Synthesis and antibacterial activities of enamine derivatives of dehydroacetic acid
| Autor: | Ruth G. Ledder, Alex G. Baldwin, Sally Freeman, Jonathan Bevan, David Brough |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2018 |
| Předmět: |
0301 basic medicine
Antifungal Staphylococcus aureus medicine.drug_class Dehydroacetic acid medicine.disease_cause 01 natural sciences Enamine 03 medical and health sciences Minimum inhibitory concentration chemistry.chemical_compound medicine Organic chemistry General Pharmacology Toxicology and Pharmaceutics Escherichia coli Original Research 010405 organic chemistry Organic Chemistry Pyrone 0104 chemical sciences 030104 developmental biology chemistry Antibacterial activity Pyran-2 4-diones SAR |
| Zdroj: | Medicinal Chemistry Research Freeman, S & Ledder, R 2018, ' Synthesis and antibacterial activities of enamine derivatives of dehydroacetic acid ', Medicinal Chemistry Research . https://doi.org/10.1007/s00044-017-2110-8 |
| ISSN: | 1054-2523 |
| DOI: | 10.1007/s00044-017-2110-8 |
| Popis: | Dehydroacetic acid is a common pyrone derivative used commercially as an antibacterial and antifungal agent. Based on the synthesis of dehydroacetic acid (1) from N-hydroxysuccinimdyl acetoacetate, a novel series of enamine-based derivatives were synthesised in order to improve the antibacterial activity of dehydroacetic acid. The antibacterial activities of the synthesised analogues were evaluated against Escherichia coli and Staphylococcus aureus. Derivative 4d (N-Ph) was identified as the most potent inhibitor of S. aureus growth. Overall, derivative 4b (N-Me) showed the best broad-spectrum activity with five-fold greater minimum inhibitory concentration and 11-fold greater minimum biocidal concentration against E. coli when compared to dehydroacetic acid, in addition to improved antibacterial activity against S. aureus. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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