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麦角酰二乙胺的卷土重来。第六部分:1-环丙甲酰基-D-麦角酸二乙酰胺(1CP-LSD)的分析和行为特征。

Return of the lysergamides. Part VI: Analytical and behavioural characterization of 1-cyclopropanoyl-d-lysergic acid diethylamide (1CP-LSD).

机构信息

School of Pharmacy and Biomolecular Sciences, Liverpool John Moores University, Liverpool, UK.

Department of Pharmacology and Therapeutics, School of Medicine, Trinity Centre for Health Sciences, St James Hospital, Dublin, Ireland.

出版信息

Drug Test Anal. 2020 Jun;12(6):812-826. doi: 10.1002/dta.2789. Epub 2020 Apr 20.

Abstract

Lysergic acid diethylamide (LSD) is a prototypical serotonergic psychedelic drug and the subject of many clinical investigations. In recent years, a range of lysergamides has emerged with the production of some being inspired by the existing scientific literature. Others, for example various 1-acyl substituted lysergamides, did not exist before their appearance as research chemicals. 1-Cylopropanoyl-LSD (1CP-LSD) has recently emerged as a new addition to the group of lysergamide-based designer drugs and is believed to be psychoactive in humans. In this investigation, 1CP-LSD was subjected to detailed analytical characterizations including various mass spectrometry (MS) platforms, gas and liquid chromatography, nuclear magnetic resonance spectroscopy, solid phase and GC condensed phase infrared spectroscopy. Analysis by GC-MS also revealed the detection of artificially induced degradation products. Incubation of 1CP-LSD with human serum led to the formation of LSD, indicating that it may act as a prodrug for LSD in vivo, similar to other 1-acyl substituted lysergamides. The analysis of blotters and pellets is also included. 1CP-LSD also induces the head-twitch response (HTR) in C57BL/6 J mice, indicating that it produces an LSD-like behavioural profile. 1CP-LSD induced the HTR with an ED = 430.0 nmol/kg which was comparable to 1P-LSD (ED = 349.6 nmol/kg) investigated previously. Clinical studies are required to determine the potency and profile of the effects produced by 1CP-LSD in humans.

摘要

麦角酸二乙酰胺(LSD)是一种典型的血清素致幻药物,也是许多临床研究的主题。近年来,一系列的麦角酰二胺类药物已经出现,其中一些的产生灵感来自现有的科学文献。其他的,例如各种 1-酰基取代的麦角酰二胺类药物,在作为研究化学品出现之前并不存在。1-丙酰基-LSD(1CP-LSD)最近作为一种新型的麦角酰二胺类设计药物出现,被认为对人类具有致幻作用。在这项研究中,1CP-LSD 进行了详细的分析鉴定,包括各种质谱(MS)平台、气相和液相色谱、核磁共振波谱、固相和 GC 凝聚相红外光谱。GC-MS 分析还揭示了检测到的人工诱导降解产物。将 1CP-LSD 与人血清孵育会导致 LSD 的形成,这表明它可能在体内作为 LSD 的前体药物起作用,类似于其他 1-酰基取代的麦角酰二胺类药物。还包括对 blotter 和 pellets 的分析。1CP-LSD 也会在 C57BL/6 J 小鼠中引起头部抽搐反应(HTR),表明它产生了类似于 LSD 的行为特征。1CP-LSD 诱导 HTR 的 ED = 430.0 nmol/kg,与之前研究的 1P-LSD(ED = 349.6 nmol/kg)相当。需要进行临床研究来确定 1CP-LSD 在人类中产生的效力和作用特征。

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本文引用的文献

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8
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9
Dark Classics in Chemical Neuroscience: Lysergic Acid Diethylamide (LSD).
ACS Chem Neurosci. 2018 Oct 17;9(10):2331-2343. doi: 10.1021/acschemneuro.8b00043. Epub 2018 Mar 1.
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