Synthesis 2005(3): 361-363  
DOI: 10.1055/s-2005-861794
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York

Synthesis and Characterization of Nitrogen-Bridged [C60]Fullerene/3′-Deoxythimidine Conjugates

Cezar Ungurenasu*, Mariana Pinteala, Bogdan C. Simionescu
‘Petru Poni’ Institute of Macromolecular Chemistry, Aleea Grigore Ghica Voda 41A, Iasi 700487, Romania
e-Mail: cezar_u@yahoo.com ;
Further Information

Publication History

Received 7 September 2004
Publication Date:
26 January 2005 (online)

Abstract

3′-Deoxy-3′-(1,2,3-triazolfulleryl)thymidine and 3′-deoxy-3′-([5,6]azafulleryl)thymidine were synthesized by the addition of 3′-azido-3′-deoxythymidine (AZT) to C60.

    References

  • 1 Jensen AW. Wilson SR. Schuster DI. Bioorg. Med. Chem.  1996,  4:  767 
  • 2 Hirsch A. The Chemistry of the Fullerenes   Georg Thieme Verlag; Stuttgart: 1994.  p.197 
  • 3 Da Ros T. Prato M. Chem. Commun.  1999,  663 
  • 4 Hirsch A. Nuber B. Acc. Chem. Res.  1999,  32:  795 
  • 5 Hummelen JC. Bellavia-Lund C. Wudl F. Fullerenes and Related Structures   Hirsch A. Springer Verlag; Berlin: 1999.  p.93 
  • 6 Bingel C. Chem. Ber.  1993,  126:  1957 
  • 7 Sijbesma R. Srdanov G. Wudl F. Castoro C. Wilkins C. Friedman SH. De Camp DL. Kenyon GL. J. Am. Chem. Soc.  1993,  115:  6510 
  • 8 Toniolo C. Bianco A. Maggini M. Scorrano G. Prato M. Marastoni M. Tomatis R. Spisani S. Palu G. Blair ED. J. Med. Chem.  1994,  37:  4558 
  • 9 Schinazi RF. Bellavia C. Gonzales R. Hil CL. Wudl F. In Recent Advances in the Chemistry and Physics of Fullerenes and Related Materials   Kadish KM. Ruoff RS. The Electrochemical Society Inc.; Pennington, NJ: 1995. 
  • 10 Nakamura E. Tokoyama H. Yamago S. Shiraki T. Sugiura Y. Bull. Chem. Soc. Jpn.  1996,  69:  2143 
  • 11 Pellicciari R. Constantio G. Marinozzi M. Natalini B. Farmaco  1998,  53:  255 
  • 12 Hsu S.-C. Wu C.-C. Luh T.-Y. Chou C.-K. Han S.-H. Lai M.-Z. Blood  1998,  91:  2658 
  • 13 Huang YL. Shen CK. Luh TY. Yang HC. Hwang KC. Chou CK. Eur. J. Biochem.  1998,  38 
  • 14 Boutorine A. Tokuyama H. Takasugi M. Isobe H. Nakamura E. Hélène C. Angew. Chem., Int. Ed. Engl.  1994,  33:  2462 
  • 15 Da Ros T. Prato M. Chem. Commun.  1999,  663 ; and references cited therein
  • 16 Da Ros T. Spalluto G. Prato M. Croat. Chem. Acta  2001,  74:  743 ; and references cited therein
  • 17 Prato M. Li QC. Wudl F. Luchini V. J. Am. Chem. Soc.  1993,  115:  1148 
  • 18 Averdung J. Mattay J. Tetrahedron  1996,  52:  5407 ; and references cited therein
  • 19 Yashiro A. Nishida Y. Ohno M. Eguchi S. Kobayashi K. Tetrahedron Lett.  1998,  39:  9031 ; and references cited therein
  • 20 Kato H. Yashiro A. Mizuno A. Nishida Y. Kobayashi K. Shinohara H. Bioorg. Med. Chem. Lett.  2001,  11:  2935 
  • 21 Lie Ken Jie MSF. Cheung SWH. Ho JCM. Lipids  2001,  36(4):  421