Graziani Manuela, Antonilli Letizia, Togna Anna Rita, Brusadin Valentina, Viola Stefania, Togna Giuseppina, Badiani Aldo, Nencini Paolo
Department of Human Physiology and Pharmacology Vittorio Erspamer, University of Rome Sapienza, Piazzale Aldo Moro 5, Rome, Italy.
Drug Alcohol Depend. 2008 Dec 1;98(3):179-84. doi: 10.1016/j.drugalcdep.2008.05.008. Epub 2008 Jul 1.
Liver metabolism of morphine leads to the formation of morphine-3-glucuronide (M3G) and morphine-6-glucuronide (M6G), the latter possessing strong opioid activity that however differs from that of the parent compound. In previous studies conducted in rats we have shown that repeated in vivo exposure to phenanthrene class of mu opioid receptor (MOR) agonists or antagonists (heroin, morphine, and naltrexone), but not to non-phenanthrene class of MOR agonist methadone, affects morphine glucuronidation by liver microsomes.
In the present study, we measured the in vitro formation of M3G and M6G by rat hepatocytes incubated for 120 min with morphine (0.1-1.0 mM) after 72h pre-incubation with one of the following MOR agonists: heroin (3.3 or 6.6 microM), morphine (7.8 microM), or methadone (12 microM). The MOR antagonist naltrexone (10 or 25 microM) was also tested, alone or in combination with heroin. The amount of M3G and M6G synthesized was then measured by HPLC method.
Heroin inhibited M3G synthesis and induced the formation of M6G, which under basal conditions is not synthesized in rats. Heroin effects were not blocked by naltrexone. Morphine, but not methadone, produced effects similar to those of heroin but more modest in intensity. Pre-incubation with naltrexone alone slightly increased M3G synthesis, but had no effect on M6G formation.
These results are in agreement with those of previous ex vivo studies and indicate that exposure to heroin or, to a lesser extent, morphine, can affect morphine glucuronidation via direct non-opioid actions on the hepatocytes.
吗啡在肝脏中的代谢会导致吗啡 - 3 - 葡萄糖醛酸苷(M3G)和吗啡 - 6 - 葡萄糖醛酸苷(M6G)的形成,后者具有很强的阿片样活性,但其与母体化合物的活性不同。在之前对大鼠进行的研究中,我们发现,体内反复暴露于菲类μ阿片受体(MOR)激动剂或拮抗剂(海洛因、吗啡和纳曲酮),而非非菲类MOR激动剂美沙酮,会影响肝脏微粒体对吗啡的葡萄糖醛酸化作用。
在本研究中,我们在大鼠肝细胞与以下MOR激动剂之一预孵育72小时后,用吗啡(0.1 - 1.0 mM)孵育120分钟,测定M3G和M6G的体外形成情况:海洛因(3.3或6.6 microM)、吗啡(7.8 microM)或美沙酮(12 microM)。还单独或与海洛因联合测试了MOR拮抗剂纳曲酮(10或25 microM)。然后通过高效液相色谱法测定合成的M3G和M6G的量。
海洛因抑制M3G合成并诱导M6G的形成,在基础条件下大鼠不会合成M6G。海洛因的作用未被纳曲酮阻断。吗啡而非美沙酮产生了与海洛因相似但强度较小的作用。单独用纳曲酮预孵育会轻微增加M3G合成,但对M6G形成没有影响。
这些结果与之前的体外研究结果一致,表明暴露于海洛因或在较小程度上暴露于吗啡,可通过对肝细胞的直接非阿片样作用影响吗啡的葡萄糖醛酸化。