[1]
Zhou, W.; Gumina, G.; Chong, Y.; Wang, J.; Shinazi, R.F.; Chu, C.K. Synthesis, structure-activity relationships, and drug resistance of β-D-3´-fluoro-2´,3´-unsaturated nucleosides as anti-HIV agents. J. Med. Chem., 2004, 47, 3399-3408.
[2]
Perigaud, C.; Gosselin, G.; Imbach, J.L. Nucleoside analogues as chemotherapeutic agents: A review. Nucleosides Nucleotides, 1992, 11, 903-945.
[3]
Brinkman, K.; Kakuda, T.N. Mitochondrial toxicity of nucleoside analogue reverse transcriptase inhibitors: a looming obstacle for long-term antiretroviral therapy? Curr. Opin. Infect. Dis., 2000, 13, 5-11.
[4]
Johnson, A.A.; Ray, A.S.; Hanes, J. Toxicity of antiviral nucleoside analogs and the human mitochondrial DNA polymerase. J. Biol. Chem., 2001, 276, 40847-40857.
[5]
Robins, R.K.; Kini, G.D. Purines and purine nucleoside analogues as antitumor agents. In: The Chemistry of Antitumor Agents; Wilman, D.E.V., Ed.; Chapman and Hall: New York, 1990; pp. 299-321.
[6]
MacCoss, M.; Robins, M.J. Anticancer pyrimidines, pyrimidine nucleosides and prodrugs. In: The chemistry of Antitumor Agents; Wilman, D.E.V., Ed.; Chapman and Hall: New York, 1990; pp. 261-298.
[7]
Lagoja, I.M. Pyrimidine as costituent of natural biologically active compounds. Chem. Biodivers., 2005, 2, 1-50.
[8]
De Clercq, E.; Descamps, J.; Balzarini, J.; Giziewicz, J.; Barr, P.J.; Robins, M.J. Nucleic acid related compounds. 40. Synthesis and biological activities of 5-alkynyluracil nucleosides. J. Med. Chem., 1983, 26, 661-666.
[9]
Efangea, S.M.N.; Cheng, Y.C.; Bardos, T.J. Synthesis and biological activities of 2-Pyrimidinone Nucleosides. III.1,25-Alkynyl-2-Pyrimidinone 2′-Deoxyribosides. Nucleosides Nucleotides, 1985, 4, 545-564.
[10]
Vincent, P.; Beaucourt, J.P.; Pichat, L.; Balzarini, J.; De Clercq, E. Syntheses, activites biologiques et etude conformationnelle D’Alcynyl-5 desoxy-2′ uridines. Nucleosides Nucleotides, 1985, 4, 429-445.
[11]
Rai, D.; Johar, M.; Manning, T.; Agrawal, B.; Kunimoto, D.Y.; Kumar, R. Design and studies of novel 5-substituted alkynylpyrimidine nucleosides as potent inhibitors of mycobacteria. J. Med. Chem., 2005, 48, 7012-7017.
[12]
Tsoukala, E.; Manta, S.; Kiritsis, C.; Komiotis, D. Keto and exomethylene pyranonucleosides as antitumor agents. Mini Rev. Med. Chem., 2012, 12, 255-275.
[13]
Dimopoulou, A.; Manta, S.; Parmenopoulou, V.; Kollatos, N.; Christidou, O.; Triantakonstanti, V.V.; Schols, D.; Komiotis, D. An easy microwave-assisted synthesis of C8-alkynyl adenine pyranonucleosides as novel cytotoxic antitumor agents. Front Chem., 2015, 3, 1-7.
[14]
Tzioumaki, N.; Manta, S.; Tsoukala, E.; Vande Voorde, J.; Liekens, S.; Komiotis, D.; Balzarini, J. Synthesis and biological evaluation of unsaturated keto and exomethylene D-arabinopyranonucleoside analogs: Novel 5-fluorouracil analogs that target thymidylate synthase. Eur. J. Med. Chem., 2011, 46, 993-1005.
[15]
Manta, S.; Tsoukala, E.; Tzioumaki, N.; Goropevek, A.; Pamulapati, R.T.; Cenci, A.; Balzarini, J.; Komiotis, D. Dideoxy fluoro-ketopyranosyl nucleosides as potent antiviral agents: Synthesis and biological evaluation of 2,3- and 3,4-dideoxy-3- fluoro-4- and -2-keto-β-D-glucopyranosyl derivatives of N4 benzoyl cytosine. Eur. J. Med. Chem., 2009, 44, 2696-2704.
[16]
Tsoukala, E.; Agelis, G.; Cencic, A.; Dolins, J.; Komiotis, D.; Botic, T. An efficient synthesis of 3-fluoro-5-thio-xylofuranosyl nucleosides of thymine, uracil, and 5- fluorouracil as potential antitumor or/and antiviral agents. Bioorg. Med. Chem., 2007, 15, 3241-3247.
[17]
Spanou, C.; Manta, S.; Komiotis, D.; Dervishi, A.; Kouretas, D. Antioxidant activity of a series of fluorinated pyrano-nucleoside analogues of N4-benzoyl cytosine and N6-benzoyl adenine. Int. J. Mol. Sci., 2007, 8, 695-704.
[18]
Haouz, A.; Vanheusden, V.; Munier-Lechman, H.; Froeyen, M.; Herdewijn, P.; Van Galenbergh, S.; Delarue, M. Enzymatic and structural analysis of inhibitors designed against Mycobacteriumtuberculosis thymidylate kinase. J. Biol. Chem., 2003, 278, 4963-4971.
[19]
Dimopoulou, A.; Manta, S.; Kiritsis, C.; Gkaragkouni, D.N.; Papasotiriou, I.; Balzarini, J.; Komiotis, D. Rapid microwave-enhanced synthesis of C5-alkynyl pyranonucleosides as novel cytotoxic antitumor agents. Bioorg. Med. Chem. Lett., 2013, 23, 1330-1333.
[20]
Kollatos, N.; Manta, S.; Dimopoulou, A.; Parmenopoulou, V.; Triantakonstanti, V.V.; Kellici, T.; Mavromoustakos, T.; Schols, D.; Komiotis, D. Branched-chain sugar nucleosides: stereocontrolled synthesis and bioevaluation of novel 3′-C-trifluoromethyl and 3′-C-methyl pyranonucleosides. Carbohydr. Res., 2015, 407, 170-178.
[21]
Mignon, P.; Loverix, S.; De Proft, F.; Geerlings, P. Influence of stacking on hydrogen bonding: quantum chemical study on pyridine-benzene model complexes. J. Phys. Chem. A, 2004, 108, 6038-6044.
[22]
Mignon, P.; Loverix, S.; Geerlings, P. Interplay between π-π interactions and the H-bonding ability of aromatic nitrogen bases. Chem. Phys. Lett., 2005, 401, 40-46.
[23]
Meneni, S.; Ott, I.; Sergeant, C.D.; Sniady, A.; Gust, R.; Dembinski, R. 5- Alkynyl-2′-deoxyuridines: chromatography-free synthesis and cytotoxicity evaluation against human breast cancer cells. Bioorg. Med. Chem., 2007, 15, 3082-3088.
[24]
Gosselin, G.; Puech, F.; Genu-Dellac, C.; Imbach, J.L. 1,2-Di-O-acetyl-5-O-benzoyl-3-deoxy-3-fluoro-D-xylofuranose*. A versatile precursor for thesynthesis of 3-deoxy-3-fluoro-β-D-xylofuranosyl nucleosides as potential antiviral agents. Carbohydr. Res., 1993, 249, 1-17.
[25]
Couturier, S.; Aljarah, M.; Gosselin, G.; Christophe Mathea, C.; Christian Perigaud, C. Synthesis of 3´-deoxy-3´-C-methyl-β-D-ribonucleoside analogs. Tetrahedron, 2007, 63, 11260-11266.
[26]
Tong, G.L.; Lee, W.W.; Goodman, L. Synthesis of some 3´-O- methyl purine ribonucleosides. J. Org. Chem., 1967, 32, 1984-1986.
[27]
Vorbruggen, H.; Bennua, B. A new simplified nucleoside synthesis. Chem. Ber., 1981, 114, 1279-1286.
[28]
Vanheusden, V.; Busson, R.; Herdewijn, P.; Van Calenbergh, S. Synthesis and conformational analysis of 1‐[2,4‐dideo-xy‐4‐C‐hydroxymethyl‐alpha‐L‐lyxopyranosyl]thymine. J. Org. Chem., 2004, 69, 4446-4453.
