Structural Study of Potent Triazole-Based Inhibitors of <i>Staphylococcus aureus</i> Biotin Protein Ligase

Date

2023

Authors

Stachura, D.L.
Nguyen, S.
Polyak, S.W.
Jovcevski, B.
Bruning, J.B.
Abell, A.D.

Editors

Advisors

Journal Title

Journal ISSN

Volume Title

Type:

Journal article

Citation

ACS Medicinal Chemistry Letters, 2023; 14(3):285-290

Statement of Responsibility

Conference Name

Abstract

The rise of multidrug-resistant bacteria, such as Staphylococcus aureus, has highlighted global urgency for new classes of antibiotics. Biotin protein ligase (BPL), a critical metabolic regulatory enzyme, is an important target that shows significant promise in this context. Here we report the in silico docking, synthesis, and biological assay of a new series of N1- diphenylmethyl-1,2,3-triazole-based S. aureus BPL (SaBPL) inhibitors (8-19) designed to probe the adenine binding site and define whole-cell activity for this important class of inhibitor. Triazoles 13 and 14 with N1-propylamine and-butanamide substituents, respectively, were particularly potent with Ki values of 10 +/- 2 and 30 +/- 6 nM, respectively, against SaBPL. A strong correlation was apparent between the Ki values for 8-19 and the in silico docking, with hydrogen bonding to amino acid residues S128 and N212 of SaBPL likely contributing to potent inhibition.

School/Discipline

Dissertation Note

Provenance

Description

Data source: Supporting information, https://doi.org/10.1021/acsmedchemlett.2c00505

Access Status

Rights

Copyright 2023 American Chemical Society

License

Grant ID

Call number

Persistent link to this record