Synthesis, antibacterial and cytotoxic activity evaluation of hydroxyurea derivatives
By: Ivan Kos, Milena Jadrijević-Mladar, Ivan Butula, Mladen Biruš, Gordana Maravić-Vlahoviček and Sanja Dabelić
Open Access
|Jul 2013References
- 1. N. [aban and M. Bujak, Hydroxyurea and hydroxamic acid derivatives as antitumor drugs,(2009) 213-221; DOI: 10.1007/s00280-009-0991-z.
- 2. H. S. Rosenkrantz and H. S. Carr, Studies with hydroxyurea: Prolonged exposure ofto hydroxyurea,(1966) 178-185.
- 3. R. Hilf, C. Bell, I. Michel, J. J. Freeman and A. Borman, Effect of hydroxyurea and related compounds on HMC mammary tumor growth and nucleic acids in fischer rats,(1966) 2286-2291.
- 4. S. B. King, N-hydroxyurea and acyl nitroso compounds as nitoxyl (HNO) and nitric oxide (NO) donor,(2005) 665-673; DOI: 10.2174/1568026054679362.
- 5. T. Weitner, E. Bešić, I. Kos, M. Gabričević and M. Biruš, Formation of free radicals during the oxidation of N-methylhydroxyurea with dioxovanadium(V) ions,2007) 9021-9024; DOI: 10.1016/j.tetlet.2007.10.085.
- 6. M. Jadrijević-Mladar Takač, I. Kos, M. Biruš, I. Butula and M. Gabričević, A study of the physico- chemical properties of 1,3,5-trihydroxy-1,3,5-triazin-2,4,6[1H,3H,5H]-trione,(2006) 24-31;.DOI: 10.1016/j.molstruc.2004.09.018.
- 7. I. \ilović, D. Matković-^alogović, I. Kos and M. Biruš, N-benzyloxy-1H-benzotriazole-1- carboxamide: a hydrogen-bonded tetramer based upon a rare R4 4(20) structural motif,(2008) 434-436; DOI: 10.1107/S0108270108018003.
- 8. I. Vinković-Vrček, I. Kos, T. Weitner and M. Biruš, Acido-base behavior of hydroxamic acids - Experimental and ab initio studies on hydroxyureas,(2008) 11756-11768; DOI: 10.1021/jp804925b.
- 9. I. Batinić-Haberle, I. Spasojević, R. D. Stevens, P. Hambright and I. Fridovich, Manganese(III) meso-tetrakis(ortho-N-alkylpyridyl)porphyrins. Synthesis, characterization, and catalysis of O2•-dismutation,(2002) 2689-2696; DOI: 10.1039/B201057G.
- 10. G. Maravić, J. M. Bujnicki, M. Feder, S. Pongor and M. Flögel, Alanine-scanning mutagenesis of the predicted rRNA-binding domain of ErmC’ redefines the substrate-binding site and suggests a model for protein-RNA interactions,(20034941-4949; DOI: 10.1093/nar/ gkg666.
- 11. G. Maravić Vlahoviček, S. ^ubrilo, K. L. Tkaczuk and J. M Bujnicki, Modeling and experimental analyses reveal a two-domain structure and amino acids important for the activity of aminoglycoside resistance methyltransferase Sgm,(2008) 582-590; DOI: 10.1016/j.bbapap.2007.09.009.
- 12. I. Spasojević, I. Batinić-Haberle and I. Fridovich, Nitrosylation of manganese(II) tetrakis(N- -ethylpyridinium-2-yl)porphyrin: A simple and sensitive spectrophotometric assay for nitric oxide,(2000) 526-533; DOI: 10.1006/niox.2000.0303.
- 13. A. R. Katritzky, D. P. M. Pleynet and B. Yang, A general synthesis of unsymmetrical tetrasubstituted ureas,(1997) 4155-4158; DOI: 10.1021/jo962245t.
- 14. I. Butula and M. Jadrijević-Mladar Takač, Reactions with 1-benzotriazolecarboxylic acid chloride.
- VIII. Synthesis of-hydroxyisocyanate derivativ(2000) 569-574.
- 15. X. Mai, H.-Y. Xia, Y.-S. Cao, X.-S. Lu and Y.-J. Liao, Crystal structure of 1(benzyloxy)urea, C8H10N2O2,(2009) 547-548; DOI: 10.1524/ncrs.2009.0238.
- 16. S. Uesato, Y. Hashimoto, M. Nishino, Y. Nagaoka and K. Kuwajima,-substituted hydroxyureas as urease inhibitors,(2002) 1280-1282; DOI: 10.1248/cpb.50.1280.
- 17. W. Cowden and N. W. Jacobsen, Pyrimidine N-oxides. IV. The-dihydroxy derivatives of phenobarbital and veronal,(1982) 795-797.
- 18. I. Ðilović, D. Matković-]alogović, I. Kos, M. Biruš and M. Jadrijević-Mladar Takač,- Tribenzyloxydicarbonimidic diamide,(2006) 1016-1018; DOI: 10.1107/ S1600536806004582.
- 19. I. K. Larsen, Crystal and molecular structure of 3-hydroxybiuret potassium salt (2:1), KH(C2H4N3O3)2,(1974) 787-796; DOI: 10.3891/acta.chem.scand.28a-0787.
- 20, 12th ed., Merck Research Laboratories, Rahway 1996, p. 833.
- 21. M. Thelander, A. Graslund and L. Thelander, Subunit M2 of mammalian ribonucleotide reductase, Characterization of a homogenous protein isolated form M2-overproducing mouse cells,
- (1985) 2737-2741.
- 22. G. R. Gale, A. B. Smith and J. B. Hyens, Hydroxyurea derivatives: 1-hydroxybiuret and 3-hydroxybiuret,(1968) 1191-1196.
- 23. S. ^ubrilo, F. Babić, S. Douthwaite and G. Maravić Vlahoviček, The aminoglycoside resistance methyltransferase Sgm impedes RsmF methylation at an adjacent rRNA nucleotide in the ribosomal A site,(2009) 1492-1497; DOI: 10.1261/rna.1618809.
- 24. J. Kalmar, B. Biri, G. Lente, I. Banyai, A. Budimir, M. Biruš, I. Batinić-Haberle and I. Fabian, Detailed mechanism of autoxidation of-hydroxyurea catalyzed by a superoxide simutase mimic Mn(III) porphyrin: formation of nitrosylated Mn(II)porphyrin as an intermediate,.(2012) 11875-11884; DOI: 10.1039/C2DT31200J.
- 25. R. M. Levitskyy, Y. Z. Filyak and R. S. Stoika, Correlation between generation of nitric oxide and cell viability in human peripheral blood mononuclear cells and leukemic Jurkat T-cell line,(2004) 217-220.
- 26. R. K. Mancinelli and C. P. McKay, Effects of nitric oxide and nitrogen dioxide on bacterial growth,(1983) 198-202.
Language: English
Page range: 175 - 191
Published on: Jul 10, 2013
Published by: Croatian Pharmaceutical Society
In partnership with: Paradigm Publishing Services
Related subjects:
© 2013 Ivan Kos, Milena Jadrijević-Mladar, Ivan Butula, Mladen Biruš, Gordana Maravić-Vlahoviček, Sanja Dabelić, published by Croatian Pharmaceutical Society
This work is licensed under the Creative Commons License.