REFERENCES
- Rozenski, J.; Crain, P.F.; McCloskey, J.A. The RNA Modification Database: 1999 update. Nucleic Acids Res. 1999, 27, 196–197.
- Doležal, K.; Popa, I.; Hauserová, E.; Spíchal, L.; Chakrabarty, K.; Novák, O.; Kryštof, V.; Voller, J.; Holub, J.; Strnad, M. Preparation, biological activity and endogenous occurrence of N6-benzyladenosines. Bioorg. Med. Chem. 2007, 15, 3737–3747.
- Kamada-Nobusada, T.; Sakakibara, H. Molecular basis for cytokinin biosynthesis. Phytochemistry. 2009444–449.
- Colombo, F.; Falvella, F.S.; De Cecco, L.; Tortoreto, M.; Pratesi, G.; Ciuffreda, P.; Ottria, R.; Santaniello, E.; Cicatiello, L.; Weisz, A.; Dragani, T.A. Pharmacogenomics and analogues of the antitumour agent N6-isopentenyladenosine. Int. J. Can. 2009, 124, 2179.
- Voller, J.; Zatloukal, M.; Lenobel, R.; Dolezal, K.; Béreš, T.; Kryštof, V.; Spíchal, L.; Niemann, P.; Dzubák, P.; Hajdúch, M.; Strnad, M. Anticancer activity of natural cytokinins: A structure–activity relationship study. Phytochemistry. 2010, 71, 1350–1359.
- Blad, C.C.; Von Frijtag Drabbe Künzel, J.K.; DeVries, H.; Mulder-Krieger, T.; Bar-Yehuda, S.; Fishman, P.; IJzerman, A.P. Putative role of the adenosine A3 receptor in the antiproliferative action of N6-(2-isopentenyl)adenosine. Purinergic. Signal. 2011, 7, 453–462.
- Kolyachkina, S.V.; Tararov, V.I.; Alexeev, C.S.; Krivosheev, D.M.; Romanov, G.A.; Stepanova, E.V.; Solomko, E.S.; Inshakov, A.N.; Mikhailov, S.N. N6-Substituted adenosines. Cytokinin and antitumor activities. Collection of Czech. Chem. Commun, 2011, 76, 1361–1378.
- Arita, M; Wakita, T.; Shimizu, H. Characterization of pharmacologically active compounds that inhibit poliovirus and enterovirus 71 infectivity.J. Gen. Virol20088925182530Tararov, V.I.Tijsma, A.Kolyachkina, S.V.Oslovsky, V.E.Neyts, J.; Drenichev, M.S.Leyssen, P.Mikhailov, S.N.Chemical modification of the plant isoprenoid cytokinin N6-isopentenyladenosine yields a selective inhibitor of human enterovirus 71 replication. Eur. J. Med. Chem. 2015, 90, 406–413.
- Graci, J.D.; Too, K.; Smidansky, E.D.; Edathil, J.P.; Barr, E.W.; Harki, D.A.; Galarraga, J.E.; Bollinger, J.M.; Peterson, B.R.; Loakes, D.; Brown, D.M.; Cameron1, C.E. Lethal mutagenesis of picornaviruses with N6-modified purine nucleoside analogues. Antimicrob. Agent Chemother2008, 52(3), 971–979.
- Herforth, C.; Wiesner, J.; Heidler, P.; Sanderbrand, S.; Van Calenbergh, S.; Jomaa, H.; Link, A. Antimalarial activity of N6-substituted adenosine derivatives. Part 3. Bioorg. Med. Chem. 2004, 12, 755–762.
- Bressi, J.C.; Verlinde, C.L.M.J.; Aronov, A.M.; Shaw, M.L.; Shin, S.S.; Nguyen, L.N.; Suresh, S.; Buckner, F.S.; Van Voorhis, W.C.V.; Kuntz, I.D.; Hol, W.G.J.; Gelb, M.H. Adenosine analogues as selective inhibitors of glyceraldehyde-3-phosphate dehydrogenase of trypanosomatidae via structure-based drug design. J. Med. Chem. 2001, 44, 2080–2093.
- Ah Kim, Y.; Sharon, A.; Chu, C.K.; Rais, R.H.; Al Safarjalani, O.N.; Naguib, F.N.M.; El Kouni, M.H. Synthesis, biological evaluation and molecular modeling studies of N6-benzyladenosine analogues as potential anti-toxoplasma agents. Biochem. Pharmacol. 2007, 73(10), 1558–1572.
- Shimazaki, N.; Shima, I.; Hemmi, K.; Hashimoto, M. N6-(2,2-Diphenylethyl)adenosine, a novel adenosine receptor agonist with antipsychotic-like activity. J. Med. Chem. 1987, 30, 1709–1711.
- Kuhn, R.; Jahn, W.; Dietmann, H.; Dietmann, K.N(6) Alkenyl 5-substituted adenosine. US Patent Office. 1969, 3.475.408.
- Ottria, R.; Casati, S.; Baldoli, E.; Maier, J.A.M.; Ciuffreda P. N6-Alkyladenosines: Synthesis and evaluation of in vitro anticancer activity. Bioorg. Med. Chem. 20108396–8402.
- Vorbrüggen, H.; Krolikiewicz, K. Facile synthesis of N6-substituted adenosines and adenines and their 2-amino derivatives and 2-hydroxy derivatives. Justus. Liebigs. Ann. Chem. 1976, 4, 745–761.
- Wan, Z.K.; Binnun, E.; Wilson, D.P.; Lee, J. A highly facile and efficient one-step synthesis of N6-adenosine and N6-2′-deoxyadenosine derivatives. Org. Lett. 2005, 7, 5877–5880.
- Wan, Z.K.; Wacharasindhu, S.; Binnun, E.; Mansour, T. An efficient direct amination of cyclic amides and cyclic ureas. Org. Lett. 2006, 8, 2425–2428.
- Lescrinier, E.; Pannecouque, C.; Rozenski, J.; VanAerschot, A.; Kerremans, L.; Herdewijn, P. Synthesis of N6-alkylated adenosine derivatives. Nucleosides. Nucleot. 1996, 15, 1863–1868
- Adamska, E.Barciszewski, J.Markiewicz, W.T. Convenient and efficient syntheses of N6- and N4-substituted adenines and cytosines and their 2′-deoxyribosides. Nucleosides. Nucleotides. Nucleic. Acids. 2012861–871.
- Jones, J.W.; Robins, R.K. Methylation studies of certain naturally occurring purine nucleosides. J. Am. Chem.Soc. 1963, 85, 194–201.
- a)Mikhailov, S.N.; Rozenski, J.; Efimtseva, E.V.; Busson, R.; Van Aerschot, A.; Herdewijn, P. Chemical incorporation of 1-methyladenosine into oligonucleotides.Nucleic. Acids. Res.200230511241131;Mikhailov, S.N.Zuev, A.N.Efimtseva, E.V.Herdewijn, P.Somers, R.L.Lemaitre, M.M.Oligodeoxynucleotides containing 2′-deoxy-1-methyladenosine and Dimroth rearrangement. Helv. Chim. Acta. 2007, 90(5), 928–937.
- Tararov, V.I.; Kolyachkina, S.V.; Alexeev, C.S.; Mikhailov, S.N. N6-Acetyl-2′,3′,5′-tri-O-acetyladenosine; a convenient, ‘missed out’ substrate for regioselective N6-alkylations. Synthesis. 2011, 2483–2489.
- Fleysher, M.H.; Bloch, A.; Hakala, M.T.; Nichol, C.A. Synthesis and biological activity of some new N6-substituted purine nucleosides. J. Med. Chem. 1969, 12, 1056–1061.
- Grimm, W.A.H.; Leonard, N.J. Synthesis of the “minor nucleotide” N6-(γ,γ-dimethylallyl)adenosine 5′-phosphate and relative rates of rearrangement of 1-to N6-dimethylallyl compounds for base, nucleoside, and nucleotide. Biochemistry. 1967, 6, 3625–3631.
- Ottria, R.; Casati, S.; Manzocchi, A.; Baldoli, E.; Mariotti, M.; Maier, J.A.M.; Ciuffreda, P. Synthesis and evaluation of in vitro anticancer activity of some novel isopentenyladenosine derivatives. Bioorg. Med. Chem. 2010, 18, 4249–4254.
- Martin, D.M.G.; Reese, C.B. Some aspects of the chemistry of N-1 and N6-dimethylallyl derivatives of adenosine and adenine, J. Chem. Soc. 1968, 1731–1738.
- Fujii, T.; Itaya, T. Dimroth rearrangement in the adenine series: a review updated, Heterocycles. 1998, 48(2), 359–390.
- Lin, X.; Robins, M.J. Mild and efficient functionalization at C6 of purine 2′-deoxynucleosides and ribonucleosides. Org. Lett. 2000, 2, 3497–3499.
- Robins, M.J.; Trip, E.M. Sugar-modified N6-(3-methyl-2-buteny1)adenosine derivatives, N6-benzyl analogs, and cytokinin-related nucleosides containing sulfur or formycin. Biochemistry. 1973, 12, 2179–2187.
- Robins, M.J.; Hall, R.H.; Thedford, R. N6-(Δ2-isopentenyl)adenosine. A component of the transfer ribonucleic acid of yeast and mammalian tissue, methods of isolation, and characterization. Biochemistry. 1967, 6, 1837–1848.
- Vorbrüggen, H.; Ruh-Pohlenz, C. Handbook of Nucleoside Synthesis. John Wiley & Sons Inc., New York, 2001, pp. 4–10.
- Belyakov, P.A.; Kadentsev, V.I.; Chizhov, A.O.; Kolotyrkina, N.G.; Shashkov, A.S.; Ananikov, V.P. Mechanistic insight into organic and catalytic reactions by joint studies using mass spectrometry and NMR spectroscopy. Mendeleev. Commun. 2010, 20, 125–131.
- Lyon. P.A.; Reese, C.B. The structures of di-N-aroyl derivatives of adenosine and 2-amino-pyridine. J. Chem. Soc., Perkin I, 1974, 2645–2649.