Document 0729
 DOCN  M9490729
 TI    Synthesis and antiviral activity of three pyrazole analogues of
       distamycin A.
 DT    9411
 AU    Ding L; Grehn L; De Clercq E; Andrei G; Snoeck R; Balzarini J; Fransson
       B; Ragnarsson U; Department of Biochemistry, Uppsala University, Sweden.
 SO    Acta Chem Scand. 1994 Jun;48(6):498-505. Unique Identifier : AIDSLINE
       MED/94338814
 AB    The synthesis of three new monopyrazole analogues of the antiviral
       compound distamycin A is reported. Suitably protected
       4-amino-1-methylpyrrole-2-carboxylic acid and
       3-amino-1-methylpyrazole-5-carboxylic acid derivatives were chosen as
       starting materials. The construction of the trimeric polyamide framework
       was accomplished by assembly of the monomeric precursors under
       condensing conditions by analogy with our previous methodology, although
       with significant improvements in some pivotal steps. After
       chromatographic purification and spectroscopic characterisation, the
       analogues were assayed for antiviral activity. Compounds 7a-c inhibited
       vaccinia virus at a concentration similar to or lower than distamycin A
       and the related antibiotic netropsin. Analogues 7b and 7c exhibited an
       antiviral effect comparable to those of distamycin A and netropsin
       against HSV-1 and HSV-2, whereas their antiviral activity against
       several other viruses including HIV-1 and HIV-2 was somewhat lower. The
       cellular toxicity of 7a-c toward different host cell types proved to be
       of similar magnitude or lower than those of distamycin A and netropsin.
 DE    Animal  Antiviral Agents/*CHEMICAL SYNTHESIS/TOXICITY  Cell Line
       Comparative Study  Distamycins/*CHEMICAL SYNTHESIS/TOXICITY  Human
       HIV-1/DRUG EFFECTS  HIV-2/DRUG EFFECTS  Indicators and Reagents
       Intercalating Agents/CHEMICAL SYNTHESIS  Mice  Molecular Structure
       Netropsin/TOXICITY  Pyrazoles/*CHEMICAL SYNTHESIS/TOXICITY  Support,
       Non-U.S. Gov't  Vaccinia Virus/DRUG EFFECTS  Viruses/*DRUG EFFECTS
       JOURNAL ARTICLE

       SOURCE: National Library of Medicine.  NOTICE: This material may be
       protected by Copyright Law (Title 17, U.S.Code).