5,8-Quinolinedione Attached to Quinone Derivatives: XRD Diffraction, Fourier Transform Infrared Spectra and Computational Analysis
Quinoline and isoquinoline moieties occur in many natural and synthetic compounds exhibiting high biological activity. The purpose of this study was to analyze the chemical structures of 5,8-quinolinedione and 5,8-isoquinoline derivatives using FT-IR spectroscopy supplemented with theoretical DFT ca...
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| Format: | Article |
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MDPI AG
2023-11-01
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| Online Access: | https://www.mdpi.com/1422-8599/2023/4/M1747 |
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| author | Arkadiusz Sokal Roman Wrzalik Joanna Klimontko Elwira Chrobak Ewa Bębenek Monika Kadela-Tomanek |
| author_facet | Arkadiusz Sokal Roman Wrzalik Joanna Klimontko Elwira Chrobak Ewa Bębenek Monika Kadela-Tomanek |
| author_sort | Arkadiusz Sokal |
| collection | DOAJ |
| description | Quinoline and isoquinoline moieties occur in many natural and synthetic compounds exhibiting high biological activity. The purpose of this study was to analyze the chemical structures of 5,8-quinolinedione and 5,8-isoquinoline derivatives using FT-IR spectroscopy supplemented with theoretical DFT calculations. Spectroscopic measurements were conducted using the attenuated total reflection (ATR) mode in the frequency range of 4000–400 cm<sup>−1</sup>. An analysis of FT-IR spectra was carried out, assigning the characteristic vibration frequencies of various functional groups to individual peaks. It was found that the experimental and calculated FT-IR spectra showed a good correlation for all the compounds under study. The most significant difference in the spectra occurred in the region of carbonyl bands. For compounds with the 5,8-quinolinedione moiety, two separated C=O vibration peaks were observed, while for compounds with the 5,8-isoquinolinedione moiety, the carbonyl vibrations created only one peak. This difference makes it possible to distinguish between the 5,8-quinolinedione and 5,8-isoquinolinedione derivatives. |
| first_indexed | 2024-03-08T20:30:36Z |
| format | Article |
| id | doaj.art-0f19920eee884ebe95fcc8a5570a2913 |
| institution | Directory Open Access Journal |
| issn | 1422-8599 |
| language | English |
| last_indexed | 2024-03-08T20:30:36Z |
| publishDate | 2023-11-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molbank |
| spelling | doaj.art-0f19920eee884ebe95fcc8a5570a29132023-12-22T14:27:05ZengMDPI AGMolbank1422-85992023-11-0120234M174710.3390/M17475,8-Quinolinedione Attached to Quinone Derivatives: XRD Diffraction, Fourier Transform Infrared Spectra and Computational AnalysisArkadiusz Sokal0Roman Wrzalik1Joanna Klimontko2Elwira Chrobak3Ewa Bębenek4Monika Kadela-Tomanek5Students Scientific Group of Department of Organic Chemistry, Faculty of Pharmaceutical Sciences in Sosnowiec, Medical University of Silesia, Katowice, 4 Jagiellońska Str., 41-200 Sosnowiec, PolandSilesian Center for Education and Interdisciplinary Research, Institute of Physics, University of Silesia, 75Pułku Piechoty 1a, 41-500 Chorzów, PolandSilesian Center for Education and Interdisciplinary Research, Institute of Physics, University of Silesia, 75Pułku Piechoty 1a, 41-500 Chorzów, PolandDepartment of Organic Chemistry, Faculty of Pharmaceutical Sciences in Sosnowiec, Medical University of Silesia, Katowice, 4 Jagiellońska Str., 41-200 Sosnowiec, PolandDepartment of Organic Chemistry, Faculty of Pharmaceutical Sciences in Sosnowiec, Medical University of Silesia, Katowice, 4 Jagiellońska Str., 41-200 Sosnowiec, PolandDepartment of Organic Chemistry, Faculty of Pharmaceutical Sciences in Sosnowiec, Medical University of Silesia, Katowice, 4 Jagiellońska Str., 41-200 Sosnowiec, PolandQuinoline and isoquinoline moieties occur in many natural and synthetic compounds exhibiting high biological activity. The purpose of this study was to analyze the chemical structures of 5,8-quinolinedione and 5,8-isoquinoline derivatives using FT-IR spectroscopy supplemented with theoretical DFT calculations. Spectroscopic measurements were conducted using the attenuated total reflection (ATR) mode in the frequency range of 4000–400 cm<sup>−1</sup>. An analysis of FT-IR spectra was carried out, assigning the characteristic vibration frequencies of various functional groups to individual peaks. It was found that the experimental and calculated FT-IR spectra showed a good correlation for all the compounds under study. The most significant difference in the spectra occurred in the region of carbonyl bands. For compounds with the 5,8-quinolinedione moiety, two separated C=O vibration peaks were observed, while for compounds with the 5,8-isoquinolinedione moiety, the carbonyl vibrations created only one peak. This difference makes it possible to distinguish between the 5,8-quinolinedione and 5,8-isoquinolinedione derivatives.https://www.mdpi.com/1422-8599/2023/4/M1747Fourier transform infrared spectroscopy5,8-quinolinedioneDFT |
| spellingShingle | Arkadiusz Sokal Roman Wrzalik Joanna Klimontko Elwira Chrobak Ewa Bębenek Monika Kadela-Tomanek 5,8-Quinolinedione Attached to Quinone Derivatives: XRD Diffraction, Fourier Transform Infrared Spectra and Computational Analysis Molbank Fourier transform infrared spectroscopy 5,8-quinolinedione DFT |
| title | 5,8-Quinolinedione Attached to Quinone Derivatives: XRD Diffraction, Fourier Transform Infrared Spectra and Computational Analysis |
| title_full | 5,8-Quinolinedione Attached to Quinone Derivatives: XRD Diffraction, Fourier Transform Infrared Spectra and Computational Analysis |
| title_fullStr | 5,8-Quinolinedione Attached to Quinone Derivatives: XRD Diffraction, Fourier Transform Infrared Spectra and Computational Analysis |
| title_full_unstemmed | 5,8-Quinolinedione Attached to Quinone Derivatives: XRD Diffraction, Fourier Transform Infrared Spectra and Computational Analysis |
| title_short | 5,8-Quinolinedione Attached to Quinone Derivatives: XRD Diffraction, Fourier Transform Infrared Spectra and Computational Analysis |
| title_sort | 5 8 quinolinedione attached to quinone derivatives xrd diffraction fourier transform infrared spectra and computational analysis |
| topic | Fourier transform infrared spectroscopy 5,8-quinolinedione DFT |
| url | https://www.mdpi.com/1422-8599/2023/4/M1747 |
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