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1990 (1)
1Author    Joachim Granzin, W. Olfram Saenger, Ryszard Stolarski, David ShugarRequires cookie*
 Title    Solid State and Solution Structures of an Adenine Analogue of the Antiviral Acyclonucleoside 9-(l,3-Dihydroxy-2-propoxymethyl)guanine  
 Abstract    The title com pound, 9-(l,3-dihydroxy-2-propoxym ethyl)adenine (D H P-A de), an analogue o f the antiviral acyclonucleoside 9-(l,3-dihydroxy-2-propoxym ethyl)guanine (D H P G), crys­ tallizes in the m onoclinic space group P 2,, with unit cell dimensions o f a = 10.848(4), b = 8.765(3), c = 11.432(4) A, ß = 102.14(3)°, with two independent molecules in the asymmetric unit. The crystal structure o f D H P-A de was determined and compared with that for D H PG . The solution conform ations o f both acyclonucleosides were also determined with the aid o f 'H and 13C N M R spectroscopy. In the solid state the acyclic chain may adopt a "folded" form, i.e. gauche about the C (l) —O (l') bond (as in D H P-A de), or an "extended" form (as in D H PG), results which corre­ spond to the rotations about this bond in solution. A general discussion is presented o f the conform ations o f the acyclic chains o f various acyclonucleosides, from the antiviral 9-(2-hydroxyethoxymethyl)guanine (Acyclovir, ACV) through to 2',3'-^co-nucleosides, both in the solid state and in solution, and the relevance o f these to biological activities. 
  Reference    Z. Naturforsch. 45c, 915 (1990); received December 21 1989/April 27 1990 
  Published    1990 
  Keywords    Antiviral Acyclonucleoside, Solid State, Solution Structures 
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 TEI-XML for    default:Reihe_C/45/ZNC-1990-45c-0915.pdf 
 Identifier    ZNC-1990-45c-0915 
 Volume    45