DFT calculations as an efficient tool for prediction of Raman and infra-red spectra and activities of newly synthesized cathinones
Initially made for medical treatment for Parkinsonism, obesity, and depression, cathinones have become illegal drugs for the “recreational use”. The mechanism of action of synthetic cathinones consists of the inhibition of monoamine transporters. DFT (Density Functional Theory) calculations on the s...
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doaj-e0aea13e440943f38fd2b1d50a20e4672021-09-06T19:19:36ZengDe GruyterOpen Chemistry2391-54202020-04-0118118519510.1515/chem-2020-0021chem-2020-0021DFT calculations as an efficient tool for prediction of Raman and infra-red spectra and activities of newly synthesized cathinonesVujović Maja0Ragavendran Venkatesan1Arsić Biljana2Kostić Emilija3Mladenović Milan4University of Niš, Faculty of Medicine, Department of Pharmacy, Bulevar Dr Zorana Đinđića 81, 18000Niš, Republic of SerbiaDepartment of Physics, Sri Chandrasekharendra Saraswathi Viswa Mahavidyalaya, Kanchipuram, 631561, Tamilnadu, IndiaUniversity of Niš, Faculty of Sciences and Mathematics, Department of Mathematics, Višegradska 33, 18000Niš, Republic of SerbiaUniversity of Niš, Faculty of Medicine, Department of Pharmacy, Bulevar Dr Zorana Đinđića 81, 18000Niš, Republic of SerbiaKragujevac Center for Computational Biochemistry, Faculty of Science, University of Kragujevac, Radoja Domanovića 12, 34000Kragujevac, P.O. Box 60, Republic of SerbiaInitially made for medical treatment for Parkinsonism, obesity, and depression, cathinones have become illegal drugs for the “recreational use”. The mechanism of action of synthetic cathinones consists of the inhibition of monoamine transporters. DFT (Density Functional Theory) calculations on the selected cathinones (3-FMC, 4-FMC, 4-MMC, Buphedrone, Butylone, Ethylone, MDPV, Methcathinone, and Methylone) were performed using B3LYP level of the Gaussian 09 program suite. The unscaled B3LYP/6–31G vibrational wavenumbers are in general larger than the experimental values, so the use of selective scaling was necessary. The calculated spectra of selected cathinones are in good correlation with the experimental spectra which demonstrates that DFT is a good tool for the prediction of spectra of newly synthesized and insufficiently experimentally characterised cathinones. Also, HOMO-LUMO (Highest Occupied Molecular Orbital-Lowest Unoccupied Molecular Orbital) analysis shows that 3-FMC possesses the minimum energy gap of 3.386 eV, and the molecule 4-FMC possesses the maximum energy gap of 4.205 eV among the investigated cathinones. It indicates that 3-FMC would be highly reactive among all the cathinones under investigation.https://doi.org/10.1515/chem-2020-0021cathinonesdftspectrareactivity |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Vujović Maja Ragavendran Venkatesan Arsić Biljana Kostić Emilija Mladenović Milan |
spellingShingle |
Vujović Maja Ragavendran Venkatesan Arsić Biljana Kostić Emilija Mladenović Milan DFT calculations as an efficient tool for prediction of Raman and infra-red spectra and activities of newly synthesized cathinones Open Chemistry cathinones dft spectra reactivity |
author_facet |
Vujović Maja Ragavendran Venkatesan Arsić Biljana Kostić Emilija Mladenović Milan |
author_sort |
Vujović Maja |
title |
DFT calculations as an efficient tool for prediction of Raman and infra-red spectra and activities of newly synthesized cathinones |
title_short |
DFT calculations as an efficient tool for prediction of Raman and infra-red spectra and activities of newly synthesized cathinones |
title_full |
DFT calculations as an efficient tool for prediction of Raman and infra-red spectra and activities of newly synthesized cathinones |
title_fullStr |
DFT calculations as an efficient tool for prediction of Raman and infra-red spectra and activities of newly synthesized cathinones |
title_full_unstemmed |
DFT calculations as an efficient tool for prediction of Raman and infra-red spectra and activities of newly synthesized cathinones |
title_sort |
dft calculations as an efficient tool for prediction of raman and infra-red spectra and activities of newly synthesized cathinones |
publisher |
De Gruyter |
series |
Open Chemistry |
issn |
2391-5420 |
publishDate |
2020-04-01 |
description |
Initially made for medical treatment for Parkinsonism, obesity, and depression, cathinones have become illegal drugs for the “recreational use”. The mechanism of action of synthetic cathinones consists of the inhibition of monoamine transporters. DFT (Density Functional Theory) calculations on the selected cathinones (3-FMC, 4-FMC, 4-MMC, Buphedrone, Butylone, Ethylone, MDPV, Methcathinone, and Methylone) were performed using B3LYP level of the Gaussian 09 program suite. The unscaled B3LYP/6–31G vibrational wavenumbers are in general larger than the experimental values, so the use of selective scaling was necessary. The calculated spectra of selected cathinones are in good correlation with the experimental spectra which demonstrates that DFT is a good tool for the prediction of spectra of newly synthesized and insufficiently experimentally characterised cathinones. Also, HOMO-LUMO (Highest Occupied Molecular Orbital-Lowest Unoccupied Molecular Orbital) analysis shows that 3-FMC possesses the minimum energy gap of 3.386 eV, and the molecule 4-FMC possesses the maximum energy gap of 4.205 eV among the investigated cathinones. It indicates that 3-FMC would be highly reactive among all the cathinones under investigation. |
topic |
cathinones dft spectra reactivity |
url |
https://doi.org/10.1515/chem-2020-0021 |
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