HPLC Analysis of Stereoisomers of Phenethylamine and its Application to Forensic Toxicology.

苯乙胺立体异构体的 HPLC 分析及其在法医毒理学中的应用。

• 批准号: 01570342
• 负责人: NAGAI Toshiaki
• 金额: $ 0.83万
• 依托单位: Dokkyo University School of Medicine.
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for General Scientific Research (C)
• 财政年份: 1989
• 资助国家: 日本
• 起止时间: 1989 至 1990
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-01570342/
• 关键词: Forensic Toxicology; Methamphetamines; Optical isomer; HPLC analysis; Rat and human; Stereoselective metabolism; Urine; 法医学的応用; ラット; ヒト; 立体選択性代謝; Amphetamine; 尿; 高速液体クロマトグラフィ-

Simultaneous identification of optical isomers (d and 1) of methamphetamine (MAMP), amphetamine (AMP), para (p) -hydroxy (OH) -MAMP and para (p) -hydroxy (OH) -AMP in rat urine was attempted by high-performance liquid chromatography (HPLC). They were determined as Benzoyl derivatives, After administration of d- or 1-isomer (15mg/kg), only d- or 1-isomers of the above mentioned metabolites were found in rat urine. In rats administered racemic MAMP (15mg/kg), each percent dose of 1-isomers of 1-isomers of MAMP or AMP excreted at four collection time up to 24 hours was less than that of the d-isomer (1/d 1.00), but the doses of 1-isomers of p-OH-MAMP and p-OH-AMP excreted were higher than those of d-isomers (1/d 1.00). Simultaneous analysis within 36 minutes showed good peak resolution. The 1/d ratio for each metabolite decreased with time. The total percent doses of d- or 1-isomer excreted by 24 hours were about 50% of the administered dose, 23.70<plus-minus>1.45% for the d-isomer, 25.70<plus-minus>1.54% for the 1-isomers. The total 1/d ratio was 1.08<plus-minus>0.03. These results indicated that Wistar rats have no chiral isomerization enzyme of MAMP, and show stereoselective metabolism of dlIn the optical isomer analysis of ll MAMP powder samples and 28 human urine specimens obtained from japanese abusers, only d-MAMP was detected from the powder, and d-MAMP and d-AMP were done from urine, respectively. This suggested that humans have no chiral isomerization enzyme of d-MAMP.

本文采用高效液相色谱法（HPLC）同时测定了大鼠尿中甲基苯丙胺（MAMP）、苯丙胺（AMP）、帕拉羟基甲基苯丙胺（MAMP）和帕拉羟基苯丙胺（AMP）的光学异构体（d和1）。经测定为苯甲酰基衍生物。大鼠给药d-或1-异构体（15 mg/kg）后，仅在尿液中发现上述代谢物的d-或1-异构体。外消旋MAMP（15 mg/kg）给药后24小时内，MAMP或AMP的1-异构体的排泄量均小于d-异构体的排泄量（1/d 1.00），而p-OH-MAMP和p-OH-AMP的1-异构体的排泄量大于d-异构体的排泄量（1/d 1.00）。36分钟内的同时分析显示出良好的峰分离度。每种代谢物的1/d比值随时间推移而降低。24小时排泄的d-或1-异构体的总剂量百分比约为给药剂量的50%，<plus-minus>d-异构体为23.70 1.45%，<plus-minus>1-异构体为25.70 1.54%。总1/d比值为1.08 <plus-minus>± 0.03。结果表明，Wistar大鼠体内不存在MAMP的手性异构化酶，并表现出d1的立体选择性代谢。对11份日本吸毒者的MAMP粉末样品和28份日本吸毒者的尿液样品进行了光学异构体分析，从粉末中只检测到d-MAMP，从尿液中分别检测到d-MAMP和d-AMP。这表明人类没有d-MAMP的手性异构化酶。

项目成果

Toshiaki Nagai: "Simultaneous HPLC Analysis of Opticul Isomers of Methamphetamine and Its Metabolites,and Streoselectine Metabolism of Racemic Methamphetamine in Rat Urine" Jounal of Analytical Toxicology.

Toshiaki Nagai：“同时 HPLC 分析大鼠尿液中甲基苯丙胺光学异构体及其代谢物和外消旋甲基苯丙胺的链选择代谢”分析毒理学杂志。

Toshiaki NAGAI: "Simltaneous HPLC analysis of optical isomers of methamphetamine and Its metabolites,and Stereoselective metabolism of racemic methamphetamine in rat urine." J.Analytical.Toxicol.(1990)

Toshiaki NAGAI：“同时 HPLC 分析甲基苯丙胺及其代谢物的光学异构体，以及大鼠尿液中外消旋甲基苯丙胺的立体选择性代谢。”

長井 敏明: "HPLCによりdlーMeehamphetamine投与ラット尿中のMethanphetamineとその代謝産物の各光学異性体の一斉分析法および経時変化について" 日本法医学雑誌. 44. 54- (1990)

Toshiaki Nagai：“使用 HPLC 同步分析服用 dl-Meehamphetamine 的大鼠尿液中的甲基苯丙胺及其代谢物及其随时间的变化”《日本法医学杂志》44. 54- (1990)。

Toshiaki Nagai and Shigetaro Kamiyama: "Simultaneous HPLC analysis of Optical isomers of Methamphetamine and its metabolites, and Stereoselective metabolism of Racemic methamphetamine in Rat Urine." J. Anal. Toxicol.(1990)

Toshiaki Nagai 和 Shigetaro Kamiyama：“同时 HPLC 分析甲基苯丙胺及其代谢物的光学异构体，以及大鼠尿液中外消旋甲基苯丙胺的立体选择性代谢。”

長井 敏明: "HPLによるdlーMethamphetamine投与ラット尿中のMethamphetamineとその代謝産物の各光学異性体の一斉分析法および経時方化について" 日本法医学雑誌. 44. 54 (1990)

Toshiaki Nagai：“使用 HPL 和时间顺序分析同时分析服用 DL-甲基苯丙胺的大鼠尿液中甲基苯丙胺的每种光学异构体及其代谢物”《日本法医学杂志》44. 54 (1990)。