Solubility Improvement of Benexate through Salt Formation Using Artificial Sweetener
Benexate, a drug used clinically as a defensive type anti-ulcer agent, has poor solubility and a bitter taste. To improve its solubility, a crystal engineering approach was proposed with the formation of novel salts using an artificial sweetener as a salt co-former. This was also expected to address...
| Main Authors: | , , , , , , |
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| Format: | Article |
| Language: | English |
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MDPI AG
2018-05-01
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| Series: | Pharmaceutics |
| Subjects: | |
| Online Access: | http://www.mdpi.com/1999-4923/10/2/64 |
| _version_ | 1798003721916907520 |
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| author | Okky Dwichandra Putra Daiki Umeda Eriko Fujita Tamami Haraguchi Takahiro Uchida Etsuo Yonemochi Hidehiro Uekusa |
| author_facet | Okky Dwichandra Putra Daiki Umeda Eriko Fujita Tamami Haraguchi Takahiro Uchida Etsuo Yonemochi Hidehiro Uekusa |
| author_sort | Okky Dwichandra Putra |
| collection | DOAJ |
| description | Benexate, a drug used clinically as a defensive type anti-ulcer agent, has poor solubility and a bitter taste. To improve its solubility, a crystal engineering approach was proposed with the formation of novel salts using an artificial sweetener as a salt co-former. This was also expected to address the bitter taste of the drug. In this work, we report on the preparation and evaluation of the physicochemical properties of the novel salts benexate saccharinate monohydrate and benexate cyclamate whose crystal structures were determined by single-crystal X-ray structure analysis. These novel salts showed higher solubility and faster dissolution profiles that were associated with the occurrence of local layered-like structures. They also showed better moisture uptake profiles and were classified as non-hygroscopic materials. Therefore, benexate saccharinate monohydrate and benexate cyclamate expedited the development of sweet pharmaceutical salts of benexate with improved performances. |
| first_indexed | 2024-04-11T12:12:20Z |
| format | Article |
| id | doaj.art-e7b5da9544a444efa7bd2649aa2c7481 |
| institution | Directory Open Access Journal |
| issn | 1999-4923 |
| language | English |
| last_indexed | 2024-04-11T12:12:20Z |
| publishDate | 2018-05-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Pharmaceutics |
| spelling | doaj.art-e7b5da9544a444efa7bd2649aa2c74812022-12-22T04:24:34ZengMDPI AGPharmaceutics1999-49232018-05-011026410.3390/pharmaceutics10020064pharmaceutics10020064Solubility Improvement of Benexate through Salt Formation Using Artificial SweetenerOkky Dwichandra Putra0Daiki Umeda1Eriko Fujita2Tamami Haraguchi3Takahiro Uchida4Etsuo Yonemochi5Hidehiro Uekusa6School of Pharmacy and Pharmaceutical Sciences, Hoshi University, 2-4-41 Ebara, Shinagawa, Tokyo 142-8501, JapanSchool of Pharmacy and Pharmaceutical Sciences, Hoshi University, 2-4-41 Ebara, Shinagawa, Tokyo 142-8501, JapanSchool of Pharmacy and Pharmaceutical Sciences, Hoshi University, 2-4-41 Ebara, Shinagawa, Tokyo 142-8501, JapanFaculty of Pharmaceutical Sciences, Mukogawa Women’s University, 11-68 Koshien 9-Bancho, Nishinomiya, Hyogo 663-8179, JapanFaculty of Pharmaceutical Sciences, Mukogawa Women’s University, 11-68 Koshien 9-Bancho, Nishinomiya, Hyogo 663-8179, JapanSchool of Pharmacy and Pharmaceutical Sciences, Hoshi University, 2-4-41 Ebara, Shinagawa, Tokyo 142-8501, JapanDepartment of Chemistry, Tokyo Institute of Technology, 2-12-1 Ookayama, Meguro, Tokyo 152-8551, JapanBenexate, a drug used clinically as a defensive type anti-ulcer agent, has poor solubility and a bitter taste. To improve its solubility, a crystal engineering approach was proposed with the formation of novel salts using an artificial sweetener as a salt co-former. This was also expected to address the bitter taste of the drug. In this work, we report on the preparation and evaluation of the physicochemical properties of the novel salts benexate saccharinate monohydrate and benexate cyclamate whose crystal structures were determined by single-crystal X-ray structure analysis. These novel salts showed higher solubility and faster dissolution profiles that were associated with the occurrence of local layered-like structures. They also showed better moisture uptake profiles and were classified as non-hygroscopic materials. Therefore, benexate saccharinate monohydrate and benexate cyclamate expedited the development of sweet pharmaceutical salts of benexate with improved performances.http://www.mdpi.com/1999-4923/10/2/64benexatecrystal engineeringsolubilitydissolutionsweetener |
| spellingShingle | Okky Dwichandra Putra Daiki Umeda Eriko Fujita Tamami Haraguchi Takahiro Uchida Etsuo Yonemochi Hidehiro Uekusa Solubility Improvement of Benexate through Salt Formation Using Artificial Sweetener Pharmaceutics benexate crystal engineering solubility dissolution sweetener |
| title | Solubility Improvement of Benexate through Salt Formation Using Artificial Sweetener |
| title_full | Solubility Improvement of Benexate through Salt Formation Using Artificial Sweetener |
| title_fullStr | Solubility Improvement of Benexate through Salt Formation Using Artificial Sweetener |
| title_full_unstemmed | Solubility Improvement of Benexate through Salt Formation Using Artificial Sweetener |
| title_short | Solubility Improvement of Benexate through Salt Formation Using Artificial Sweetener |
| title_sort | solubility improvement of benexate through salt formation using artificial sweetener |
| topic | benexate crystal engineering solubility dissolution sweetener |
| url | http://www.mdpi.com/1999-4923/10/2/64 |
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