: 135-141
Vasyl Stefanyk Precarpathian National University
Vasyl Stefanyk Precarpathian National University
Vasyl Stefanyk Precarpathian National University
Lviv Polytechnic National University
Lviv Polytechnic National University

The article by authors Shupeniuk V.I., Taras T.M., Sabadakh O.P., Bolibruch L.D., Zhurakhivska L.R. “Triazenes on the basis of 4-imidazole substituted antraquinone as the potential inhibitors of proteins” devoted to the study of the structure of triazenes on the basis of 4-imidazole substituted 9,10-anthraquinone, depending on the calculation of their probable effect on proteins using the DIGEP-Pred program. In the article, the authors cover problems arising during the synthesis of triazene derivatives on the basis of 1-amino-4-(1H-imidazol-1-yl)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid. Authors in the article give convenient methods of diazotization of 4-substituted derivatives 9,10-anthraquinone, which developed based on the analysis of literature’s sources and own experimental data. With the synthesized diazo-compounds, the authors of the article carried out the reaction of N-azocoupling with aliphatic, aromatic and heterocyclic aromatic amines with maximum yield.

The article by authors Shupeniuk V.I., Taras T.M., Sabadakh O.P., Bolibruch L.D., Zhurakhivska L.R. consists of four parts. In the first part, the authors substantiate the purpose of the described research, show the need for the synthesis of new nitrogen-containing derivatives 9,10-anthraquinone. The second part of the article describes the methods and characteristics of the substances obtained by physico-chemical analysis, as well as data on the devices and methods of analysis. The formation of the desired triazenes has been confirmed by chromatomass spectrometry data and 1H- and 13C-NMR spectroscopy, which is presented in the experimental part along with the synthesis methods. In the third part, the authors direct their research, give their discussion and analysis. The authors of the article provide data on the computerized toxicity prediction using the online ROSC-Pred program (web-service for rodent organ-specific carcinogenicity prediction), prediction of rodent carcinogens taking into account the species (rats, mice), specificity from the structural formula of compounds. And also the method of diazotization of 4-imidazole substituted 9,10-anthraquinone is obtained by nucleophilic substitution of bromine in brominic acid. The proposed diazotization techniques allow the N-azo-reaction with aliphatic, aromatic, and heterocyclic aromatic amines to react with the maximum yield in the presence of polyethylene glycol-400 to produce triazenes. The article concludes with the conclusions and list of used literary sources.

1. Patel N. B., Patel A. L. (2008). Chara-cterization, application and microbial study of imidazole base acid antraquinone dyes // Oriental J. of Chem. 24(2), 551-558.
2. Patel N. B., Patel A. L. (2009). New 2-aminopyridine containing acid anthraquinone dyes, their application and microbial studies // Indian Journal of Chemistry 48B, 705-711.
3. Glanzel M. (2003). Synthesevon P2-Pezeptor-Antagonistenin der Reiheder Reaktivblau 2 Farbstobbe und deren Struktur-Wirkung Beziehungen: dissertation zur Erlangung der Doktorwürde. [in Germany].
4. Glaёnzel M., Buёltmann R., Starke K., Frahm A.W. (2003). Constitutional isomers of Reactive Blue 2. Selective P2Y-receptor antagonists? Eur J Med Chem 38(3), 303-312.
5. Li R., Bianchet Ma., Talalay P., Amzel L. M. (1995). The three-dimensional structure of NAD(P)H:quinone reductase, a flavoprotein involved in cancer chemoprotection and chemotherapy: Mechanism of the two-electron reduction // Proc Natl Acad Sci USA 92(19), 8846-8850.
6.Liang Z., Ai J., Ding X., Peng X., Zhang D., Zhang R., et. al. (2013). Anthraquinone derivatives as potent inhibitors of c-Met kinase and the extracellular signaling pathway // ACS Med Chem Lett 4(4), 408-413. DOI: 10.1021/ml4000047
7. Da Silva E. N., Cavalcanti B. C., Guimaraes T. T., Cabral I. O., Costa-Lotufo L. V., et. al. (2011). Synthesis and evaluation of quinonoid compounds against tumor cell lines. Eur J Med Chem 46(1), 399-410.
8. World Health Organization International Agency for Research on Cancer (2013). IARC Monographs on the Evaluation of Carcinogenic Risks to Humans: Some Chemicals Present in Industrial and Consumer Products, Food and Drinking-Water. [in France].
9. Lagunin A., Ivanov S., Rudik A., Fili¬monov D., Poroikov V. (2013). DIGEP-Pred: wed service for in silico prediction of drug-induced gene expression profiles based on structural formula // Bioinformatics 29(16), 2062. doi:10.1093/bioin-formatics/btt322
10. Shupeniuk V. I., Taras T. M., Bolib¬rukh L. D., Zhurakhivska L. R., Hubytska I. I. (2018). Interaction between structure and activity of synthesize triazenes at 4-substituted 9,10-anthraquinone // Journal of Lviv Polytechnic National University Series of Chemistry, Materials Technology and their Application, 868, 136-145 [in Ukrainian].
11. Shupeniuk V. I., Taras T. M., Bolib¬rukh L. D. (2016). Nucleophilic substitution of bromine in bromaminic acid // Journal of Lviv Polytechnic National University Series of Chemistry, Materials Technology and their Application, 841, 264-270. [in Ukrainian].
12. Minotti G, Menna P, Salvatorelli E, Cairo G, Gianni L. (2004). Anthracyclines: Molecular advances and pharmacologic developments in antitumor activity and cardiotoxicity // Pharmacol Rev 56(2), 185-229. DOI: 10.1124/pr.56.2.6
13. Walczak RJ, Dickens ML, Priestley ND, Strohl WR. (1999). Purification, properties, and characterization of recombinant Streptomyces sp. strain C5 DoxA, a cytochrome P-450 catalyzing multiple steps in doxorubicin biosynthesis. J Bacteriol 181(1), 298-304.
14. Lagunin A., Rudik A., Druzhilovsky D., Filimonov D., Poroikov V. (2018). ROSC-Pred: web-service for rodent organ-specific carcinogenicity prediction // Bioinformatics 34 (4), 710-712. doi:10.1093/bioinformatics/btx678.