2-Methyl-2-propanyl 4-(5-iodo-2-pyrimidinyl)-1-piperazinecarboxylate
CAS Number:
1027616-32-5
Molecular Formula:
C13H19IN4O2
Enhancing allosteric inhibition of dihydrodipicolinate synthase through the design and synthesis of novel dimeric compounds
Literature Information
Publication Date
2023-07-25
DOI
10.1039/D3MD00044C
Impact Factor
0
Authors
Rebecca M. Christoff, Mohammad Al Bayer, Tatiana P. Soares da Costa, Matthew A. Perugini, Belinda M. Abbott
View Original
Abstract
The synthesis of the first dimeric inhibitor of E. coli dihydrodipicolinate synthase (DHDPS) is reported herein. Inspired by 2,4-thiazolidinedione based ligands previously shown to inhibit DHDPS, a series of dimeric inhibitors were designed and synthesised, incorporating various alkyl chain bridges between two 2,4-thiazolidinedione moieties. Aiming to exploit the multimeric nature of this enzyme and enhance potency, a dimeric compound with a single methylene bridge achieved the desired outcome with low micromolar inhibition of E. coli DHDPS observed. This work highlights the continued importance of investigation into DHDPS as an antibacterial target. Furthermore, we demonstrate the design of dimeric ligands can provide a promising strategy to improve potency in the search for novel bioactive compounds.
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