Synthesis, Characterization of Chitosan-Aluminum Oxide Nanocomposite for Green Synthesis of Annulated Imidazopyrazol Thione Derivatives
Chitosan-aluminum oxide nanocomposite was synthesized, characterized, and used as a green heterogeneous catalyst to synthesize novel imidazopyrazolylthione derivatives. Nanocomposite polymeric material was characterized by EDS-SEM and XRD. The powerful catalytic activity, and its base character of t...
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MDPI AG
2021-04-01
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| Series: | Polymers |
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| Online Access: | https://www.mdpi.com/2073-4360/13/7/1160 |
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| author | Abir S. Abdel-Naby Sara Nabil Sarah Aldulaijan Ibtisam M. Ababutain Azzah I. Alghamdi Somaiah Almubayedh Khaled D. Khalil |
| author_facet | Abir S. Abdel-Naby Sara Nabil Sarah Aldulaijan Ibtisam M. Ababutain Azzah I. Alghamdi Somaiah Almubayedh Khaled D. Khalil |
| author_sort | Abir S. Abdel-Naby |
| collection | DOAJ |
| description | Chitosan-aluminum oxide nanocomposite was synthesized, characterized, and used as a green heterogeneous catalyst to synthesize novel imidazopyrazolylthione derivatives. Nanocomposite polymeric material was characterized by EDS-SEM and XRD. The powerful catalytic activity, and its base character of the nanocomposite, was used to synthesize imidazopyrazolylthione (<b>1</b>) in a good yield compared to traditional cyclocondensation synthesis. Using the nanocomposite catalyst, substitution of the thiol group (<b>1</b>) afforded the corresponding thiourea (<b>2</b>) and the corresponding ester (<b>3</b>). The efficiency of the nanocomposite over the traditional base organic catalyst, Et<sub>3</sub>N and NaOH, makes it an effective, economic, and reproducible nontoxic catalyst. Moreover, the heterogeneous nanocomposite polymeric film was easily isolated from the reaction medium, and recycled up to four times, without a significant loss of its catalytic activity. The newly synthesized derivatives were screened as antibacterial agents and showed high potency. Molecular docking was also performed for a more in-depth investigation. The results of the docking studies have demonstrated that the docked compounds have strong interaction energies with both Gram-positive and Gram-negative bacteria. |
| first_indexed | 2024-03-10T12:36:13Z |
| format | Article |
| id | doaj.art-e2cf488c8a504717b47343341ac26c98 |
| institution | Directory Open Access Journal |
| issn | 2073-4360 |
| language | English |
| last_indexed | 2024-03-10T12:36:13Z |
| publishDate | 2021-04-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Polymers |
| spelling | doaj.art-e2cf488c8a504717b47343341ac26c982023-11-21T14:15:14ZengMDPI AGPolymers2073-43602021-04-01137116010.3390/polym13071160Synthesis, Characterization of Chitosan-Aluminum Oxide Nanocomposite for Green Synthesis of Annulated Imidazopyrazol Thione DerivativesAbir S. Abdel-Naby0Sara Nabil1Sarah Aldulaijan2Ibtisam M. Ababutain3Azzah I. Alghamdi4Somaiah Almubayedh5Khaled D. Khalil6Department of Chemistry, College of Science, Imam Abdulrahman Bin Faisal University, P.O. Box 1982, Dammam 31441, Saudi ArabiaDepartment of Chemistry, College of Science, Imam Abdulrahman Bin Faisal University, P.O. Box 1982, Dammam 31441, Saudi ArabiaDepartment of Chemistry, College of Science, Imam Abdulrahman Bin Faisal University, P.O. Box 1982, Dammam 31441, Saudi ArabiaWater Treatment Unit, Basic & Applied Scientific Research Center (BASRC), Imam Abdulrahman Bin Faisal University, P.O. Box 1982, Dammam 31441, Saudi ArabiaWater Treatment Unit, Basic & Applied Scientific Research Center (BASRC), Imam Abdulrahman Bin Faisal University, P.O. Box 1982, Dammam 31441, Saudi ArabiaWater Treatment Unit, Basic & Applied Scientific Research Center (BASRC), Imam Abdulrahman Bin Faisal University, P.O. Box 1982, Dammam 31441, Saudi ArabiaDepartment of Chemistry, Faculty of Science, Cairo University, Giza 12613, EgyptChitosan-aluminum oxide nanocomposite was synthesized, characterized, and used as a green heterogeneous catalyst to synthesize novel imidazopyrazolylthione derivatives. Nanocomposite polymeric material was characterized by EDS-SEM and XRD. The powerful catalytic activity, and its base character of the nanocomposite, was used to synthesize imidazopyrazolylthione (<b>1</b>) in a good yield compared to traditional cyclocondensation synthesis. Using the nanocomposite catalyst, substitution of the thiol group (<b>1</b>) afforded the corresponding thiourea (<b>2</b>) and the corresponding ester (<b>3</b>). The efficiency of the nanocomposite over the traditional base organic catalyst, Et<sub>3</sub>N and NaOH, makes it an effective, economic, and reproducible nontoxic catalyst. Moreover, the heterogeneous nanocomposite polymeric film was easily isolated from the reaction medium, and recycled up to four times, without a significant loss of its catalytic activity. The newly synthesized derivatives were screened as antibacterial agents and showed high potency. Molecular docking was also performed for a more in-depth investigation. The results of the docking studies have demonstrated that the docked compounds have strong interaction energies with both Gram-positive and Gram-negative bacteria.https://www.mdpi.com/2073-4360/13/7/1160chitosanaluminum oxidenanocompositeheterogeneous catalysisantibacterial activitymolecular docking |
| spellingShingle | Abir S. Abdel-Naby Sara Nabil Sarah Aldulaijan Ibtisam M. Ababutain Azzah I. Alghamdi Somaiah Almubayedh Khaled D. Khalil Synthesis, Characterization of Chitosan-Aluminum Oxide Nanocomposite for Green Synthesis of Annulated Imidazopyrazol Thione Derivatives Polymers chitosan aluminum oxide nanocomposite heterogeneous catalysis antibacterial activity molecular docking |
| title | Synthesis, Characterization of Chitosan-Aluminum Oxide Nanocomposite for Green Synthesis of Annulated Imidazopyrazol Thione Derivatives |
| title_full | Synthesis, Characterization of Chitosan-Aluminum Oxide Nanocomposite for Green Synthesis of Annulated Imidazopyrazol Thione Derivatives |
| title_fullStr | Synthesis, Characterization of Chitosan-Aluminum Oxide Nanocomposite for Green Synthesis of Annulated Imidazopyrazol Thione Derivatives |
| title_full_unstemmed | Synthesis, Characterization of Chitosan-Aluminum Oxide Nanocomposite for Green Synthesis of Annulated Imidazopyrazol Thione Derivatives |
| title_short | Synthesis, Characterization of Chitosan-Aluminum Oxide Nanocomposite for Green Synthesis of Annulated Imidazopyrazol Thione Derivatives |
| title_sort | synthesis characterization of chitosan aluminum oxide nanocomposite for green synthesis of annulated imidazopyrazol thione derivatives |
| topic | chitosan aluminum oxide nanocomposite heterogeneous catalysis antibacterial activity molecular docking |
| url | https://www.mdpi.com/2073-4360/13/7/1160 |
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