Synthesis, antibacterial and cytotoxic activity evaluation of hydroxyurea derivatives

Scientific paper - Original scientific paper

• Author: Ivan Kos
• Author: Milena Jadrijević-Mladar Takač
• Author: Ivan Butula; MBZ: 6372
• Author: Mladen Biruš
• Author: Gordana Maravić-Vlahoviček
• Author: Sanja Dabelić
• Author's institution: University of Zagreb; Faculty of Pharmacy and Biochemistry; (Department of analytical chemistry)
• Author's institution: University of Zagreb; Faculty of Pharmacy and Biochemistry; (Department of medicinal chemistry)
• Author's institution: University of Zagreb; Faculty of Pharmacy and Biochemistry; (Department of general and inorganic chemistry)
• Scientific / art field, discipline and subdiscipline: BIOMEDICINE AND HEALTHCARE; Pharmacy

Abstract (english)

Synthesis and biological evaluation for a series (N = 16) of cyclic and acyclic hydroxyurea derivatives including benzotriazole-, isocyanuirc acid- and biuret-containing compounds, are disclosed. 1-N-(benzyloxycarbamoyl)benzotriazole was used as benzyloxyisocyanate donor, a useful intermediate in the preparation of substituted hydroxyurea. Antibacterial activities of synthesized hydroxyurea derivatives were tested on three E. coli strains, i.e., strain susceptible to antibiotics, strain resistant to macrolide antibiotics and strain resistant to aminoglycoside antibiotics. Six compounds (three acyclic and three cyclic hydroxyureas) showed the growth inhibition of tested E. coli strains, with different specificity toward each strain. Results of the cytotoxic activity evaluation revealed that twelve out of sixteen test compounds were cytotoxic to human acute monocytic leukemia THP-1 and/or on human acute T cell leukemia Jurkat cell line. 1-(N-hydroxycarbamoyl)benzotriazole (5) increased metabolic activity of both cell lines. Two compounds, 1-(N-hydroxycarbamoyl)benzotriazole (5) and N,N’,N’’-trihydroxybiuret (15) were identified as potential NO donors.

• Keywords (english): hydroxyurea derivatives; synthesis; antibacterial activity; cytotoxicity
• Language: english
• Publication type: Scientific paper - Original scientific paper
• Publication status: Published
• Peer review: Peer review - international
• Publication version: Published version
• Journal title: Acta Pharmaceutica
• Numbering: vol. 63, no. 2, pp. 175-191
• p-ISSN: 1330-0075
• e-ISSN: 1846-9558
• DOI: https://doi.org/10.2478/acph-2013-0014
• URN:NBN: urn:nbn:hr:163:181762
• Publication: 2013
• Document URL: https://hrcak.srce.hr/97696
• Type of resource: Text
• Access conditions: Open access
• Created on: 2020-04-08 13:42:13