The design, synthesis and antiplasmodial evaluation of novel sulfoximine-isoxazole hybrids as potential antimalarial agents
A library of novel sulfoximine-isoxazole hybrids was synthesized and evaluated for antimalarial activity. The subsequential synthetic pathways, which included the alkylation of thiols and simultaneous sulfide oxidation and imination, yielded a library of sulfoximine derivatives 3a-s. These were coup...
| Main Authors: | , , , |
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| Format: | Article |
| Language: | English |
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Elsevier
2024-04-01
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| Series: | European Journal of Medicinal Chemistry Reports |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S2772417423000286 |
| _version_ | 1797262804975091712 |
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| author | Jackie L. Mabasa Tommy F. Mabasa Musawenkosi L. Nyathi Paseka T. Moshapo |
| author_facet | Jackie L. Mabasa Tommy F. Mabasa Musawenkosi L. Nyathi Paseka T. Moshapo |
| author_sort | Jackie L. Mabasa |
| collection | DOAJ |
| description | A library of novel sulfoximine-isoxazole hybrids was synthesized and evaluated for antimalarial activity. The subsequential synthetic pathways, which included the alkylation of thiols and simultaneous sulfide oxidation and imination, yielded a library of sulfoximine derivatives 3a-s. These were coupled with brominated-isoxazoles 6a-c, to give sulfoximine-isoxazole hybrids 7a-v and further derivatized to compounds 8 and 9. The hybrid compounds were then investigated for their antiplasmodial activity against the wild-type drug-sensitive strain (NF54) and multidrug-resistant strain (K1). Only six (6) hybrids showed minor potency against the drug-sensitive and drug-resistant strains (IC50 values ranging between 4.1 and 5.8 μM). The selectivity studies indicated no significant toxicity of the hybrid compounds against mammalian cells. |
| first_indexed | 2024-03-08T18:42:12Z |
| format | Article |
| id | doaj.art-a58a406d995640d39ebd22161d6f59c7 |
| institution | Directory Open Access Journal |
| issn | 2772-4174 |
| language | English |
| last_indexed | 2024-04-25T00:02:56Z |
| publishDate | 2024-04-01 |
| publisher | Elsevier |
| record_format | Article |
| series | European Journal of Medicinal Chemistry Reports |
| spelling | doaj.art-a58a406d995640d39ebd22161d6f59c72024-03-14T06:17:03ZengElsevierEuropean Journal of Medicinal Chemistry Reports2772-41742024-04-0110100128The design, synthesis and antiplasmodial evaluation of novel sulfoximine-isoxazole hybrids as potential antimalarial agentsJackie L. Mabasa0Tommy F. Mabasa1Musawenkosi L. Nyathi2Paseka T. Moshapo3Research Center for Synthesis and Catalysis, Department of Chemical Sciences, University of Johannesburg, Auckland Park 2006, Johannesburg, South AfricaResearch Center for Synthesis and Catalysis, Department of Chemical Sciences, University of Johannesburg, Auckland Park 2006, Johannesburg, South AfricaResearch Center for Synthesis and Catalysis, Department of Chemical Sciences, University of Johannesburg, Auckland Park 2006, Johannesburg, South AfricaCorresponding author.; Research Center for Synthesis and Catalysis, Department of Chemical Sciences, University of Johannesburg, Auckland Park 2006, Johannesburg, South AfricaA library of novel sulfoximine-isoxazole hybrids was synthesized and evaluated for antimalarial activity. The subsequential synthetic pathways, which included the alkylation of thiols and simultaneous sulfide oxidation and imination, yielded a library of sulfoximine derivatives 3a-s. These were coupled with brominated-isoxazoles 6a-c, to give sulfoximine-isoxazole hybrids 7a-v and further derivatized to compounds 8 and 9. The hybrid compounds were then investigated for their antiplasmodial activity against the wild-type drug-sensitive strain (NF54) and multidrug-resistant strain (K1). Only six (6) hybrids showed minor potency against the drug-sensitive and drug-resistant strains (IC50 values ranging between 4.1 and 5.8 μM). The selectivity studies indicated no significant toxicity of the hybrid compounds against mammalian cells.http://www.sciencedirect.com/science/article/pii/S2772417423000286SulfoximineIsoxazoleAntimalarialAntiplasmodialSulfoximine-isoxazole hybrids |
| spellingShingle | Jackie L. Mabasa Tommy F. Mabasa Musawenkosi L. Nyathi Paseka T. Moshapo The design, synthesis and antiplasmodial evaluation of novel sulfoximine-isoxazole hybrids as potential antimalarial agents European Journal of Medicinal Chemistry Reports Sulfoximine Isoxazole Antimalarial Antiplasmodial Sulfoximine-isoxazole hybrids |
| title | The design, synthesis and antiplasmodial evaluation of novel sulfoximine-isoxazole hybrids as potential antimalarial agents |
| title_full | The design, synthesis and antiplasmodial evaluation of novel sulfoximine-isoxazole hybrids as potential antimalarial agents |
| title_fullStr | The design, synthesis and antiplasmodial evaluation of novel sulfoximine-isoxazole hybrids as potential antimalarial agents |
| title_full_unstemmed | The design, synthesis and antiplasmodial evaluation of novel sulfoximine-isoxazole hybrids as potential antimalarial agents |
| title_short | The design, synthesis and antiplasmodial evaluation of novel sulfoximine-isoxazole hybrids as potential antimalarial agents |
| title_sort | design synthesis and antiplasmodial evaluation of novel sulfoximine isoxazole hybrids as potential antimalarial agents |
| topic | Sulfoximine Isoxazole Antimalarial Antiplasmodial Sulfoximine-isoxazole hybrids |
| url | http://www.sciencedirect.com/science/article/pii/S2772417423000286 |
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