Table 3.
Urinary metabolites (and their putative identities) detected in mice following the administration of RPQ and SPQ
| Mass (M + 1) | Retention time (min) | Description | Relative presence | |
|---|---|---|---|---|
| RPQ | SPQ | |||
| 246.1585 | 4.3 | Demethylated primaquine | + | + |
| 260.1408 | 1.87 | Primaquine-o-quinone | + | + |
| 261.1609 | 8.7 | Oxidative deamination to primaquine alcohol | ++ | + |
| 274.1544 | 2.35 | Hydroxylation and quinone-imine formation | + | − |
| 276.1690 | 4.18 | 2-Hydroxy-primaquine | − | + |
| 276.1691 | 4.88 | 3-Hydroxy-primaquine | + | − |
| 289.1531 | 10.04 | CarboxyPQ o-quinone | + | − |
| 290.1510 | 3.45 | Dihydroxy-PQ quinone imine | + | − |
| 332.1604 | 7.7 | Acetylated dihydroxy-PQ quinone-imine | ++ | + |
| 422.1929 | 2.3 | Demethylation + glucuronidation | + | + |
| 422.2266 | 4.9 | Glycosylated primaquine | + | + |
| 452.2027 | 1.9 | Hydroxy-primaquine glucuronide | − | + |
| 452.2027 | 2.37 | Hydroxy-primaquine glucuronide | + | − |
| 452.2027 | 3.4 | Hydroxy-primaquine glucuronide | + | + |
| 452.2027 | 4.3 | Hydroxy-primaquine glucuronide | − | + |
| 467.1642 | 5.6 | Glucuronide of hydroxylated carboxyprimaquine | − | + |
| 467.1642 | 7.27 | Glucuronide of hydroxylated carboxyprimaquine | + | − |
| 480.1989 | 7.9 | Primaquine-N-carbamoyl glucuronide | + | + |
| 494.2125 | 3.0 | Primaquine acetylation, hydroxylation and glucuronidation | + | − |
| 494.2125 | 2.9 | Primaquine acetylation, hydroxylation and glucuronidation | − | + |
| 494.2125 | 4.7 | Primaquine acetylation, hydroxylation and glucuronidation | − | + |
(−) denotes the absence of the metabolite. Where present in both enantiomers, relative amount is denoted with (+) and (++) denoting low and high amounts respectively