A molecular inclusion complex of atenolol with 2-hydroxypropyl-β-cyclodextrin: The production and characterization thereof
The molecular inclusion complex of atenolol with 2-hydroxypropyl-β-cyclodextrin was synthesized using the coprecipitation method. The complex obtained was characterized by FT-IR, 1H-NMR, 13C-NMR spectroscopy, as well as by DSC and X-ray diffraction analysis. The DSC analysis confirmed the existence...
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| Format: | Article |
| Language: | English |
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Serbian Chemical Society
2007-01-01
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| Series: | Journal of the Serbian Chemical Society |
| Subjects: | |
| Online Access: | http://www.doiserbia.nb.rs/img/doi/0352-5139/2007/0352-51390709737N.pdf |
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| author | Nikolić Vesna Nikolić Ljubiša Stanković Mihajlo Kapor Agneš Popsavin Mirjana Cvetković Dragan |
| author_facet | Nikolić Vesna Nikolić Ljubiša Stanković Mihajlo Kapor Agneš Popsavin Mirjana Cvetković Dragan |
| author_sort | Nikolić Vesna |
| collection | DOAJ |
| description | The molecular inclusion complex of atenolol with 2-hydroxypropyl-β-cyclodextrin was synthesized using the coprecipitation method. The complex obtained was characterized by FT-IR, 1H-NMR, 13C-NMR spectroscopy, as well as by DSC and X-ray diffraction analysis. The DSC analysis confirmed the existence of the complex with the endothermic atenolol melting peak at about 155ºC disappearing. The X-ray diffraction patterns of the complex and 2-hydroxypropyl-β-cyclodextrin were very similar, thus confirming the complete inclusion of the atenolol molecule within the cavity of the 2-hydroxypropyl-β-cyclodextrin. The peaks originating from atenolol were completely absent in the diffractogram of the complex. 1H-NMR and 13C-NMR spectra showed certain changes in the chemical shifts of protons and C atoms from atenolol and 2-hydroxypropyl-β-cyclodextrin, indicating that a complex had been formed and also which protons participated in the hydrogen bonds which formed the complex. The atenolol solubility in water was improved (254 mg complex cm-3, i.e., 37.5 mg atenolol cm-3), and in pH 3 HCl solution (251 mg complex cm-3, i.e., 37 mg atenolol cm-3) when compared to pure atenolol, and even when compared to the atenolol complex with β-cyclodextrin. The increased solubility ensures greater bioavailability of the active component and, due to the low solubility, significantly corrects for the lack of the basic active substance and, simultaneously, increases its overall therapeutic effect, combined with reduced side effects. . |
| first_indexed | 2024-12-19T16:02:12Z |
| format | Article |
| id | doaj.art-9899c8cf49694572b47644b60ab925e7 |
| institution | Directory Open Access Journal |
| issn | 0352-5139 1820-7421 |
| language | English |
| last_indexed | 2024-12-19T16:02:12Z |
| publishDate | 2007-01-01 |
| publisher | Serbian Chemical Society |
| record_format | Article |
| series | Journal of the Serbian Chemical Society |
| spelling | doaj.art-9899c8cf49694572b47644b60ab925e72022-12-21T20:14:55ZengSerbian Chemical SocietyJournal of the Serbian Chemical Society0352-51391820-74212007-01-01728-973774610.2298/JSC0709737N0352-51390709737NA molecular inclusion complex of atenolol with 2-hydroxypropyl-β-cyclodextrin: The production and characterization thereofNikolić Vesna0Nikolić Ljubiša1Stanković Mihajlo2Kapor Agneš3Popsavin Mirjana4Cvetković Dragan5Tehnološki fakultet, LeskovacTehnološki fakultet, LeskovacTehnološki fakultet, LeskovacPrirodno-matematički fakultet, Departman za fiziku, Novi SadPrirodno-matematički fakultet, Departman za hemiju, Novi SadTehnološki fakultet, LeskovacThe molecular inclusion complex of atenolol with 2-hydroxypropyl-β-cyclodextrin was synthesized using the coprecipitation method. The complex obtained was characterized by FT-IR, 1H-NMR, 13C-NMR spectroscopy, as well as by DSC and X-ray diffraction analysis. The DSC analysis confirmed the existence of the complex with the endothermic atenolol melting peak at about 155ºC disappearing. The X-ray diffraction patterns of the complex and 2-hydroxypropyl-β-cyclodextrin were very similar, thus confirming the complete inclusion of the atenolol molecule within the cavity of the 2-hydroxypropyl-β-cyclodextrin. The peaks originating from atenolol were completely absent in the diffractogram of the complex. 1H-NMR and 13C-NMR spectra showed certain changes in the chemical shifts of protons and C atoms from atenolol and 2-hydroxypropyl-β-cyclodextrin, indicating that a complex had been formed and also which protons participated in the hydrogen bonds which formed the complex. The atenolol solubility in water was improved (254 mg complex cm-3, i.e., 37.5 mg atenolol cm-3), and in pH 3 HCl solution (251 mg complex cm-3, i.e., 37 mg atenolol cm-3) when compared to pure atenolol, and even when compared to the atenolol complex with β-cyclodextrin. The increased solubility ensures greater bioavailability of the active component and, due to the low solubility, significantly corrects for the lack of the basic active substance and, simultaneously, increases its overall therapeutic effect, combined with reduced side effects. .http://www.doiserbia.nb.rs/img/doi/0352-5139/2007/0352-51390709737N.pdfatenolol2-hydroxypropyl-β-cyclodextrininclusion complexft-irdscnmrx-ray |
| spellingShingle | Nikolić Vesna Nikolić Ljubiša Stanković Mihajlo Kapor Agneš Popsavin Mirjana Cvetković Dragan A molecular inclusion complex of atenolol with 2-hydroxypropyl-β-cyclodextrin: The production and characterization thereof Journal of the Serbian Chemical Society atenolol 2-hydroxypropyl-β-cyclodextrin inclusion complex ft-ir dsc nmr x-ray |
| title | A molecular inclusion complex of atenolol with 2-hydroxypropyl-β-cyclodextrin: The production and characterization thereof |
| title_full | A molecular inclusion complex of atenolol with 2-hydroxypropyl-β-cyclodextrin: The production and characterization thereof |
| title_fullStr | A molecular inclusion complex of atenolol with 2-hydroxypropyl-β-cyclodextrin: The production and characterization thereof |
| title_full_unstemmed | A molecular inclusion complex of atenolol with 2-hydroxypropyl-β-cyclodextrin: The production and characterization thereof |
| title_short | A molecular inclusion complex of atenolol with 2-hydroxypropyl-β-cyclodextrin: The production and characterization thereof |
| title_sort | molecular inclusion complex of atenolol with 2 hydroxypropyl β cyclodextrin the production and characterization thereof |
| topic | atenolol 2-hydroxypropyl-β-cyclodextrin inclusion complex ft-ir dsc nmr x-ray |
| url | http://www.doiserbia.nb.rs/img/doi/0352-5139/2007/0352-51390709737N.pdf |
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