Metabolism of the Synthetic Cathinone Alpha-Pyrrolidinoisohexanophenone in Humans Using UHPLC--MS-QToF

化学 代谢物 葡萄糖醛酸化 羟基化 生物碱 体内 色谱法 卡西诺酮 合成大麻素 药物代谢 微粒体 新陈代谢 立体化学 生物化学 体外 大麻素 医学 生物 生物技术 安非他明 受体 内分泌学 多巴胺
作者
K Kemenes,E Hidvégi,L Szabó,Á Kerner,G Süvegh
出处
期刊:Journal of Analytical Toxicology [Oxford University Press]
卷期号:47 (3): 253-262 被引量:2
标识
DOI:10.1093/jat/bkac085
摘要

Alpha-pyrrolidinoisohexanophenone (α-PHiP/α-PiHP) is a synthetic drug structurally related to cathine, a natural psychoactive alkaloid, isolated from Khat plant. The α-PiHP is a structural isomer of α-PHP, and both α-PHP and α-PiHP could be considered an analog of α-PVP, a Schedule I drug under the Convention on Psychotropic Substances by the United Nations. This α-pyrrolidinophenone was first reported to European Monitoring of Drug and Drug Addiction by Slovenia in December 2016. In Hungary, it was initially reported in August 2016, and until 2021, it had been detected in seizures only twice and never been identified in biological samples. However, in 2021, its consumption became prevalent in Hungary. This study aims to investigate the α-PiHP metabolites by performing in vitro and in vivo metabolite identification studies of human liver microsome (pHLM), S9 fraction (pS9) and urine samples (from control and users), using liquid chromatography in conjunction with high-resolution mass spectrometry. Ten in vivo urinary metabolites of α-PiHP were tentatively identified and confirmed by in vitro metabolites detected in pHLM and pS9 samples. Among the eight Phase I and the two Phase II metabolites, five were more abundant in urine than the parent compound. The two major metabolites via reduction of the keto moiety (M01) and via oxidation of the pyrrolidine ring combined with aliphatic hydroxylation and keto reduction (M06) were identified. The metabolites via the combination of keto reduction and aliphatic hydroxylation (M04), via ring-opening followed by carboxylation (M09) and via glucuronidation of the keto reduced metabolite (M07) were also dominant. The minor metabolites were one Phase II metabolite (M08), two metabolites via aliphatic hydroxylation (M02 and M03), one metabolite via the combination of keto reduction and oxidation of the pyrrolidine ring (M05) and one metabolite via oxidation of the pyrrolidine ring (M10).
最长约 10秒,即可获得该文献文件

科研通智能强力驱动
Strongly Powered by AbleSci AI
更新
PDF的下载单位、IP信息已删除 (2025-6-4)

科研通是完全免费的文献互助平台,具备全网最快的应助速度,最高的求助完成率。 对每一个文献求助,科研通都将尽心尽力,给求助人一个满意的交代。
实时播报
李爱国应助不安的秋白采纳,获得10
2秒前
忧伤的步美完成签到,获得积分10
7秒前
小西完成签到 ,获得积分10
8秒前
郝老头完成签到,获得积分10
9秒前
13313完成签到,获得积分10
10秒前
su完成签到 ,获得积分10
11秒前
14秒前
19秒前
量子星尘发布了新的文献求助10
19秒前
slayers完成签到 ,获得积分10
19秒前
21秒前
知犯何逆完成签到,获得积分10
23秒前
Krsky完成签到,获得积分10
25秒前
ding应助不安的秋白采纳,获得10
26秒前
27秒前
29秒前
HHHAN发布了新的文献求助10
33秒前
威武的沂完成签到,获得积分10
38秒前
40秒前
41秒前
43秒前
笨笨青筠完成签到 ,获得积分10
46秒前
mengmenglv完成签到 ,获得积分0
46秒前
Tonald Yang完成签到 ,获得积分20
49秒前
50秒前
落后的怀梦完成签到 ,获得积分10
51秒前
陈坤完成签到,获得积分10
53秒前
量子星尘发布了新的文献求助10
55秒前
斯文败类应助zgx采纳,获得10
56秒前
默默完成签到 ,获得积分10
56秒前
KY Mr.WANG完成签到,获得积分10
56秒前
1分钟前
guoxingliu完成签到,获得积分10
1分钟前
1分钟前
阳佟水蓉完成签到,获得积分10
1分钟前
gdgd完成签到,获得积分10
1分钟前
量子星尘发布了新的文献求助10
1分钟前
叮叮当当完成签到,获得积分10
1分钟前
1分钟前
1分钟前
高分求助中
【提示信息,请勿应助】关于scihub 10000
Les Mantodea de Guyane: Insecta, Polyneoptera [The Mantids of French Guiana] 3000
徐淮辽南地区新元古代叠层石及生物地层 3000
The Mother of All Tableaux: Order, Equivalence, and Geometry in the Large-scale Structure of Optimality Theory 3000
Handbook of Industrial Diamonds.Vol2 1100
Global Eyelash Assessment scale (GEA) 1000
Picture Books with Same-sex Parented Families: Unintentional Censorship 550
热门求助领域 (近24小时)
化学 材料科学 医学 生物 工程类 有机化学 生物化学 物理 内科学 纳米技术 计算机科学 化学工程 复合材料 遗传学 基因 物理化学 催化作用 冶金 细胞生物学 免疫学
热门帖子
关注 科研通微信公众号,转发送积分 4038039
求助须知:如何正确求助?哪些是违规求助? 3575756
关于积分的说明 11373782
捐赠科研通 3305574
什么是DOI,文献DOI怎么找? 1819239
邀请新用户注册赠送积分活动 892655
科研通“疑难数据库(出版商)”最低求助积分说明 815022