Theoretical Evaluation of the Properties of Nitrogen-Doped C<sub>24</sub> Fullerenes and Their Interactions with Two Adamantane-Derived Antivirals
The replacement of carbon with a heteroatom within the structure of a fullerene gives the possibility of obtaining compounds with adjustable properties. The influence of aza-substitution on C<sub>24</sub> fullerenes was investigated and a comparison of HF and DFT calculations was perform...
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| Format: | Article |
| Language: | English |
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MDPI AG
2023-11-01
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| Series: | Chemistry |
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| Online Access: | https://www.mdpi.com/2624-8549/5/4/157 |
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| author | Oana-Raluca Pop Adina Căta Ioana Maria Carmen Ienașcu |
| author_facet | Oana-Raluca Pop Adina Căta Ioana Maria Carmen Ienașcu |
| author_sort | Oana-Raluca Pop |
| collection | DOAJ |
| description | The replacement of carbon with a heteroatom within the structure of a fullerene gives the possibility of obtaining compounds with adjustable properties. The influence of aza-substitution on C<sub>24</sub> fullerenes was investigated and a comparison of HF and DFT calculations was performed. Various substitution patterns were proposed and the characterization of C<sub>22</sub>N<sub>2</sub> and C<sub>20</sub>N<sub>4</sub> structures was performed. Global reactivity descriptors like chemical potential, hardness, HOMO–LUMO gap and singlet–triplet gap were computed. Aromaticity descriptors like delocalization indices and NICS(0) index were employed for the characterization of each six-membered ring of the studied fullerenes. The possible use of aza-fullerenes as drug delivery systems for two adamantane-derived antivirals was evaluated through molecular docking studies. The best results were obtained for the fullerenes with a pronounced hydrophobic character, the favored configuration of the antiviral drugs being the one oriented toward the side consisting of carbon atoms of the fullerenes. |
| first_indexed | 2024-03-08T20:54:13Z |
| format | Article |
| id | doaj.art-e88a24e9e77f4c59901d565393628eb3 |
| institution | Directory Open Access Journal |
| issn | 2624-8549 |
| language | English |
| last_indexed | 2024-03-08T20:54:13Z |
| publishDate | 2023-11-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Chemistry |
| spelling | doaj.art-e88a24e9e77f4c59901d565393628eb32023-12-22T14:00:05ZengMDPI AGChemistry2624-85492023-11-01542376239110.3390/chemistry5040157Theoretical Evaluation of the Properties of Nitrogen-Doped C<sub>24</sub> Fullerenes and Their Interactions with Two Adamantane-Derived AntiviralsOana-Raluca Pop0Adina Căta1Ioana Maria Carmen Ienașcu2Faculty of Pharmacy, University of Medicine and Pharmacy “Victor Babeş” Timisoara, Eftimie Murgu Square 2, 300041 Timişoara, RomaniaNational Institute of Research and Development for Electrochemistry and Condensed Matter, 144 Dr. A. P. Podeanu, 300569 Timişoara, RomaniaNational Institute of Research and Development for Electrochemistry and Condensed Matter, 144 Dr. A. P. Podeanu, 300569 Timişoara, RomaniaThe replacement of carbon with a heteroatom within the structure of a fullerene gives the possibility of obtaining compounds with adjustable properties. The influence of aza-substitution on C<sub>24</sub> fullerenes was investigated and a comparison of HF and DFT calculations was performed. Various substitution patterns were proposed and the characterization of C<sub>22</sub>N<sub>2</sub> and C<sub>20</sub>N<sub>4</sub> structures was performed. Global reactivity descriptors like chemical potential, hardness, HOMO–LUMO gap and singlet–triplet gap were computed. Aromaticity descriptors like delocalization indices and NICS(0) index were employed for the characterization of each six-membered ring of the studied fullerenes. The possible use of aza-fullerenes as drug delivery systems for two adamantane-derived antivirals was evaluated through molecular docking studies. The best results were obtained for the fullerenes with a pronounced hydrophobic character, the favored configuration of the antiviral drugs being the one oriented toward the side consisting of carbon atoms of the fullerenes.https://www.mdpi.com/2624-8549/5/4/157fullerenesC<sub>24</sub>molecular docking |
| spellingShingle | Oana-Raluca Pop Adina Căta Ioana Maria Carmen Ienașcu Theoretical Evaluation of the Properties of Nitrogen-Doped C<sub>24</sub> Fullerenes and Their Interactions with Two Adamantane-Derived Antivirals Chemistry fullerenes C<sub>24</sub> molecular docking |
| title | Theoretical Evaluation of the Properties of Nitrogen-Doped C<sub>24</sub> Fullerenes and Their Interactions with Two Adamantane-Derived Antivirals |
| title_full | Theoretical Evaluation of the Properties of Nitrogen-Doped C<sub>24</sub> Fullerenes and Their Interactions with Two Adamantane-Derived Antivirals |
| title_fullStr | Theoretical Evaluation of the Properties of Nitrogen-Doped C<sub>24</sub> Fullerenes and Their Interactions with Two Adamantane-Derived Antivirals |
| title_full_unstemmed | Theoretical Evaluation of the Properties of Nitrogen-Doped C<sub>24</sub> Fullerenes and Their Interactions with Two Adamantane-Derived Antivirals |
| title_short | Theoretical Evaluation of the Properties of Nitrogen-Doped C<sub>24</sub> Fullerenes and Their Interactions with Two Adamantane-Derived Antivirals |
| title_sort | theoretical evaluation of the properties of nitrogen doped c sub 24 sub fullerenes and their interactions with two adamantane derived antivirals |
| topic | fullerenes C<sub>24</sub> molecular docking |
| url | https://www.mdpi.com/2624-8549/5/4/157 |
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