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  • 7-Nitro-7-deaza-2′ -deoxyadenosine  (1)
  • Polymer and Materials Science  (1)
  • 1
    Electronic Resource
    Electronic Resource
    Polymer-linked acycloguanosine (1984)
    New York : Wiley-Blackwell
    Die Makromolekulare Chemie 185 (1984), S. 687-695 
    Details
    ISSN: 0025-116X
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: Polymer-linked 9-(2-hydroxyethoxymethyl)guanine (1) (acycloguanosine, acyclovir®) was prepared. Condensation of 1 with succinic anhydride gave in 77% yield 2-(9-guanylmethoxy)-ethyl hydrogen succinate (2), which was coupled through its carboxylic group either to poly(L-lysine) (M̄r = 55000) or to N-(6-aminohexyl)carbamoylmethylated dextran T80 to yield the polymers 3 and 4 (ligand concentrations in 3: 30 - 48 μmol of 2/g, in 4: 100 - 171 μmol of 2/g). From both polymers the antiviral 1 could be released by controlled saponification; the rate of drug delivery was found to be a function of pH and temperature. The polymeric carrier system 3 was degraded by endo-dextranase, and the carrier system 4 by trypsin, yielding low-molecular-weight derivatives of the pharmacon.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/macp.1984.021850407
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  • 2
    Electronic Resource
    Electronic Resource
    7-Nitro-7-deaza-2′-deoxyadenosine and 8-Methyl-7-deaza-2′-deoxyguanosine: Pyrrolo[2,3-d]pyrimidine Nucleosides with Different Sugar ConformationsDedicated to Prof. Dr. Hartmut Seliger on the occasion of his 60th birthday. (1997)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1997 (1997), S. 2525-2530 
    Details
    ISSN: 0947-3440
    Keywords: 7-Nitro-7-deaza-2′ -deoxyadenosine ; 8-Methyl-7-deaza-2′ -deoxyguanosine ; Conformation analysis ; X-ray scattering ; NMR spectroscopy ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The crystal structures of 7-nitro-7-deaza-2′ -deoxyadenosine (3) and 8-methyl-7-deaza-2′ -deoxyguanosine (5) have been determined and were compared with those of the parent 7-deaza-2′ -deoxyadenosine (2) and other 7-substituted 7-deazapurine 2′ -deoxynucleosides 4 and 6. The sugar pucker of compound 3 is N (3′T2′) whereas compound 5 shows 2′E conformation (S-type). Despite the methyl group, compound 5 exhibits anti conformation about the N-glycosylic bond as in all other cases. The predominant conformations of 3 and 5 in aqueous solution, determined by 1H NMR spectroscopy, is consistent with those in the solid state.
    Additional Material: 8 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.199719971215
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