Biotechnology and Bioprocess Engineering:BBE

  • 제4권1호
  • /
  • Pages.17-20
  • /
  • 1999
  • /
  • 1226-8372(pISSN)
  • /
  • 1976-3816(eISSN)
한국생물공학회 (The Korean Society for Biotechnology and Bioengineering)
권호 표지

Facile Synthesis of 2',5'-Dideoxy-, 2',3'-Dideoxy- and 3'-Deoxy-1, N6-ethenoadenosine Nucleosides

  • Chae, Whi-Gun (Department of Biochemistry, School of Medicine, Catholic University of Taegu-Hyosung, Taegu)
  • 발행 : 1999.03.01
PDF 다운로드
⟨ 이전 논문 다음 논문 ⟩

초록

Facile synthetic methods of 2',5'-dideoxy-, 2',3'-dideoxy- and 3'-deoxy-1, N6-ethenoadenosine nucleosides by either an enzymatic dideoxyribosyl transfer reaction or a simple chemical reaction were proposed. The synthesis products were isolated and purified by preparative HPLC and their structures were confirmed by 1H NMR (500 MHz) and FAB-MS including high resolution mass measurement. These modified nucleoside analogs have not been reported yet. Therefore, these modified nucleoside analogs are of potential value to be studied further for biological activity such as anticancer or antiviral.

키워드

참고문헌

  1. Progress in Nucleic Acid Res. Mol. Biol. v.22 Naturally occurring nucleoside and nucleotide antibiotics Suhadolnik, R. J.
  2. Cancer Chemotherapy and Biological Response Modifiers Annual 17 Antimetabolites Johnston, P. G.;C. H. Takimoto;J. L. Grem;P. Fidias;M. L. Grosshard;B. A. Chabner;C. J. Allegra;E. Chu;H. M. Pineto(ed.)D. L. Longo(ed.);B. A. Chabner(ed.)
  3. J. Med. Chem. v.33 no.8 Synthesis and anti-HIV activity ofseveral 2-fluoro-containing pyrimidine nucleosides Sterzycki, R. Z.;I. Ghazzouli;V. Brankovan;J. C. Martin;M. M. Mansuri
  4. Biochem. Pharmacol. v.25 Nucleoside analogs with antiviral activity Prusoff, W. H.; D. C. Ward
  5. Med. Res. Rev. v.13 Purine nucleoside phosphorylase: a target for drug design Montgomery, J. A.
  6. Biosci. Biotech. Biochem. v.56 Enzymatic synthesis of 5-methyluridine from adenosine and thymine with high efficiency Hori, N.;K. Uehara;Y. Mikami
  7. Chem. Res. Toxicol. v.4 Enzymatic synthesis of purine deoxynucleoside adducts Chapeau, M. C.;L. J. Marnett
  8. Agric. Biol. Chem. v.49 Mechanism of purine arabinoside synthesis by bacterial transarabinosylation reaction Utagawa, T.;H. Morisawa;S. Yamanaka;A. Yamazaki;F. Yoshinaga;Y. Hirose
  9. Agric. Biol. Chem. v.49 no.9 Microbial synthesis of purine 2-amino-2-deoxyribosides Utagawa, T.;H. Morisawa;S. Yamanaka;A. Yamazaki;Y. Hirose
  10. J. Med. Chem. v.36 Novel 6-alkoxypurine 2',3',-dideoxynu-cleosides as inhibitors of the cytopathic effect of the human immunodeficiency virus Burns, C. L.;M. H. Clair;L. W. Frick;T. Spector;D. R. Averett;M. L. English;T. J. Holmes;T. A. Krenitsky;G. W. Koszalka
  11. J. Med. Chem. v.34 Escherichia coli mediated biosynthesis and in vitro anti-HIV activity of lipophilic 6-halo-2,3-dideoxypurine nucleosides Murakami, K.;T. Shirasaka;H. Yoshioka;E. Kojima;S. Aoki;H. Ford, Jr.;J. S. Driscoll;J. A. Kelley;H. Mitsuya
  12. Nucleo sides Nucleotides v.13 Synthesis and biological evaluation of pyrimidine and purine a-L-2,3-dideoxy nucleosides Van Draanen N. A.;G. W. Koszalka
  13. Org. Chem. v.57 Facile synthesis of 2,5-dideoxy-5-fluorouridine by thymidine phosphorylase Chae, W.-G.;N. S. Cauchon;J. F. Kozlowski;C.-J. Chang
  14. Tetrahedron v.54 Facile synthesis of 5-deoxy-and 2',5'-dideoxy-6- thiopurine nucleosides by nucleoside phosphory-lases Chae, W.-G.;T. C. K. Chan;C.-J. Chang
  15. Nucleosides Nucleotides v.16 Enzymatic synthesis of 2',5'-dideoxy purine nucleosides and related compounds Fathi, R.;K. J. Nawoschik;M. Zavoda;A. F. Cook
  16. Cancer Res. v.48 Feasibility of drug screening with panels of human tumor cell lines using a microculture tetrazolium assay Alley, M. C.;D. A. Scudiero;A. Monks;M.L. Hursey;M. J. Czerwinski;D. L. Fine;B. J. Abott;J. G. Mayo;R. H. Shoemaker;M. R. Boyd
  17. Biochemistry v.20 Purine nucleoside synthesis, an effcient method empolying nucleoside phosphorylases Krenitsky, T. A.;G. W. Koszalka;J. V. Tuttle
  18. J. Am. Chem. Soc. v.94 Conformational analysis of the sugar ring in nucleosides and nucleotides. New description using the concept of pseudorotation Altona, C.;M. Sundaralingam
  19. Biochemistry v.13 Nuclear magnetic resonance studies of 5'-ribo- and deoxyribonucleotide structures in solution Davies, D. B.;S. S. Danyluk
  20. Nucleic Acids: The Vectors of Life Solution conformational characteristics of chemically modified purine(b)pentosides Ludemann, H. D.;G. Knopp;F. Hansske;M. J. Robins;B. Pullman(ed.);J. Jortner(ed.)
  21. Pharm. Res. v.14 Role of brain tissue localized purine metabolizing enzymes in the central nervous system delivery of anti-HIV agents 2',3'-dideoxy-adenosine in rats Singhal D.;M. E. Morgan;B. D. Anderson