International Journal of Clinical Practice · 2000 · 93 citations · 23 references
MedicinePharmacokineticsPharmacologyClinical PharmacologyPain ManagementPain MedicineAnalgesiaAnalgesic PharmacologyDrug DispositionOpioid AnalgesicsOpioid PharmacologyOpioid TherapyAnalgesic Drug MechanismsAnalgesic EffectsCytochrome P450 2D6Pain PharmacologyPharmacologic Analgesia
SUMMARY Eighty per cent of codeine is conjugated with glucuronic acid to codeine‐6‐glucuronide. Only 5% of the dose is O‐demethylated to morphine, which in turn is immediately glucuronidated at the 3‐ and 6‐ position and excreted renally. Based on the structural requirement of the opiate molecule for interaction with the μ‐receptor to result in analgesia, codeine‐6‐glucuronide in analogy to morphine‐6‐glucuronide must be the active constituent of codeine. Poor metabolisers of codeine, those who lack the CYP450 2D6 isoenzyme for the O‐demethylation to morphine, experience analgesia from codeine‐6‐glucuronide. Analgesia of codeine does not depend on the formation of morphine and the metaboliser phenotype. ( Int J Clin Pract 2000; 54(6): 395‐398)
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Identification of two related pentapeptides from the brain with potent opiate agonist activity
Joel W. Hughes, Terry Smith, H. W. Kosterlitz et al. · Nature · 1975 · 3.8K citations
Analgesic Effect of Morphine Glucuronides
Kyoichi Shimomura, Osamu Kamata, Showa Ueki et al. · The Tohoku Journal of Experimental Medicine · 1971 · 370 citations · Full text
Morphine-6-glucuronide, a potent mu agonist
Gavril W. Pasternak, Richard J. Bodnar, Janet A. Clark et al. · Life Sciences · 1987 · 364 citations