Testosterone derivatives: Their conformational preferences studied by chiroptical spectroscopy and density functional theory

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22340%2F25%3A43931412" target="_blank" >RIV/60461373:22340/25:43931412 - isvavai.cz</a>

Výsledek na webu

<a href="https://www.sciencedirect.com/science/article/pii/S0022286025000560" target="_blank" >https://www.sciencedirect.com/science/article/pii/S0022286025000560</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.molstruc.2025.141367" target="_blank" >10.1016/j.molstruc.2025.141367</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Testosterone derivatives: Their conformational preferences studied by chiroptical spectroscopy and density functional theory

Popis výsledku v původním jazyce

Testosterone, the most important human male sex hormone, plays a key role in multiple important biological processes. Along with its ester derivatives, they are often abused by amateur as well as professional sportsmen and bodybuilders for muscle growth enhancement. Their overuse, however, can lead to serious health problems. In this work, electronic and vibrational circular dichroism (ECD, VCD) and density functional theory (DFT) calculations were used for a detailed analysis of testosterone and testosterone propionate in solutions. Stable conformers were found for both compounds, their spectra were calculated and subsequently compared to the experiment. In the case of testosterone propionate, DFT and VCD combined with a shape fitting algorithm suggested relative abundances of the stable conformers, which should be independently verified. Also, the influence of two different solvents (water and methanol) on the ECD spectra was examined. Chiroptical spectroscopy proved to be a powerful tool for analysing steroid compounds, the biological activity of which has attracted attention for many decades. © 2025 Elsevier B.V.

Název v anglickém jazyce

Testosterone derivatives: Their conformational preferences studied by chiroptical spectroscopy and density functional theory

Popis výsledku anglicky

Testosterone, the most important human male sex hormone, plays a key role in multiple important biological processes. Along with its ester derivatives, they are often abused by amateur as well as professional sportsmen and bodybuilders for muscle growth enhancement. Their overuse, however, can lead to serious health problems. In this work, electronic and vibrational circular dichroism (ECD, VCD) and density functional theory (DFT) calculations were used for a detailed analysis of testosterone and testosterone propionate in solutions. Stable conformers were found for both compounds, their spectra were calculated and subsequently compared to the experiment. In the case of testosterone propionate, DFT and VCD combined with a shape fitting algorithm suggested relative abundances of the stable conformers, which should be independently verified. Also, the influence of two different solvents (water and methanol) on the ECD spectra was examined. Chiroptical spectroscopy proved to be a powerful tool for analysing steroid compounds, the biological activity of which has attracted attention for many decades. © 2025 Elsevier B.V.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10406 - Analytical chemistry

Projekt

<a href="/cs/project/VJ01010043" target="_blank" >VJ01010043: Pharmacrime – forenzní identifikace prohormonů a padělků léčiv</a><br>

Návaznosti

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

Rok uplatnění

2025

Kód důvěrnosti údajů

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

Název periodika

Journal of Molecular Structure

ISSN

0022-2860

e-ISSN

1872-8014

Svazek periodika

1328

Číslo periodika v rámci svazku

25 April 2025

Stát vydavatele periodika

NL - Nizozemsko

Počet stran výsledku

9

Strana od-do

nestránkováno

Kód UT WoS článku

001399432700001

EID výsledku v databázi Scopus

2-s2.0-85214795841