Synthesis, molecular structure and physicochemical properties of bis(3′-azido-3′-deoxythymidin-5′-yl) carbonate

Journal of Molecular Structure

Volumn 970, Issue 1-3, 2010, Pages 59-65

  Raviolo, Mónica A ^a   Williams, Patricia A M ^b   Etcheverry, Susana B ^b   Piro, Oscar E ^b   Castellano, Eduardo E ^c   Gualdesi, Maria S ^a   Briñón, Margarita C ^a  

^a UNIVERSIDAD NACIONAL DE CÓRDOBA   (Argentina)

^b FACULTAD DE CIENCIAS EXACTAS   (Argentina)

^c UNIVERSITY OF SÃO PAULO   (Brazil)

Author keywords

Dimeric AZT carbonate; NMR; Physicochemical properties; Vibrational IR absorption and Raman dispersion; X ray crystal structure

Indexed keywords

IR ABSORPTION; PHYSICOCHEMICAL PROPERTY; RAMAN DISPERSION; X RAY CRYSTAL STRUCTURES; X-RAY CRYSTAL STRUCTURE;

ABSORPTION; CARBONATION; DISPERSIONS; INFRARED ABSORPTION; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE; RAMAN SPECTROSCOPY; SYNTHESIS (CHEMICAL);

CRYSTAL STRUCTURE;

EID: 77950065199     PISSN: 00222860     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molstruc.2010.02.032     Document Type: Article

References (34)

1. Mitsuya H., Weinhold K.J., Furman P.A., St. Clair M.H., Lehrman S.N., Gallo R.C., Bolognesi D., Barry D.W., and Broder S. Proc. Natl. Acad. Sci. USA 82 (1985) 7096
2. De Clercq E. Verh. K. Acad. Geneeskd. Belg. 69 (2007) 81
3. Parang K., Wiebe L.I., and Knaus E.E. Curr. Med. Chem. 7 (2000) 995
4. Rossi L., Serafini S., Franchetti P., Casabianca A., Orlandi C., Schiavano G.F., Carnevali A., and Magnani M. J. Antimicrob. Chemother. 50 (2002) 639
5. Sriram D., Srichakravarthy N., Bal T.R., and Yogeeswari P. Biomed. Pharmacother. 59 (2005) 452
6. Motura M.I., Moroni G.N., Teijeiro S.A., Salomón H., and Briñón M.C. Nucleosides, Nucleotides Nucleic Acids 21 (2002) 217
7. Moroni G.N., Quevedo M.A., Ravetti S., and Briñón M.C. J. Liq. Chromatogr. Relat. Technol. 25 (2002) 1345
8. Moroni G.N., Bogdanov P.M., and Briñón M.C. Nucleosides, Nucleotides Nucleic Acids 21 (2002) 231
9. Raviolo M.A., Trinchero-Hernández J.S., Turk G., and Briñón M.C. J. Braz. Chem. Soc. 20 (2009) 1870
10. Turk G., Pampuro S., Briñón M.C., and Salomón H. Int. J. Antimicrob. Agents 20 (2002) 282
11. Raviolo M.A., and Briñón M.C. J. Liq. Chromatogr. Relat. Technol. 28 (2005) 2195
12. Teijeiro S.A., Moroni G.N., Motura M.I., and Briñón M.C. J. Liq. Chromatogr. Relat. Technol. 23 (2000) 855
13. Teijeiro S.A., Raviolo M.A., Motura M.I., and Briñón M.C. Nucleosides, Nucleotides Nucleic Acids 22 (2003) 1789
14. Quevedo M.A., Teijeiro S.A., and Briñón M.C. Anal. Bioanal. Chem. 385 (2006) 377
15. Quevedo M.A., Ribone S.R., Moroni G.N., and Briñón M.C. Bioorg. Med. Chem. 16 (2008) 2779
16. Enraf-Nonius, COLLECT, Nonius BV, Delft, The Netherland, 1997-2000.
17. Otwinowski Z., and Minor W. In: Carter Jr. C.W., and Sweet R.M. (Eds). Methods in Enzymology (1997), Academic Press, New York 307
18. Blessing R.H. Acta Crystallogr., Sect. A: Found. Crystallogr. 51 (1995) 33
19. G.M. Sheldrick, SHELXS-97. Program for Crystal Structure Resolution, University of Göttingen, Göttingen, Germany, 1997.
20. G.M. Sheldrick, SHELXL-97. Program for Crystal Structures Analysis, University of Göttingen, Göttingen, Germany, 1997.
21. Smith B. Infrared Spectral Interpretation. A Systematic Approach (1999), CRC-Press, Boca Raton p. 114
22. Nakamoto K. Infrared and Raman Spectra of Inorganic and Coordination Compounds (1978), J. Wiley, New York
23. Rozenberg M., Shoham G., Reva I., and Fausto R. Spectrochim. Acta Part A 60 (2004) 2323
24. Aida M., Kaneko M., Dupuis M., Ue T., Ushizawa K., Ito G., Kumakura A., and Tsuboi M. Spectrochim. Acta A 53 (1997) 393
25. Tsuboi M., Komatsu M., Hoshi J., Kawashima E., Sekine T., Ishido Y., Russell M.P., Benevides J.M., and Thomas G.J. J. Am. Chem. Soc. 119 (1997) 2025
26. Carmona P., and Molina M. J. Raman Spectrosc. 21 (1990) 395
27. Kumakura A., Tsuboi M., Ushizawa K., and Ueda T. Biospectroscopy 2 (1996) 233
28. Kruszewska H., Chmielowiec U., Bednarek E., Witowska-Jarosz J., Dobrowolski J.Cz., and Misicka A. J. Mol. Struct. 651 (2003) 645
29. Zhang C., and Xue Y. J. Mol. Struct. (THEOCHEM) 802 (2007) 35
30. C.K. Johnson, ORTEP. Report ORNL-3794, Oak Ridge, TN, 1965.
31. Kabsch W. Acta Crystallogr., Sect. A: Found. Crystallogr. 32 (1976) 922
32. Camerman A., Mastropaolo D., and Camerman N. Proc. Natl. Acad. Sci. USA 84 (1987) 8239
33. Van Roey P., Salerno J.M., Duax W.L., Chu C.K., Ahn M.K., and Schinazi R.F. J. Am. Chem. Soc. 110 (1988) 2277
34. J.T. Cartensen, C.T. Rhodes, Drug Stability, Principles and Practices, Marcel Dekker, New York, 2000, p. 19.