Return of the lysergamides. Part III: Analytical characterization of N6-ethyl-6-norlysergic acid diethylamide (ETH-LAD) and 1-propionyl ETH-LAD (1P-ETH-LAD)

被引：35

作者：

Brandt, Simon D. ^{[1
]}

Kavanagh, Pierce V. ^{[2
]}

Westphal, Folker ^{[3
]}

Elliott, Simon P. ^{[4
]}

Wallach, Jason ^{[5
]}

Stratford, Alexander ^{[6
]}

Nichols, David E. ^{[7
]}

Halberstadt, Adam L. ^{[8
]}

机构：

[1] Liverpool John Moores Univ, Sch Pharm & Biomol Sci, Byrom St, Liverpool L3 3AF, Merseyside, England

[2] St James Hosp, Trinity Ctr Hlth Sci, Dept Pharmacol & Therapeut, Sch Med, Dublin D08W9RT 8, Ireland

[3] State Bur Criminal Invest Schleswig Holstein, Sect Narcot Toxicol, Muhlenweg 166, D-24116 Kiel, Germany

[4] Alere Forens Forens Ltd, Hills Sci Pk,Geraldine Rd, Malvern WR14 3SZ, Worcs, England

[5] Univ Sci, Philadelphia Coll Pharm, Dept Pharmaceut Sci, 600 South 43rd St, Philadelphia, PA 19104 USA

[6] Synex Synthet BV, Poortweg 4, NL-2612 PA Delft, Netherlands

[7] Univ N Carolina, Div Chem Biol & Med Chem, Genet Med Bldg,120 Mason Farm Rd, Chapel Hill, NC 27599 USA

[8] Univ Calif San Diego, Dept Psychiat, 9500 Gilman Dr, La Jolla, CA 92093 USA

来源：

DRUG TESTING AND ANALYSIS | 2017年 / 9卷 / 10期

关键词：

new psychoactive substances; LSD; lysergamides; psychedelics; chemical analysis; NOR-LYSERGIC ACID; BEHAVIORAL CHARACTERIZATION; SEROTONIN RECEPTORS; LSD; DERIVATIVES; ERGOT;

D O I：

10.1002/dta.2196

中图分类号：

Q5 [生物化学];

学科分类号：

071010 ; 081704 ;

摘要：

The psychoactive properties of lysergic acid diethylamide (LSD) have fascinated scientists across disciplines and the exploration of other analogues and derivatives has been motivated by deepening the understanding of ligand-receptor interactions at the molecular level as well as by the search for new therapeutics. Several LSD congeners have appeared on the new psychoactive substances (NPS) market in the form of blotters or powders. Examples include 1-propionyl-LSD (1P-LSD), AL-LAD, and LSZ. The absence of analytical data for novel compounds is a frequent challenge encountered in clinical and toxicological investigations. Two newly emerging lysergamides, namely N-6-ethyl-6-norlysergic acid diethylamide (ETH-LAD) and 1P-ETH-LAD, were characterized by gas chromatography-mass spectrometry (GC-MS), low and high mass accuracy electrospray MS(/MS), GC solid-state infrared analysis, high performance liquid chromatography diode array detection as well as nuclear magnetic resonance spectroscopy. Limited analytical data for ETH-LAD were previously available, whereas information about 1P-ETH-LAD has not previously been encountered in the scientific literature. This study extends the characterization of lysergamides distributed on the NPS market, which will help to make analytical data available to clinicians, toxicologists, and other stakeholders who are likely to encounter these substances. The analysis of a test incubation of 1P-ETH-LAD with human serum at 37 degrees C by LC single quadrupole MS at various time points (0-6h, once per hour and one measurement after 24h) revealed the formation of ETH-LAD, suggesting that 1P-ETH-LAD might serve as a pro-drug. 1P-ETH-LAD was still detectable in serum after 24h. Copyright (C) 2017 John Wiley & Sons, Ltd.

引用

页码：1641 / 1649

页数：9

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