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The Pharmaceutical Society of Korea (대한약학회)
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Synthesis of 2-Alkyl-substituted-$N^{6}$-methyladenine Derivatives as Potential Adenosine Receptor Ligand

  • Kim, Hea-Ok (Division of Chemistry and Molecular Engineering, Seoul National University)
  • Published : 2001.12.01
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Abstract

2-(1-Hexynyl), 2-((E)-1-hexenyl) and $2-(n-hexyl)-N^{6}$-methyladenines were synthesized, starting from 2-amino-6-chloropurine using palladium-catalyzed coupling as a key step as potential adenosineo receptor ligand.

Keywords

References

  1. J. Med. Chem. v.35 2-Alkynyl Derivatives of Adenosine-5¹-N-ethyluronamide as Selective Agonists at A₂Adenosine Receptors Cristalli,G.;Eleuteri,A.;Vittori,S.;Volpini,R.;Lohse,M.J.;Klotz,K.N.
  2. adenosine and adenine nucleotides: from molecular biology to integrative physiology Adenosine receptors: selective agonists and antagonists Daly,J.W.;Jacobson,K.A.;Beladinelli,L.(Ed.);Pelleg,A.(Ed.)
  3. Ann. Rep. Med. Chem. v.288 Adenosine receptors as pharmacological targets Erion,M.D.
  4. J. Med. Chem v.35 Adenosine receptors: pharmacology, structure-activity relationship and therapeutic potential Jacobson,K.A.;van Galen,P.J.M.;Williams, M. Perspective
  5. J. Med. Chem. v.37 Structure-activity relation-ships of 1,3-diakylxanthine derivatives at rat A₃adeno-sine receptors Kim,H.O.;Ji,X.D.;Melman,N.;Olah,M.E.;Stiles,G.L.;Jacobson,K.A.
  6. J. Med. Chem. v.37 2-Substitution of $N^6$-benzyladenosine-5-uronamide enhances selectivity for A₃adenosine receptors Kim,H.O.;Ji,X.D.;Siddiqi,S.M.;Olah,M.E.;Stiles,G.L.;Jacobson,K.A.
  7. Pharmacol. v.360 Naunyn-Schmiedebergs Arch Klotz,K.N.;Camaioni,E.;Volpini,R.;Kachler,S.;Vittori,S.;Critalli,G.
  8. J. Med. Chem. v.35 Nucleosides and Nucleotides. 103.2-Alkyladenosines: A Novel Class of Selective Adenosine A₂Receptor Agonists with Potent Antihypertensice Effects Matsuda,A.;Shinozaki,M.;Yamaguchi,T.;Homma,H.;Nomoto,R.;Miyasaka,T.;Watanabe,Y.;Abiru,T.
  9. FEBS Lett. v.284 Molecular cloning of a novel putative G-protein coupled receptor expressed during rat spermiogenesis Meyerhof,W.;Muller-Brechlin,R.;Richer,D.
  10. Synthesis Modification of Nucleic Acid Bases via Radical Intermediates: Synthesis of Dihalogenated Purine Nucleosides Nair,V.;Richardson,S.G.
  11. Bioorg & Med. Chem. v.6 Adenosine receptors: new opportunities for future drugs Poulsen,S.A.;Quinn,R.J.
  12. J. Biol. Chem. v.268 The A₃AR is the unique adenosine receptor which facilitates release of allergic mediators in mast cells Ramkumar,V.;Stiles,G.L.;Beaven,M.A.;Ali,H.
  13. Prog. Neurobiol. v.48 Adenosine A₂ receptor-mediated excitatory actions on the nervous system Sebastiao,A.M.;Riberio,J.A.
  14. J. Med. Chem. Search for new purine- and ribose-modified adenosine analogues as selective agonists and antagonists at adenosine receptors Siddiqi,S.M.;Jacobson,K.A.;Esker,J.L.;Olah,M.E.;Ji,X.D.;Melman,N.;Tiwari,K.N.;Secrist,J.A.III;Schneller,S.W.;Cristalli,G.;Stiles,G.L.;Johnson,C.R.;Ijzermann,A.P.
  15. J. Biol. Chem. v.267 Adenosine receptors Siles,G.L.
  16. J. Med. Chem. v.39 2-Alkenyl and 2-alkyl derivatives of adenosine and adenosine-5-N-ethyluronamide: different affinity and selectivity of E- and Z-diastereomers at $A_{2A}$ adenosine receptors Vittori,S.;Camaioni,E.;Di Francesco,E.;Volpini,R.;Monopoli,A.;Dionisotti,S.;Ongini,E.;Cristalli,G.
  17. Drug Dev. Res. v.50 Presented at Purines 2000: Biochemical, pharmacological and clinical perspectives Volinin,R.;Costanzi,S.;Lambertucci,C.;Vittori,S.;Kachler,S.;Klotz,K.N.;Cristalli,G.
  18. Proc. Natl. Acad. Sci. U.S.A. v.89 Molecular cloning and characteriazation of an adenosine receptor- the A₃adenosine recepter Zhou,Q.Y.;Li,C.Y.;Olah,M.E.;Johnson,R.A.;Stiles,G.L.;Civelli,O.
  19. J. Med. Chem. v.37 Selective ligand for rat A₃adenosine receptors: sturcture-activity relationships of 1,3-dialkylxanthine 7-reboside derivatives Kim,H.O.;Ji,X.D.;Melman,N.;Olah,M.E.;Stiles,G.L.;Jacobson,K.A.