Synthesis and absolute configuration of cyclic synthetic cathinones derived from α-tetralone

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F24%3A43929123" target="_blank" >RIV/60461373:22310/24:43929123 - isvavai.cz</a>

Alternative codes found

RIV/60461373:22330/24:43929123 RIV/60461373:22340/24:43929123 RIV/00023752:_____/24:43921324

Result on the web

<a href="https://onlinelibrary.wiley.com/doi/full/10.1002/chir.23646" target="_blank" >https://onlinelibrary.wiley.com/doi/full/10.1002/chir.23646</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/chir.23646" target="_blank" >10.1002/chir.23646</a>

Result language

angličtina

Original language name

Synthesis and absolute configuration of cyclic synthetic cathinones derived from α-tetralone

Original language description

The emergence of new synthetic cathinones continues to be a matter of public health concern. In fact, already known products (drugs) are being rapidly replaced by new structurally related alternatives, whereby modifications in the basic cathinone structure are used by manufacturers to circumvent the legislation. On the other hand, some derivatives of synthetic cathinones represent important pharmaceuticals with antidepressant properties. In the search for pharmaceutically relevant analogs, the main goal of the present study was to design and characterize novel cyclic α-tetralone-based derivatives of synthetic cathinones. We synthesized a series of derivatives and verified their chemical structure. Subsequently, chiral separation has been accomplished by high-performance liquid chromatography (HPLC) equipped with a circular dichroism (CD) detector, which directly provided CD spectra of the enantiomers of the analyzed substances at 252 nm. Using density functional theory calculations, we have obtained stable conformers of selected enantiomers in solution and their relative abundances, which we used to simulate their spectra. The experimental and calculated data have been used to assign the absolute configuration of six as-yet unknown synthetic cathinones. © 2024 The Authors. Chirality published by Wiley Periodicals LLC.

Czech name

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Czech description

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Type

J_SC - Article in a specialist periodical, which is included in the SCOPUS database

CEP classification

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OECD FORD branch

10401 - Organic chemistry

Project

Result was created during the realization of more than one project. More information in the Projects tab.

Continuities

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year

2024

Confidentiality

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

Name of the periodical

CHIRALITY

ISSN

0899-0042

e-ISSN

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Volume of the periodical

36

Issue of the periodical within the volume

2

Country of publishing house

ZA - SOUTH AFRICA

Number of pages

11

Pages from-to

"e23646"

UT code for WoS article

—

EID of the result in the Scopus database

2-s2.0-85185097393