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首页> 外文期刊>Journal of mass spectrometry: JMS >Characteristics of the designer drug and synthetic cannabinoid receptor agonist AM-2201 regarding its chemistry and metabolism
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Characteristics of the designer drug and synthetic cannabinoid receptor agonist AM-2201 regarding its chemistry and metabolism

机译：设计药物和合成大麻素受体激动剂AM-2201的化学和代谢特征

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Aminoalkylindoles, a subclass of synthetic cannabinoid receptor agonists, show an extensive and complex metabolism in vivo, and due to their structural similarity, they can be challenging in terms of unambiguous assignment of metabolic patterns in urine samples to consumed substances. The situation may even be more complicated as these drugs are usually smoked, and the high temperature exposure may lead to formation of artifacts. Typical metabolites of JWH-018 (Naphthalen-1-yl(1-pentyl-1H-indol-3-yl)methanone) were reportedly detected not only in urine samples collected after consumption of JWH-018 but also after AM-2201 (1-(5-fluoropentyl-1H-indol-3-yl)-(naphthalene- 1-yl)methanone) use. The aim of the presented study was to evaluate if typical JWH-018 metabolites can be formed metabolically in humans and if JWH-018 may be formed artifactually during smoking of AM-2201. Therefore, one of the authors ingested 5mg of pure AM-2201, and serum as well as urine samples were analyzed subsequently. Additionally, the smoke condensate froma cigarette laced with pure AM-2201 was investigated. In addition, urine samples of patients after known consumption of AM-2201 or JWH-018 were evaluated. The results of the study prove that typical metabolites of JWH-018 and JWH-073 are built in humans after ingestion ofAM-2201. However, the N-(4-hydroxypentyl) metabolite of JWH-018, which is the major metabolite after JWH-018 use, was not detected after the self-experiment. In the smoke condensate, small amounts of JWH-018 and JWH-022 (Naphthalen-1-yl[1-(pent-4-en-1- yl)-1H-indol-3-yl]methanone) were detected. Nevertheless, the results of our study suggest that the amounts absorbed by smoking do not significantly influence the metabolic pattern in urine samples. Therefore, the N-(4-hydroxypentyl) metabolite of JWH-018 can serve as a valuable marker to distinguish consume of products containing AM-2201 from JWH-018 use.
机译：氨基烷基吲哚是合成大麻素受体激动剂的一个子类，在体内表现出广泛而复杂的代谢，由于它们的结构相似性，它们在尿液样品中代谢模式明确分配给消耗物质方面可能具有挑战性。由于这些药物通常是吸烟的，因此情况甚至可能更加复杂，并且高温暴露可能导致伪影的形成。据报道，不仅在消耗JWH-018之后收集的尿液样本中，而且在AM-2201之后收集到的尿液样本中都检测到JWH-018的典型代谢产物（萘-1-基（1-戊基-1H-吲哚-3-基）甲酮）（1 -（5-氟戊基-1H-吲哚-3-基）-（萘-1-基）甲酮）使用。本研究的目的是评估在吸烟AM-2201期间典型的JWH-018代谢物是否可以在人体内代谢形成，以及JWH-018是否可以人为地形成。因此，一位作者摄入了5mg的纯AM-2201，随后对血清和尿液样本进行了分析。此外，还对掺有纯AM-2201的香烟中的烟雾冷凝物进行了研究。另外，评估了已知摄入AM-2201或JWH-018后患者的尿液样本。研究结果证明，摄入AM-2201后，JWH-018和JWH-073的典型代谢物在人体内形成。但是，JWH-018使用后的主要代谢产物JWH-018的N-（4-羟基戊基）代谢物在自我实验后未检测到。在烟雾冷凝物中，检测到少量的JWH-018和JWH-022（萘-1-基[1-（戊-4-烯-1-基）-1H-吲哚-3-基]甲酮）。然而，我们的研究结果表明，吸烟吸收的量不会显着影响尿液样本中的代谢模式。因此，JWH-018的N-（4-羟基戊基）代谢物可作为区分使用AM-2201的产品和JWH-018的消费的有价值的标记。

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