SAR study of 4-arylazo-3,5-diamino-1H-pyrazoles: identification of small molecules that induce dispersal of Pseudomonas aeruginosa biofilms

Charlotte U. Jansen; Jesper Uhd; Jens B. Andersen; Louise D. Hultqvist; Tim H. Jakobsen; Martin Nilsson; Thomas E. Nielsen; Michael Givskov; Tim Tolker-Nielsen; Katrine M. Qvortrup

doi:10.1039/D1MD00275A

SAR study of 4-arylazo-3,5-diamino-1H-pyrazoles: identification of small molecules that induce dispersal of Pseudomonas aeruginosa biofilms†

Charlotte U. Jansen,

^a Jesper Uhd,^a Jens B. Andersen,^b Louise D. Hultqvist,^b Tim H. Jakobsen,

^b Martin Nilsson,^b Thomas E. Nielsen,^bc Michael Givskov,^b Tim Tolker-Nielsen^b and Katrine M. Qvortrup

*^a

Author affiliations

* Corresponding authors

^a Department of Chemistry, Technical University of Denmark, DK-2800 Lyngby, Denmark
E-mail: kaqvo@kemi.dtu.dk

^b Costerton Biofilm Center, Department of Immunology and Microbiology, Faculty of Health and Medical Sciences, University of Copenhagen, DK-2200 Copenhagen, Denmark

^c Singapore Centre for Environmental Life Sciences Engineering, Nanyang Technological University, Singapore

Abstract

By screening of a collection of 50 000 small-molecule compounds, we recently identified 4-arylazo-3,5-diamino-1H-pyrazoles as a novel group of anti-biofilm agents. Here, we report a SAR study based on 60 analogues by examining ways in which the pharmacophore can be further optimized, for example, via substitutions in the aryl ring. The SAR study revealed the very potent anti-biofilm compound 4-(2-(2-fluorophenyl)hydrazineylidene)-5-imino-4,5-dihydro-1H-pyrazol-3-amine (2).

RSC Medicinal Chemistry

SAR study of 4-arylazo-3,5-diamino-1H-pyrazoles: identification of small molecules that induce dispersal of Pseudomonas aeruginosa biofilms†

Abstract

Supplementary files

Article information

Download Citation

Permissions

SAR study of 4-arylazo-3,5-diamino-1H-pyrazoles: identification of small molecules that induce dispersal of Pseudomonas aeruginosa biofilms

Social activity

Search articles by author

Spotlight

Advertisements