Tusiewicz Kaja, Wachełko Olga, Zawadzki Marcin, Szpot Paweł
Institute of Toxicology Research, 45 Kasztanowa Street, 55-093 Borowa, Poland.
Department of Social Sciences and Infectious Diseases, Faculty of Medicine, Wroclaw University of Science and Technology, 27 Wybrzeże Wyspiańskiego, 50-370 Wrocław, Poland.
Molecules. 2024 Dec 4;29(23):5717. doi: 10.3390/molecules29235717.
Lysergic acid diethylamide (LSD) analogs, often referred to as new psychoactive substances, are synthesized to mimic controlled substances while evading drug regulations. This study emphasizes the challenges of identifying these compounds, particularly their isomeric forms. Gas chromatography-mass spectrometry (GC-MS) and UV spectroscopy were employed to analyze 13 LSD analogs. The effects of different solvents on the detection of these analogs were analyzed, demonstrating that solvents like diethyl ether, -butyl methyl ether, dichloromethane and acetone provided the best sensitivity and stability. Methanol, on the other hand, causes alcoholysis of many LSD analogs, which may lead to false results. Additionally, effective chromatographic separation of isomers was established, including LSD, MiPLA, LAMPA, 1P-LSD and 1P-MiPLA, as well as 1cP-LSD and 1cP-MiPLA, which is crucial for accurate identification. The elution order of the determined compounds with the use of developed chromatographic method was as follows: LSD, MiPLA, LAMPA, AL-LAD, LSZ, 2-Br-LSD, ALD-52, 1P-LSD, 1P-MiPLA, 1B-LSD, 1V-LSD, 1cP-LSD and 1cP-MiPLA. Differences in ion ratios observed in mass spectrometry (MS) were also analyzed to distinguish between closely related compounds. Several key ions for LSD analogs were able to be identified, including 221, 208, 207, 196, 194, 192, 181, 167, 154, 152 and 128 /. In analogs with an -diethyl group (or variants like -methyl-propyl in LAMPA or -methyl-isopropyl in MiPLA), mass spectra showed fragments 100, 72 and 58 /. For LSZ, the cyclic group at R1 produces ions 98 and 70 /. Analogs with an 6 allyl group (e.g., AL-LAD) show a characteristic ion 247 /. This method allows for the correct differentiation of structural isomers based on their unique ion fragmentation patterns and relative intensities. UV spectroscopy was used as a supplementary tool for screening, though it has limitations in analyzing complex mixtures. This work contributes to the forensic identification of designer LSD analogs, ensuring reliable detection for legal and toxicological investigations.
麦角酸二乙酰胺(LSD)类似物,通常被称为新型精神活性物质,是为了模仿受管制物质同时规避药品监管而合成的。本研究强调了鉴定这些化合物的挑战,尤其是它们的异构体形式。采用气相色谱 - 质谱联用仪(GC - MS)和紫外光谱法分析了13种LSD类似物。分析了不同溶剂对这些类似物检测的影响,结果表明,乙醚、甲基叔丁基醚、二氯甲烷和丙酮等溶剂提供了最佳的灵敏度和稳定性。另一方面,甲醇会导致许多LSD类似物发生醇解,这可能会导致错误结果。此外,还实现了异构体的有效色谱分离,包括LSD、MiPLA、LAMPA、1P - LSD和1P - MiPLA,以及1cP - LSD和1cP - MiPLA,这对于准确鉴定至关重要。使用所开发的色谱方法测定的化合物的洗脱顺序如下:LSD、MiPLA、LAMPA、AL - LAD、LSZ、2 - Br - LSD、ALD - 52、1P - LSD、1P - MiPLA、1B - LSD、1V - LSD、1cP - LSD和1cP - MiPLA。还分析了质谱(MS)中观察到的离子比率差异,以区分密切相关的化合物。能够鉴定出LSD类似物的几个关键离子,包括221、208、207、196、194、192、181、167、154、15