Towards the Synthesis of Maleimide-Tryptophan Hybrids as Potential Antibiotics
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Authors
Tyler, Annie
Issue Date
2022
Type
Thesis
Language
en_US
Keywords
Alternative Title
Abstract
As antibiotic resistance in many bacterial strains has risen in recent years, a push to
develop novel molecular scaffolds with antibacterial activity has risen as well. Novel scaffolds
are necessary as bacteria have developed mechanisms of resistance to the current scaffolds
available. This study utilized the strategy of molecular hybridization to attempt to develop a
novel antibacterial scaffold. The two pharmacophores used in this study were 3,4-diaryl
maleimides and tryptophan/5-hydroxytryptophan. These pharmacophores have both exhibited
antibacterial activity in previous studies. Acetylation with acetic anhydride was used to prepare
the maleic anhydrides before their use in amination to synthesize the molecular hybrids. Sixteen
3,4-diaryl maleimide-5-hydroxy tryptophan hybrids and twelve 3,4-diaryl maleimide-tryptophan
hybrids were synthesized into crude products.
Description
40 p.
Citation
Publisher
Kalamazoo College
License
U.S. copyright laws protect this material. Commercial use or distribution of this material is not permitted without prior written permission of the copyright holder. All rights reserved.