SAR study of 4-arylazo-3,5-diamino-1: H -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-1: H -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

Bacteriology

Research output: Contribution to journal › Journal article › Research › peer-review

7 Citations (Scopus)

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). This journal is

Original language	English
Journal	RSC Medicinal Chemistry
Volume	12
Issue number	11
Pages (from-to)	1868-1878
Number of pages	11
ISSN	2040-2503
DOIs	https://doi.org/10.1039/d1md00275a
Publication status	Published - 2021

Bibliographical note

Publisher Copyright:
© The Royal Society of Chemistry.

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10.1039/d1md00275a

Cite this

Jansen, C. U., Uhd, J., Andersen, J. B., Hultqvist, L. D., Jakobsen, T. H., Nilsson, M., Nielsen, T. E., Givskov, M., Tolker-Nielsen, T., & Qvortrup, K. M. (2021). SAR study of 4-arylazo-3,5-diamino-1: H -pyrazoles: identification of small molecules that induce dispersal of Pseudomonas aeruginosa biofilms. RSC Medicinal Chemistry, 12(11), 1868-1878. https://doi.org/10.1039/d1md00275a

SAR study of 4-arylazo-3,5-diamino-1 : H -pyrazoles: identification of small molecules that induce dispersal of Pseudomonas aeruginosa biofilms. / Jansen, Charlotte U.; Uhd, Jesper; Andersen, Jens B.; Hultqvist, Louise D.; Jakobsen, Tim H.; Nilsson, Martin ; Nielsen, Thomas E.; Givskov, Michael ; Tolker-Nielsen, Tim; Qvortrup, Katrine M.

In: RSC Medicinal Chemistry, Vol. 12, No. 11, 2021, p. 1868-1878.

Research output: Contribution to journal › Journal article › Research › peer-review

Jansen, CU, Uhd, J, Andersen, JB , Hultqvist, LD , Jakobsen, TH , Nilsson, M , Nielsen, TE , Givskov, M , Tolker-Nielsen, T & Qvortrup, KM 2021, 'SAR study of 4-arylazo-3,5-diamino-1: H -pyrazoles: identification of small molecules that induce dispersal of Pseudomonas aeruginosa biofilms', RSC Medicinal Chemistry, vol. 12, no. 11, pp. 1868-1878. https://doi.org/10.1039/d1md00275a

Jansen, Charlotte U. ; Uhd, Jesper ; Andersen, Jens B. ; Hultqvist, Louise D. ; Jakobsen, Tim H. ; Nilsson, Martin ; Nielsen, Thomas E. ; Givskov, Michael ; Tolker-Nielsen, Tim ; Qvortrup, Katrine M. / SAR study of 4-arylazo-3,5-diamino-1 : H -pyrazoles: identification of small molecules that induce dispersal of Pseudomonas aeruginosa biofilms. In: RSC Medicinal Chemistry. 2021 ; Vol. 12, No. 11. pp. 1868-1878.

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