Abstract
The alkylation of 2-(2,3,5-tri-O-acyl-β-D-ribofuranosyl)- and 2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)- 1,2,4-triazine-3,5-diones with benzyl halides afforded the corresponding 4-benzyl derivatives whose structure was determined by spectral methods, including X-ray analysis. Some of the synthesized compounds were tested for antibacterial and antitumor activity.
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Welch, A.D., Handschumacher, R.E., and Jaffe, J.J., J. Pharmacol. Exp. Ther., 1960, vol. 129, no. 3, p. 262.
Schaeffer, G.W. and Sorokin, T., Plant Physiol., 1966, vol. 41, p. 971.
Kabbaj, Y., Lazrek, H.B., Barascut, J.L., and Imbach, J.L., Nucleosides, Nucleotides Nucleic Acids, 2005, vol. 24, no. 3, p. 161.
Malagon, F., Kireeva, M.L., Shafer, B.K., Lubkowska, L., Kashlev, M., and Strathern, J.N., Genetics, 2006, vol. 172, no. 4, p. 2201.
El-Brollosy, M.R., Monatsh. Chem., 2008, vol. 139, p. 1483.
Arutyunyan, A.A., Panosyan, G.A., Galstyan, M.V., Paronikyan, R.V., Stepanyan, G.M., Sukasyan, R.S., and Grigoryan, A.S., Nekotorye uspekhi organicheskoi i farmatsevticheskoi khimii. Sbornik trudov (Some Advances in Organic and Pharmaceutical Chemistry. A Collection of Papers), Erevan, 2015, no. 2, p. 299.
Niedballa, U. and Vorbruggen, H., J. Org. Chem., 1974, vol. 39, no. 25, p. 3654.
Palatinus, L. and Chapuis, G., J. Appl. Crystallogr., 2007, vol. 40, p. 786.
Petricek, V., Dusek, M., and Palatinus, L., JANA ? Structure Determination Software Programs, Praha, Czech Republic, Institute of Physics, 2006.
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Original Russian Text © A.A. Harutyunyan, H.A. Panosyan, R.A. Tamazyan, A.G. Aivazyan, G.G. Danagulyan, 2017, published in Zhurnal Organicheskoi Khimii, 2017, Vol. 53, No. 4, pp. 567–570.
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Harutyunyan, A.A., Panosyan, H.A., Tamazyan, R.A. et al. 4-alkylated 2-(2,3,5-tri-O-acyl-β-D-ribofuranosyl)- and 2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1,2,4-triazine-3,5-diones. Russ J Org Chem 53, 573–576 (2017). https://doi.org/10.1134/S1070428017040121
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DOI: https://doi.org/10.1134/S1070428017040121