Structure determination of butylone as a new psychoactivesubstance using chiroptical and vibrational spectroscopies

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F18%3A43916406" target="_blank" >RIV/60461373:22310/18:43916406 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/60461373:22330/18:43916406 RIV/60461373:22340/18:43916406 RIV/60461373:22810/18:43916406

Výsledek na webu

<a href="https://onlinelibrary.wiley.com/doi/epdf/10.1002/chir.22825" target="_blank" >https://onlinelibrary.wiley.com/doi/epdf/10.1002/chir.22825</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/chir.22825" target="_blank" >10.1002/chir.22825</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Structure determination of butylone as a new psychoactivesubstance using chiroptical and vibrational spectroscopies

Popis výsledku v původním jazyce

Recently, there has been a worldwide substantial increase in the consumptionof new psychoactive substances (NPS), compounds that mimic the structureof illicit drugs, such as amphetamines or ecstasy. The producers try to avoidthe law by a slight modification of illicit structures, thereby developing dozensof temporarily legal NPS every year. The current trends in the detection andmonitoring of such substances demand a fast and reliable analysis. Molecularspectroscopy represents a highly effective tool for the identification of NPSand chiroptical methods can provide further information on their 3D structure,which is the key for the determination of their biological activity. We presentthe first systematic study of NPS, specifically butylone, combining chiropticaland vibrational spectroscopies withab initiocalculations. According to densityfunctional theory calculations, 6 stable lowest energy conformers of butylonewere found and their molecular structure was described. For each conformer,the relative abundance based on the Boltzmann distribution was estimated,their population weighted spectra predicted and compared to the experimentalresults. Very good agreement between the experimental and the simulatedspectra was achieved, which allowed not only the assignment of the absoluteconfiguration, but also a precise description of the molecular structure.

Název v anglickém jazyce

Structure determination of butylone as a new psychoactivesubstance using chiroptical and vibrational spectroscopies

Popis výsledku anglicky

Recently, there has been a worldwide substantial increase in the consumptionof new psychoactive substances (NPS), compounds that mimic the structureof illicit drugs, such as amphetamines or ecstasy. The producers try to avoidthe law by a slight modification of illicit structures, thereby developing dozensof temporarily legal NPS every year. The current trends in the detection andmonitoring of such substances demand a fast and reliable analysis. Molecularspectroscopy represents a highly effective tool for the identification of NPSand chiroptical methods can provide further information on their 3D structure,which is the key for the determination of their biological activity. We presentthe first systematic study of NPS, specifically butylone, combining chiropticaland vibrational spectroscopies withab initiocalculations. According to densityfunctional theory calculations, 6 stable lowest energy conformers of butylonewere found and their molecular structure was described. For each conformer,the relative abundance based on the Boltzmann distribution was estimated,their population weighted spectra predicted and compared to the experimentalresults. Very good agreement between the experimental and the simulatedspectra was achieved, which allowed not only the assignment of the absoluteconfiguration, but also a precise description of the molecular structure.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10406 - Analytical chemistry

Projekt

<a href="/cs/project/LO1601" target="_blank" >LO1601: Pražské vysokoškolské analytické centrum II a III - NPU 2015-2020</a><br>

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>S - Specificky vyzkum na vysokych skolach<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2018

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Chirality

ISSN

0899-0042

e-ISSN

—

Svazek periodika

30

Číslo periodika v rámci svazku

5

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

12

Strana od-do

548-559

Kód UT WoS článku

000430466200004

EID výsledku v databázi Scopus

2-s2.0-85041713108