QUANTITATIVE MEASUREMENT OF DELTA-9-TETRAHYDROCANNABINOL AND 2 MAJOR METABOLITES IN PHYSIOLOGICAL SPECIMENS USING CAPILLARY COLUMN GAS-CHROMATOGRAPHY NEGATIVE-ION CHEMICAL IONIZATION MASS-SPECTROMETRY
QUANTITATIVE MEASUREMENT OF DELTA-9-TETRAHYDROCANNABINOL AND 2 MAJOR METABOLITES IN PHYSIOLOGICAL SPECIMENS USING CAPILLARY COLUMN GAS-CHROMATOGRAPHY NEGATIVE-ION CHEMICAL IONIZATION MASS-SPECTROMETRY
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DOI：
10.1002/bms.1200100503
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发表时间：
1983-01-01
期刊：
影响因子：
--
通讯作者：
CHINN, DM
中科院分区：
文献类型：
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作者：
FOLTZ, RL;MCGINNIS, KM;CHINN, DM
Δ9-四氢大麻酚及其两种代谢物，11-羟基-Δ9-四氢大麻酚和11-去甲-9-羧基-Δ9-四氢大麻酚，可以通过一种新的检测方法在单个1毫升血液、血浆或尿液样本中进行测量，该检测方法将相对快速的提取程序与毛细管柱气相色谱法和负离子化学电离质谱法相结合。将每种大麻素的氘标记类似物添加到生理样本中作为内标。从每个样品中获得两种提取物：含有 Δ9-四氢大麻酚和 11-羟基-Δ9-四氢大麻酚的中性馏分，以及含有 11-正-9-羧基-Δ9-四氢大麻酚的酸性馏分。中性馏分用三氟乙酸酐处理衍生化；酸部分首先用 BF3-甲醇处理，然后与三氟乙酸酐反应。在电子捕获化学电离条件下，衍生化的 Δ9-四氢大麻酚和 11-去甲-9-羧基-Δ9-四氢大麻酚提供丰富的分子阴离子，非常适合选择性离子监测。 HO-THC-三氟乙酸盐的负离子化学电离谱显示没有分子阴离子。因此，羟基代谢物的定量是通过监测由其分子阴离子中 CF3CO2 损失而形成的碎片离子来实现的。可靠测量的限度被认为是 11-去甲-9-羧基-Δ9-四氢大麻酚为 0.1 ng ml-1，Δ9-四氢大麻酚为 0.2 ng ml-1，11-羟基-Δ9-四氢大麻酚为 0.5 ng ml-1。给出了该测定法在具有医学法律重要性的标本分析中的应用的四个示例。
Δ9‐Tetrahydrocannabinol and two of its metabolites, 11‐hydroxy‐Δ9‐tetrahydrocannabinol and 11‐nor‐9‐carboxy‐Δ9‐tetrahydrocannabinol, can be measured in a single 1‐ml sample of blood, plasma, or urine by a new assay which combines a relatively rapid extraction procedure with capillary column gas chromatography and negative ion chemical ionization mass spectrometry. Deuterium‐labeled analogs of each cannabinoid are added to the physiological specimen as internal standards. Two extracts are obtained from each sample: a neutral fraction containing Δ9‐tetrahydrocannabinol and 11‐hydroxy‐Δ9‐tetrahydrocannabinol, and an acid fraction containing 11‐nor‐9‐carboxy‐Δ9‐tetrahydrocannabinol. The neutral fraction is derivatized by treatment with trifluoroacetic anhydride; the acid fraction is first treated with BF3‐methanol followed by reaction with trifluoroacetic anhydride. Under electron‐capture chemical ionization conditions the derivatized Δ9‐tetrahydrocannabinol and 11‐nor‐9‐carboxy‐Δ9‐tetrahydrocannabinol give abundant molecular anions ideally suited for selected ion monitoring. The negative ion chemical ionization spectrum of the HO‐THC‐trifluoroacetate shows no molecular anion. Consequently, quantitation of the hydroxy metabolite is achieved by monitoring a fragment ion formed by loss of CF3CO2from its molecular anion. The limits of reliable measurement are judged to be 0.1ng ml‐1for 11‐nor‐9‐carboxy‐Δ9‐tetrahydrocannabinol, 0.2 ng ml−1for Δ9‐tetrahydrocannabinol and 0.5 ng ml−1for 11‐hydroxy‐Δ9‐tetrahydrocannabinol. Four examples are given of the application of the assay to the analysis of specimens of medico‐legal importance.