Publication details
Design and Properties of New Multi-target Michael Acceptors
| Authors | |
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| Year of publication | 2024 |
| Type | Conference abstract |
| MU Faculty or unit | |
| Citation | |
| Description | Increasing microbial burden and the development of antimicrobial resistance (AMR) pose a major threat to human health worldwide. In addition to the increased risk of patient death, AMR represents a longer hospital stay and increased health care costs. This state of affairs is extremely undesirable and, apart from various approaches , it is of course most advantageous to design new entities with a new/innovative mechanism of action. One possibility for the design of new drugs is inspiration from natural compounds with multiple activities. Our team specializes in the investigations of multi-target anti-invasive agents based on ring-substituted azanaphthalene bioisosteres; such as hydroxynaphthanilides with activity against Gram-positive bacteria and mycobacteria. Modifications to increase solubility led to the removal of one ring, resulting in the (E)-prop-1-en-1-ylbenzene scaffold. A number of different ring-substituted anilides were designed, prepared and tested. Moieties with electron-withdrawing properties were chosen as substituents of the anilide ring. These designed agents meet the definition of so-called Michael acceptors, i.e. compounds in which double/triple bonds are conjugated with electron-withdrawing groups and which are able to react with nucleophiles, i.e., electron-rich substrates, and thus have the ability to interact with many biological targets. This contribution focuses on the design, biological investigations and discussion of structure-activity relationships within several series of new amides. |