In vivo metabolism of cannabinol by the mouse and rat and a comparison with the metabolism of Δ1‐tetrahydrocannabinol and cannabidiol

In vivo metabolism of cannabinol by the mouse and rat and a comparison with the metabolism of Δ1‐tetrahydrocannabinol and cannabidiol
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小鼠和大鼠体内大麻酚代谢及与Δ1-四氢大麻酚和大麻二酚代谢的比较

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发表时间:
1977
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影响因子:
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通讯作者:
W. Paton
W. Paton
中科院分区:
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文献类型:
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作者:
D. Harvey;B. Martin;W. Paton

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用气相色谱-质谱法研究了大麻酚在小鼠和大鼠体内的肝脏代谢。大麻酚葡萄糖醛酸苷是大麻酚在小鼠体内的主要代谢物,并伴随着较大量的7-羟基大麻酚、大麻酚-7-OIC酸及其相应的葡萄糖醛酸偶联物。在大鼠体内发现了较低浓度的葡萄糖醛酸苷。发现两个系列的二取代代谢物在侧链的1英寸-4英寸位置含有7-羟基或7-羧酸基和第二羟基。这些物质在小鼠体内浓度较低,而在大鼠体内浓度较高;在后一种动物中,1英寸羟基代谢物特别丰富。在大鼠的肝脏中也发现了少量的侧链单羟基代谢物和更多的4英寸,5英寸-双去甲大麻酚-3英寸-OIC酸;这些在小鼠中是不存在的。利用三甲基硅基(TMS)、[2H9]TMS和甲酯-TMS衍生物,以及用氢化铝锂将酸性代谢物还原为相应的醇来鉴定代谢物。
: The in vivo liver metabolism of cannabinol has been studied in the mouse and rat by combined gas chromatography and mass spectrometry. Cannabinol glucuronide was the major metabolite of cannabinol in the mouse and was accompanied by relatively large amounts of 7-hydroxycannabinol, cannabinol-7-oic acid and their corresponding glucuronide conjugates. Lower concentrations of glucuronides were found in the rat. Two series of disubstituted metabolites were found containing either a 7-hydroxyl or a 7-carboxylic acid group and a second hydroxyl group in the 1 inch-4 inch positions of the sidechain. These were of low concentration in the mouse but higher in the rat; 1 inch-hydroxy metabolites were particularly abundant in the latter species. Also found in the rat livers were small amounts of sidechain monohydroxy metabolites and larger quantities of 4 inches, 5 inches-bisnorcannabinol-3 inches-oic acid; these were absent in the mouse. The metabolites were identified using the trimethylsilyl (TMS), [2H9] TMS and methyl ester-TMS derivatives, and by reduction of acid metabolites with lithium aluminium deuteride to the corresponding alcohols.