MacLeod A Kenneth, McLaughlin Lesley A, Henderson Colin J, Wolf C Roland
Division of Cancer Research, Level 9, Jacqui Wood Cancer Centre, School of Medicine, University of Dundee, Dundee, DD1 9SY, United Kingdom.
Division of Cancer Research, Level 9, Jacqui Wood Cancer Centre, School of Medicine, University of Dundee, Dundee, DD1 9SY, United Kingdom
Drug Metab Dispos. 2017 Jan;45(1):17-22. doi: 10.1124/dmd.116.073437. Epub 2016 Oct 18.
Tamoxifen is an estrogen receptor antagonist used in the treatment of breast cancer. It is a prodrug that is converted by several cytochrome P450 enzymes to a primary metabolite, N-desmethyltamoxifen (NDT), which is then further modified by CYP2D6 to a pharmacologically potent secondary metabolite, 4-hydroxy-N-desmethyltamoxifen (endoxifen). Antidepressants (ADs), which are often coprescribed to patients receiving tamoxifen, are also metabolized by CYP2D6 and evidence suggests that a drug-drug interaction between these agents adversely affects the outcome of tamoxifen therapy by inhibiting endoxifen formation. We evaluated this potentially important drug-drug interaction in vivo in mice humanized for CYP2D6 (hCYP2D6). The rate of conversion of NDT to endoxifen by hCYP2D6 mouse liver microsomes (MLMs) in vitro was similar to that of the most active members of a panel of 13 individual human liver microsomes. Coincubation with quinidine, a CYP2D6 inhibitor, ablated endoxifen generation by hCYP2D6 MLMs. The NDT-hydroxylation activity of wild-type MLMs was 7.4 times higher than that of hCYP2D6, whereas MLMs from Cyp2d knockout animals were inactive. Hydroxylation of NDT correlated with that of bufuralol, a CYP2D6 probe substrate, in the human liver microsome panel. In vitro, ADs of the selective serotonin reuptake inhibitor class were, by an order of magnitude, more potent inhibitors of NDT hydroxylation by hCYP2D6 MLMs than were compounds of the tricyclic class. At a clinically relevant dose, paroxetine pretreatment inhibited the generation of endoxifen from NDT in hCYP2D6 mice in vivo. These data demonstrate the potential of ADs to affect endoxifen generation and, thereby, the outcome of tamoxifen therapy.
他莫昔芬是一种用于治疗乳腺癌的雌激素受体拮抗剂。它是一种前体药物,经多种细胞色素P450酶转化为主要代谢产物N-去甲基他莫昔芬(NDT),然后NDT再由CYP2D6进一步修饰为具有药理活性的次要代谢产物4-羟基-N-去甲基他莫昔芬(依西美坦)。抗抑郁药(ADs)常与接受他莫昔芬治疗的患者联用,且同样经CYP2D6代谢,有证据表明这些药物之间的药物相互作用会通过抑制依西美坦的形成对他莫昔芬治疗的结果产生不利影响。我们在人源化CYP2D6(hCYP2D6)的小鼠体内评估了这种潜在的重要药物相互作用。体外实验中,hCYP2D6小鼠肝微粒体(MLMs)将NDT转化为依西美坦的速率与13个人肝微粒体组成的小组中活性最高的成员相似。与CYP2D6抑制剂奎尼丁共同孵育可消除hCYP2D6 MLMs产生依西美坦的能力。野生型MLMs的NDT羟基化活性比hCYP2D6高7.4倍,而来自Cyp2d基因敲除动物的MLMs则无活性。在人肝微粒体小组中,NDT的羟基化与CYP2D6探针底物布非洛尔的羟基化相关。体外实验中,选择性5-羟色胺再摄取抑制剂类抗抑郁药对hCYP2D6 MLMs催化NDT羟基化的抑制作用比三环类化合物强一个数量级。在临床相关剂量下,帕罗西汀预处理可在体内抑制hCYP2D6小鼠体内NDT生成依西美坦。这些数据表明抗抑郁药有可能影响依西美坦的生成,进而影响他莫昔芬治疗的结果。