Antioxidant Activity, Molecular Docking, Quantum Studies and In Vivo Antinociceptive Activity of Sulfonamides Derived From Carvacrol
The synthesis and antioxidant, antinociceptive and antiedematogenic activities of sulfonamides derived from carvacrol—a druglike natural product—are reported. The compounds showed promising antioxidant activity, and sulfonamide derived from morpholine (S1) demonstrated excellent antinociceptive and...
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| Format: | Article |
| Language: | English |
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Frontiers Media S.A.
2021-11-01
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| Series: | Frontiers in Pharmacology |
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| Online Access: | https://www.frontiersin.org/articles/10.3389/fphar.2021.788850/full |
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| author | Aldo S. de Oliveira Aldo S. de Oliveira Luana C. Llanes Ricardo J. Nunes Catharina Nucci-Martins Catharina Nucci-Martins Anacleto S. de Souza David L. Palomino-Salcedo María J. Dávila-Rodríguez Leonardo L. G. Ferreira Adair R. S. Santos Adriano D. Andricopulo |
| author_facet | Aldo S. de Oliveira Aldo S. de Oliveira Luana C. Llanes Ricardo J. Nunes Catharina Nucci-Martins Catharina Nucci-Martins Anacleto S. de Souza David L. Palomino-Salcedo María J. Dávila-Rodríguez Leonardo L. G. Ferreira Adair R. S. Santos Adriano D. Andricopulo |
| author_sort | Aldo S. de Oliveira |
| collection | DOAJ |
| description | The synthesis and antioxidant, antinociceptive and antiedematogenic activities of sulfonamides derived from carvacrol—a druglike natural product—are reported. The compounds showed promising antioxidant activity, and sulfonamide derived from morpholine (S1) demonstrated excellent antinociceptive and antiedematogenic activities, with no sedation or motor impairment. The mechanism that underlies the carvacrol and derived sulfonamides’ relieving effects on pain has not yet been fully elucidated, however, this study shows that the antinociceptive activity can be partially mediated by the antagonism of glutamatergic signaling. Compound S1 presented promising efficacy and was predicted to have an appropriate medicinal chemistry profile. Thus, derivative S1 is an interesting starting point for the design of new leads for the treatment of pain and associated inflammation and prooxidative conditions. |
| first_indexed | 2024-12-21T08:52:42Z |
| format | Article |
| id | doaj.art-07ca78a81f984448bf1d9ef595d087f9 |
| institution | Directory Open Access Journal |
| issn | 1663-9812 |
| language | English |
| last_indexed | 2024-12-21T08:52:42Z |
| publishDate | 2021-11-01 |
| publisher | Frontiers Media S.A. |
| record_format | Article |
| series | Frontiers in Pharmacology |
| spelling | doaj.art-07ca78a81f984448bf1d9ef595d087f92022-12-21T19:09:38ZengFrontiers Media S.A.Frontiers in Pharmacology1663-98122021-11-011210.3389/fphar.2021.788850788850Antioxidant Activity, Molecular Docking, Quantum Studies and In Vivo Antinociceptive Activity of Sulfonamides Derived From CarvacrolAldo S. de Oliveira0Aldo S. de Oliveira1Luana C. Llanes2Ricardo J. Nunes3Catharina Nucci-Martins4Catharina Nucci-Martins5Anacleto S. de Souza6David L. Palomino-Salcedo7María J. Dávila-Rodríguez8Leonardo L. G. Ferreira9Adair R. S. Santos10Adriano D. Andricopulo11Department of Exact Sciences and Education, Federal University of Santa Catarina-UFSC, Blumenau, BrazilLaboratory of Medicinal and Computational Chemistry, Institute of Physics of São Carlos, University of São Paulo-USP, São Carlos, BrazilDepartment of Chemistry and Biochemistry, University of California, Santa Barbara, Santa Barbara, CA, United StatesDepartament of Chemistry, Federal University of Santa Catarina-UFSC, Florianópolis, BrazilDepartment of Physiological Sciences, Center of Biological Sciences, Federal University of Santa Catarina-UFSC, Florianópolis, BrazilDepartment of Structural and Functional Biology, Institute of Biology, University of Campinas-UNICAMP, Campinas, BrazilLaboratory of Medicinal and Computational Chemistry, Institute of Physics of São Carlos, University of São Paulo-USP, São Carlos, BrazilLaboratory of Medicinal and Computational Chemistry, Institute of Physics of São Carlos, University of São Paulo-USP, São Carlos, BrazilDepartment of Chemistry, Federal University of São Carlos-UFSCar, São Carlos, BrazilLaboratory of Medicinal and Computational Chemistry, Institute of Physics of São Carlos, University of São Paulo-USP, São Carlos, BrazilDepartment of Physiological Sciences, Center of Biological Sciences, Federal University of Santa Catarina-UFSC, Florianópolis, BrazilLaboratory of Medicinal and Computational Chemistry, Institute of Physics of São Carlos, University of São Paulo-USP, São Carlos, BrazilThe synthesis and antioxidant, antinociceptive and antiedematogenic activities of sulfonamides derived from carvacrol—a druglike natural product—are reported. The compounds showed promising antioxidant activity, and sulfonamide derived from morpholine (S1) demonstrated excellent antinociceptive and antiedematogenic activities, with no sedation or motor impairment. The mechanism that underlies the carvacrol and derived sulfonamides’ relieving effects on pain has not yet been fully elucidated, however, this study shows that the antinociceptive activity can be partially mediated by the antagonism of glutamatergic signaling. Compound S1 presented promising efficacy and was predicted to have an appropriate medicinal chemistry profile. Thus, derivative S1 is an interesting starting point for the design of new leads for the treatment of pain and associated inflammation and prooxidative conditions.https://www.frontiersin.org/articles/10.3389/fphar.2021.788850/fullsulfonamidespaincarvacrolmolecular modelingantioxidant |
| spellingShingle | Aldo S. de Oliveira Aldo S. de Oliveira Luana C. Llanes Ricardo J. Nunes Catharina Nucci-Martins Catharina Nucci-Martins Anacleto S. de Souza David L. Palomino-Salcedo María J. Dávila-Rodríguez Leonardo L. G. Ferreira Adair R. S. Santos Adriano D. Andricopulo Antioxidant Activity, Molecular Docking, Quantum Studies and In Vivo Antinociceptive Activity of Sulfonamides Derived From Carvacrol Frontiers in Pharmacology sulfonamides pain carvacrol molecular modeling antioxidant |
| title | Antioxidant Activity, Molecular Docking, Quantum Studies and In Vivo Antinociceptive Activity of Sulfonamides Derived From Carvacrol |
| title_full | Antioxidant Activity, Molecular Docking, Quantum Studies and In Vivo Antinociceptive Activity of Sulfonamides Derived From Carvacrol |
| title_fullStr | Antioxidant Activity, Molecular Docking, Quantum Studies and In Vivo Antinociceptive Activity of Sulfonamides Derived From Carvacrol |
| title_full_unstemmed | Antioxidant Activity, Molecular Docking, Quantum Studies and In Vivo Antinociceptive Activity of Sulfonamides Derived From Carvacrol |
| title_short | Antioxidant Activity, Molecular Docking, Quantum Studies and In Vivo Antinociceptive Activity of Sulfonamides Derived From Carvacrol |
| title_sort | antioxidant activity molecular docking quantum studies and in vivo antinociceptive activity of sulfonamides derived from carvacrol |
| topic | sulfonamides pain carvacrol molecular modeling antioxidant |
| url | https://www.frontiersin.org/articles/10.3389/fphar.2021.788850/full |
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