4), 161(1.5), 147(4.5), 121(1.8), 109(4.6) | √ | |
| Wilfordinine I (23) | 15.41 | C48H51O19N | 946.3134 | 946.3094 | 4.2 | 946(41.0), 918(7.8), 846(12.7), 824(100), 764(6.8), 746(4.4), 625(2.0), 204(5.8) | √ | |
| Wilfornine C (24) | 15.97 | C50H53O20N | 988.3239 | 988.3201 | 3.8 | 988(34.1), 960(5.5), 942(3.9), 920(1.9), 888(1.8), 866(100), 848(6.5), 822(4.8), 806(3.8), 788(1.6), 764(3.9), 746(3.9), 204(4.7), 105(4.4) | √ | |
| Dehydroabietic acid (25) | 17.76 | C20H28O2 | 301.2168 | 301.2163 | 1.7 | 173(83.1), 171(8.0), 159(16.7), 140(25.4), 133(60.1), 131(100), 106(58.6) | √ | |
| Unknown alkaloid (26) | 18.42 | C34H35O9N4 | 643.2404 | 643.2399 | 0.8 | 643(100), 583(59.2), 555(21.5), 495(15.2), 469(3.1), 441(3.0), 118(0.9) | ||
| Celastrol (27) | 20.00 | C29H38O4 | 451.2848 | 451.2864 | 3.5 | 451(3.1), 215(15.5), 202(16.7), 201(100), 186(7.9), 153(11.3), 128(8.5), 115(7.1) | √ | |
| Unknown alkaloid (28) | 20.69 | C29H42O10N4 | 607.2979 | 607.2989 | 1.6 | 607(100), 547(33.2), 461(3.7) | √ | |