Table 1 LC-MS data for cryptolepine and proposed metabolites
Metabolite code | Retention time (min) | Measured m/z | Proposed MH+ formula | Product ions m/z and proposed neutral loss formula | m/z after H/D exchange | Detected in hepatocyte species | Detected in rat plasma/urine |
|---|---|---|---|---|---|---|---|
M1 | 12.9 | 409.1394 | C22H21N2O6 | 233 (-C6H9O6); MS3 218 (-CH3) | 413 | H | |
M2 | 14.8 | 425.1344 | C22H21N2O7 | 249 (-C6H9O6); MS3 221 (-CO), 234 (-CH3) | 430 | R, H | Urine |
M3 | 14.8 | 267.1129 | C16H15N2O2 | 221 (-CH2O2), 239 (-CO), 249 (-H2O), 252 (-CH3) | 270 | R, H | |
M4 | 15.8 | 425.1343 | C22H21N2O7 | 249 (-C6H9O6); MS3 221 (-CO), 234 (-CH3) | 430 | R, H | |
M5 | 17.1 | 283.1078 | C16H15N2O3 | 211 (-C3H4O2), 225 (-C3H6O), 237 (-CH2O2), 239 (-C2H4O), 255 (-CO), 265 (-H2O), 268 (-CH3) | 287 | R, H | |
M6 | 18.1 | 249.1023 | C16H1 3N2O | 221 (-CO), 231 (-H2O), 234 (-CH3), 235 (-CH2) | 251 | R, H | Urine, plasma |
Cryptolepine | 18.5 | 233.1073 | C16H13N2 | 218 (-CH3), 219 (-CH2) | 234 | R, H | Urine |
M7 | 18.6 | 249.1022 | C16H13N2O | 221 (-CO), 231 (-H2O), 234 (-CH3), 235 (-CH2) | 251 | R, H | |
M8 | 18.7 | 441.1294 | C22H21N2O8 | 222 (-C6H9O6 - C2H3O), 237(-C6H9O6 - CO), 247(-C6H9O6 - H2O), 250(-C6H9O6 - CH3), 265 (-C6H9O6) | 447 | R | |
M9 | 19.2 | 441.1292 | C22H21N2O8 | 222 (-C6H9O6 - C2H3O), 237(-C6H9O6 - CO), 247(-C6H9O6 - H2O), 250(-C6H9O6 - CH3), 265 (-C6H9O6) | 447 | R | Urine |