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. 2022 Feb 5;21:33. doi: 10.1186/s12936-022-04054-4

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