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Table 3 Urinary metabolites (and their putative identities) detected in mice following the administration of RPQ and SPQ

From: Comparative pharmacokinetics and tissue distribution of primaquine enantiomers in mice

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

+

  1. (−) denotes the absence of the metabolite. Where present in both enantiomers, relative amount is denoted with (+) and (++) denoting low and high amounts respectively