Benzothiazole Derivatives as Multifunctional Antioxidant Agents for Skin Damage: Structure–Activity Relationship of a Scaffold Bearing a Five-Membered Ring System
Skin diseases often give multifactorial damages; therefore, the development of multifunctional compounds represents a suitable approach especially against disorders that are induced by oxidative stress. Thus, taking into account the successful results we achieved on benzimidazoles, we have devised a...
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| Format: | Article |
| Language: | English |
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MDPI AG
2022-02-01
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| Series: | Antioxidants |
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| Online Access: | https://www.mdpi.com/2076-3921/11/2/407 |
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| author | Ernestine Nicaise Djuidje Riccardo Barbari Anna Baldisserotto Elisa Durini Sabrina Sciabica Jan Balzarini Sandra Liekens Silvia Vertuani Stefano Manfredini |
| author_facet | Ernestine Nicaise Djuidje Riccardo Barbari Anna Baldisserotto Elisa Durini Sabrina Sciabica Jan Balzarini Sandra Liekens Silvia Vertuani Stefano Manfredini |
| author_sort | Ernestine Nicaise Djuidje |
| collection | DOAJ |
| description | Skin diseases often give multifactorial damages; therefore, the development of multifunctional compounds represents a suitable approach especially against disorders that are induced by oxidative stress. Thus, taking into account the successful results we achieved on benzimidazoles, we have devised a new series of isosteric benzothiazoles and investigated their antioxidant, photoprotective, antifungal and antiproliferative activity. Particular attention has been paid to synergistic antioxidant and photoprotective properties. For compounds <b>9a</b> and <b>10a</b>, a multifunctional profile was outlined, supported by an excellent filtering capacity, mainly UVB, which has higher capacities than those of the reference PBSA which is currently in the market as a UV sunscreen filter. The two compounds were also the best in terms of growth inhibition of dermatophytes and Candida albicans, and <b>10a</b> also showed good antioxidant activity. Furthermore, <b>9a</b> was also effective on melanoma tumor cells (SK-Mel 5), making these compounds good candidates in the development of new skin protective and preventive agents. |
| first_indexed | 2024-03-09T22:43:10Z |
| format | Article |
| id | doaj.art-043472c1a9974fa9a0bb9ea0a14a2d22 |
| institution | Directory Open Access Journal |
| issn | 2076-3921 |
| language | English |
| last_indexed | 2024-03-09T22:43:10Z |
| publishDate | 2022-02-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Antioxidants |
| spelling | doaj.art-043472c1a9974fa9a0bb9ea0a14a2d222023-11-23T18:33:19ZengMDPI AGAntioxidants2076-39212022-02-0111240710.3390/antiox11020407Benzothiazole Derivatives as Multifunctional Antioxidant Agents for Skin Damage: Structure–Activity Relationship of a Scaffold Bearing a Five-Membered Ring SystemErnestine Nicaise Djuidje0Riccardo Barbari1Anna Baldisserotto2Elisa Durini3Sabrina Sciabica4Jan Balzarini5Sandra Liekens6Silvia Vertuani7Stefano Manfredini8Department of Life Sciences and Biotechnology, Master Course in Cosmetic Science and Technologies, University of Ferrara, Via L. Borsari 46, 44121 Ferrara, ItalyDepartment of Chemical and Pharmaceutical Sciences, University of Ferrara, Via Fossato di Mortara 17-19, 44121 Ferrara, ItalyDepartment of Life Sciences and Biotechnology, Master Course in Cosmetic Science and Technologies, University of Ferrara, Via L. Borsari 46, 44121 Ferrara, ItalyDepartment of Life Sciences and Biotechnology, Master Course in Cosmetic Science and Technologies, University of Ferrara, Via L. Borsari 46, 44121 Ferrara, ItalyDepartment of Life Sciences and Biotechnology, Master Course in Cosmetic Science and Technologies, University of Ferrara, Via L. Borsari 46, 44121 Ferrara, ItalyLaboratory of Virology and Chemotherapy, Rega Institute for Medical Research, Department of Microbiology and Immunology, KU Leuven, University of Leuven, B-3000 Leuven, BelgiumLaboratory of Virology and Chemotherapy, Rega Institute for Medical Research, Department of Microbiology and Immunology, KU Leuven, University of Leuven, B-3000 Leuven, BelgiumDepartment of Life Sciences and Biotechnology, Master Course in Cosmetic Science and Technologies, University of Ferrara, Via L. Borsari 46, 44121 Ferrara, ItalyDepartment of Life Sciences and Biotechnology, Master Course in Cosmetic Science and Technologies, University of Ferrara, Via L. Borsari 46, 44121 Ferrara, ItalySkin diseases often give multifactorial damages; therefore, the development of multifunctional compounds represents a suitable approach especially against disorders that are induced by oxidative stress. Thus, taking into account the successful results we achieved on benzimidazoles, we have devised a new series of isosteric benzothiazoles and investigated their antioxidant, photoprotective, antifungal and antiproliferative activity. Particular attention has been paid to synergistic antioxidant and photoprotective properties. For compounds <b>9a</b> and <b>10a</b>, a multifunctional profile was outlined, supported by an excellent filtering capacity, mainly UVB, which has higher capacities than those of the reference PBSA which is currently in the market as a UV sunscreen filter. The two compounds were also the best in terms of growth inhibition of dermatophytes and Candida albicans, and <b>10a</b> also showed good antioxidant activity. Furthermore, <b>9a</b> was also effective on melanoma tumor cells (SK-Mel 5), making these compounds good candidates in the development of new skin protective and preventive agents.https://www.mdpi.com/2076-3921/11/2/407benzothiazolemultifunctionalUV filterantioxidantantimicrobialcosmeceutical |
| spellingShingle | Ernestine Nicaise Djuidje Riccardo Barbari Anna Baldisserotto Elisa Durini Sabrina Sciabica Jan Balzarini Sandra Liekens Silvia Vertuani Stefano Manfredini Benzothiazole Derivatives as Multifunctional Antioxidant Agents for Skin Damage: Structure–Activity Relationship of a Scaffold Bearing a Five-Membered Ring System Antioxidants benzothiazole multifunctional UV filter antioxidant antimicrobial cosmeceutical |
| title | Benzothiazole Derivatives as Multifunctional Antioxidant Agents for Skin Damage: Structure–Activity Relationship of a Scaffold Bearing a Five-Membered Ring System |
| title_full | Benzothiazole Derivatives as Multifunctional Antioxidant Agents for Skin Damage: Structure–Activity Relationship of a Scaffold Bearing a Five-Membered Ring System |
| title_fullStr | Benzothiazole Derivatives as Multifunctional Antioxidant Agents for Skin Damage: Structure–Activity Relationship of a Scaffold Bearing a Five-Membered Ring System |
| title_full_unstemmed | Benzothiazole Derivatives as Multifunctional Antioxidant Agents for Skin Damage: Structure–Activity Relationship of a Scaffold Bearing a Five-Membered Ring System |
| title_short | Benzothiazole Derivatives as Multifunctional Antioxidant Agents for Skin Damage: Structure–Activity Relationship of a Scaffold Bearing a Five-Membered Ring System |
| title_sort | benzothiazole derivatives as multifunctional antioxidant agents for skin damage structure activity relationship of a scaffold bearing a five membered ring system |
| topic | benzothiazole multifunctional UV filter antioxidant antimicrobial cosmeceutical |
| url | https://www.mdpi.com/2076-3921/11/2/407 |
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