Improving the Antimycobacterial Drug Clofazimine through Formation of Organic Salts by Combination with Fluoroquinolones
This work reports the synthesis, structural and thermal analysis, and in vitro evaluation of the antimicrobial activity of two new organic salts (OSs) derived from the antimycobacterial drug clofazimine and the fluoroquinolones ofloxacin or norfloxacin. Organic salts derived from active pharmaceutic...
| Main Authors: | , , , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2023-01-01
|
| Series: | International Journal of Molecular Sciences |
| Subjects: | |
| Online Access: | https://www.mdpi.com/1422-0067/24/2/1402 |
| _version_ | 1797441391225208832 |
|---|---|
| author | Clara M. Bento Ana Teresa Silva Bruno Mansano Luísa Aguiar Cátia Teixeira Maria Salomé Gomes Paula Gomes Tânia Silva Ricardo Ferraz |
| author_facet | Clara M. Bento Ana Teresa Silva Bruno Mansano Luísa Aguiar Cátia Teixeira Maria Salomé Gomes Paula Gomes Tânia Silva Ricardo Ferraz |
| author_sort | Clara M. Bento |
| collection | DOAJ |
| description | This work reports the synthesis, structural and thermal analysis, and in vitro evaluation of the antimicrobial activity of two new organic salts (OSs) derived from the antimycobacterial drug clofazimine and the fluoroquinolones ofloxacin or norfloxacin. Organic salts derived from active pharmaceutical ingredients (API-OSs), as those herein disclosed, hold promise as cost-effective formulations with improved features over their parent drugs, thus enabling the mitigation of some of their shortcomings. For instance, in the specific case of clofazimine, its poor solubility severely limits its bioavailability. As compared to clofazimine, the clofazimine-derived OSs now reported have improved solubility and thermostability, without any major deleterious effects on the drug’s bioactivity profile. |
| first_indexed | 2024-03-09T12:22:22Z |
| format | Article |
| id | doaj.art-feb2c306708a4aae82e581a96707a7f3 |
| institution | Directory Open Access Journal |
| issn | 1661-6596 1422-0067 |
| language | English |
| last_indexed | 2024-03-09T12:22:22Z |
| publishDate | 2023-01-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | International Journal of Molecular Sciences |
| spelling | doaj.art-feb2c306708a4aae82e581a96707a7f32023-11-30T22:39:54ZengMDPI AGInternational Journal of Molecular Sciences1661-65961422-00672023-01-01242140210.3390/ijms24021402Improving the Antimycobacterial Drug Clofazimine through Formation of Organic Salts by Combination with FluoroquinolonesClara M. Bento0Ana Teresa Silva1Bruno Mansano2Luísa Aguiar3Cátia Teixeira4Maria Salomé Gomes5Paula Gomes6Tânia Silva7Ricardo Ferraz8i3S—Instituto de Investigação e Inovação em Saúde, Universidade do Porto, 4200-135 Porto, PortugalLAQV-REQUIMTE, Departamento de Química e Bioquímica, Faculdade de Ciências da Universidade do Porto, 4169-007 Porto, Portugali3S—Instituto de Investigação e Inovação em Saúde, Universidade do Porto, 4200-135 Porto, PortugalLAQV-REQUIMTE, Departamento de Química e Bioquímica, Faculdade de Ciências da Universidade do Porto, 4169-007 Porto, PortugalLAQV-REQUIMTE, Departamento de Química e Bioquímica, Faculdade de Ciências da Universidade do Porto, 4169-007 Porto, Portugali3S—Instituto de Investigação e Inovação em Saúde, Universidade do Porto, 4200-135 Porto, PortugalLAQV-REQUIMTE, Departamento de Química e Bioquímica, Faculdade de Ciências da Universidade do Porto, 4169-007 Porto, Portugali3S—Instituto de Investigação e Inovação em Saúde, Universidade do Porto, 4200-135 Porto, PortugalLAQV-REQUIMTE, Departamento de Química e Bioquímica, Faculdade de Ciências da Universidade do Porto, 4169-007 Porto, PortugalThis work reports the synthesis, structural and thermal analysis, and in vitro evaluation of the antimicrobial activity of two new organic salts (OSs) derived from the antimycobacterial drug clofazimine and the fluoroquinolones ofloxacin or norfloxacin. Organic salts derived from active pharmaceutical ingredients (API-OSs), as those herein disclosed, hold promise as cost-effective formulations with improved features over their parent drugs, thus enabling the mitigation of some of their shortcomings. For instance, in the specific case of clofazimine, its poor solubility severely limits its bioavailability. As compared to clofazimine, the clofazimine-derived OSs now reported have improved solubility and thermostability, without any major deleterious effects on the drug’s bioactivity profile.https://www.mdpi.com/1422-0067/24/2/1402antibioticsGUMBOSionic liquids<i>Mycobacterium</i>organic saltsrepurposing |
| spellingShingle | Clara M. Bento Ana Teresa Silva Bruno Mansano Luísa Aguiar Cátia Teixeira Maria Salomé Gomes Paula Gomes Tânia Silva Ricardo Ferraz Improving the Antimycobacterial Drug Clofazimine through Formation of Organic Salts by Combination with Fluoroquinolones International Journal of Molecular Sciences antibiotics GUMBOS ionic liquids <i>Mycobacterium</i> organic salts repurposing |
| title | Improving the Antimycobacterial Drug Clofazimine through Formation of Organic Salts by Combination with Fluoroquinolones |
| title_full | Improving the Antimycobacterial Drug Clofazimine through Formation of Organic Salts by Combination with Fluoroquinolones |
| title_fullStr | Improving the Antimycobacterial Drug Clofazimine through Formation of Organic Salts by Combination with Fluoroquinolones |
| title_full_unstemmed | Improving the Antimycobacterial Drug Clofazimine through Formation of Organic Salts by Combination with Fluoroquinolones |
| title_short | Improving the Antimycobacterial Drug Clofazimine through Formation of Organic Salts by Combination with Fluoroquinolones |
| title_sort | improving the antimycobacterial drug clofazimine through formation of organic salts by combination with fluoroquinolones |
| topic | antibiotics GUMBOS ionic liquids <i>Mycobacterium</i> organic salts repurposing |
| url | https://www.mdpi.com/1422-0067/24/2/1402 |
| work_keys_str_mv | AT clarambento improvingtheantimycobacterialdrugclofaziminethroughformationoforganicsaltsbycombinationwithfluoroquinolones AT anateresasilva improvingtheantimycobacterialdrugclofaziminethroughformationoforganicsaltsbycombinationwithfluoroquinolones AT brunomansano improvingtheantimycobacterialdrugclofaziminethroughformationoforganicsaltsbycombinationwithfluoroquinolones AT luisaaguiar improvingtheantimycobacterialdrugclofaziminethroughformationoforganicsaltsbycombinationwithfluoroquinolones AT catiateixeira improvingtheantimycobacterialdrugclofaziminethroughformationoforganicsaltsbycombinationwithfluoroquinolones AT mariasalomegomes improvingtheantimycobacterialdrugclofaziminethroughformationoforganicsaltsbycombinationwithfluoroquinolones AT paulagomes improvingtheantimycobacterialdrugclofaziminethroughformationoforganicsaltsbycombinationwithfluoroquinolones AT taniasilva improvingtheantimycobacterialdrugclofaziminethroughformationoforganicsaltsbycombinationwithfluoroquinolones AT ricardoferraz improvingtheantimycobacterialdrugclofaziminethroughformationoforganicsaltsbycombinationwithfluoroquinolones |