Work

N-acyl-4-arylaminopiperidines: Design and synthesis of a potential antimicrobial scaffold

Year: 2024

Type: article

Abstract: We report a concise synthesis of N-acylated piperidines through a Knoevenagel-Doebner condensation/amide construction/ amination sequence. The design of the piperidines considered the pharmacophoric features found in previously reported inhibitors of FabI, an enzyme implicated in bacterial fatty acid biosynthesis. After the microbiological evaluation at 50 μM, the analogs displayed moderate activity against some pathogens from the ESKAPE group, reaching up to 42 % of growth inhibition for MRSA, 54 % for K. pneumoniae, and 37 % for P. aeruginosa (multiresistant strains). Docking studies demonstrate that almost all of them docked satisfactorily into the catalytic domain of S. aureus FabI, maintaining a similar pose as other reported inhibitors. The results shown herein propose the N-acyl-4-arylaminopiperidines as the basis for the development of more active candidates.

Source: Bioorganic & Medicinal Chemistry Letters

DOI: 10.1016/j.bmcl.2024.129936

Authors: Eduardo Hernández-Vázquez, Ángel Ramírez-Trinidad, César E. Tovar-Román, José A. Rivera Chávez, Elizabeth Huerta-Salazar

Institution: Universidad Nacional Autónoma de México

Language: English

Topic: Synthesis and Biological Evaluation

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

SDG: Good health and well-being

Open Access status: hybrid

Estimated APC paid: $3,770