Charge transfer interaction of organic p-acceptors with the anti-hyperuricemic drug allopurinol: Insights from IR, Raman, 1H NMR and 13C NMR spectroscopies
The topic of charge-transfer (CT) complexation of vital drugs has attracted considerable attention in recent years owing to their significant physical and chemical properties. In this study, CT complexes derived from the reaction of the anti-hyperuricemic drug allopurinol (Allop) with organic p-acce...
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| Format: | Article |
| Language: | English |
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2016-12-01
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| Series: | Acta Pharmaceutica |
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| Online Access: | https://doi.org/10.1515/acph-2016-0045 |
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| author | Refat Moamen S. Saad Hosam A. Adam Abdel Majid A. Al-Omar Mohamed A. Naglah Ahmed M. |
| author_facet | Refat Moamen S. Saad Hosam A. Adam Abdel Majid A. Al-Omar Mohamed A. Naglah Ahmed M. |
| author_sort | Refat Moamen S. |
| collection | DOAJ |
| description | The topic of charge-transfer (CT) complexation of vital drugs has attracted considerable attention in recent years owing to their significant physical and chemical properties. In this study, CT complexes derived from the reaction of the anti-hyperuricemic drug allopurinol (Allop) with organic p-acceptors [(picric acid (PA), dichlorodicyanobenzoquinone (DDQ) and chloranil (CHL)] were prepared, isolated and characterized by a range of physicochemical methods, such as IR, Raman, 1H NMR and 13C NMR spectroscopy. The stoichiometry of the complexes was verified by elemental analysis. The results show that all complexes that were formed were based on a 1:1 stoichiometric ratio. This study suggests that the complexation of Allop with either the DDQ or CHL acceptor leads to a direct p®p* transition, whereas the molecules of Allop and PA are linked by intermolecular hydrogen- bonding interactions. |
| format | Article |
| id | doaj-art-e349bf0db5404fc891495352a8c1fb80 |
| institution | Kabale University |
| issn | 1846-9558 |
| language | English |
| publishDate | 2016-12-01 |
| publisher | Sciendo |
| record_format | Article |
| series | Acta Pharmaceutica |
| spelling | doaj-art-e349bf0db5404fc891495352a8c1fb802025-02-02T15:47:07ZengSciendoActa Pharmaceutica1846-95582016-12-0166453354210.1515/acph-2016-0045acph-2016-0045Charge transfer interaction of organic p-acceptors with the anti-hyperuricemic drug allopurinol: Insights from IR, Raman, 1H NMR and 13C NMR spectroscopiesRefat Moamen S.0Saad Hosam A.1Adam Abdel Majid A.2Al-Omar Mohamed A.3Naglah Ahmed M.4Department of Chemistry, Faculty of Science, Taif University, Al-Haweiah, P.O. Box 888, Zip Code 21974, Taif, Saudi Arabia EgyptDepartment of Chemistry, Faculty of Science, Taif University, Al-Haweiah, P.O. Box 888, Zip Code 21974, Taif, Saudi Arabia EgyptDepartment of Chemistry, Faculty of Science, Taif University, Al-Haweiah, P.O. Box 888, Zip Code 21974, Taif, Saudi ArabiaDepartment of Pharmaceutical Chemistry, Drug Exploration & Development Chair, College of Pharmacy, King Saud University, Riyadh 11451, Saudi ArabiaDepartment of Pharmaceutical Chemistry, Drug Exploration & Development Chair, College of Pharmacy, King Saud University, Riyadh 11451, Saudi Arabia EgyptThe topic of charge-transfer (CT) complexation of vital drugs has attracted considerable attention in recent years owing to their significant physical and chemical properties. In this study, CT complexes derived from the reaction of the anti-hyperuricemic drug allopurinol (Allop) with organic p-acceptors [(picric acid (PA), dichlorodicyanobenzoquinone (DDQ) and chloranil (CHL)] were prepared, isolated and characterized by a range of physicochemical methods, such as IR, Raman, 1H NMR and 13C NMR spectroscopy. The stoichiometry of the complexes was verified by elemental analysis. The results show that all complexes that were formed were based on a 1:1 stoichiometric ratio. This study suggests that the complexation of Allop with either the DDQ or CHL acceptor leads to a direct p®p* transition, whereas the molecules of Allop and PA are linked by intermolecular hydrogen- bonding interactions.https://doi.org/10.1515/acph-2016-0045allopurinolp-acceptorcharge-transferproton- transfer |
| spellingShingle | Refat Moamen S. Saad Hosam A. Adam Abdel Majid A. Al-Omar Mohamed A. Naglah Ahmed M. Charge transfer interaction of organic p-acceptors with the anti-hyperuricemic drug allopurinol: Insights from IR, Raman, 1H NMR and 13C NMR spectroscopies Acta Pharmaceutica allopurinol p-acceptor charge-transfer proton- transfer |
| title | Charge transfer interaction of organic p-acceptors with the anti-hyperuricemic drug allopurinol: Insights from IR, Raman, 1H NMR and 13C NMR spectroscopies |
| title_full | Charge transfer interaction of organic p-acceptors with the anti-hyperuricemic drug allopurinol: Insights from IR, Raman, 1H NMR and 13C NMR spectroscopies |
| title_fullStr | Charge transfer interaction of organic p-acceptors with the anti-hyperuricemic drug allopurinol: Insights from IR, Raman, 1H NMR and 13C NMR spectroscopies |
| title_full_unstemmed | Charge transfer interaction of organic p-acceptors with the anti-hyperuricemic drug allopurinol: Insights from IR, Raman, 1H NMR and 13C NMR spectroscopies |
| title_short | Charge transfer interaction of organic p-acceptors with the anti-hyperuricemic drug allopurinol: Insights from IR, Raman, 1H NMR and 13C NMR spectroscopies |
| title_sort | charge transfer interaction of organic p acceptors with the anti hyperuricemic drug allopurinol insights from ir raman 1h nmr and 13c nmr spectroscopies |
| topic | allopurinol p-acceptor charge-transfer proton- transfer |
| url | https://doi.org/10.1515/acph-2016-0045 |
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