Synthesis of novel DNA binding agents: indole-containing analogs of bis-netropsin

Abedawn I. Khalaf, Andrew R. Pitt, Martin Scobie, Colin J. Suckling, John Urwin, Roger D. Waigh, Robert V. Fishleigh, Stephen C. Young

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8 Citations (Scopus)


Mol. modeling studies showed that indole dicarboxylic acids are potential linkers for the synthesis of bisnetropsin analogs with a good fit to the minor groove of DNA. To test this hypothesis, 2-carboxyindole-6-acetic acid, indole-2,6-dicarboxylic acid, 6-(2-carboxyethyl)indole-2-carboxylic acid, and 6-(2-carboxy-1-ethenyl)indole-2-carboxylic acid were prepd. and coupled to 3-[1-methyl-4-(1-methyl-4-aminopyrrole-2-carboxamido)pyrrole-2-carboxamido]dimethylaminopropane. Similarly, indole-2,5-dicarboxylic acid was prepd. and coupled to 3-[1-methyl-4-(1-methyl-4-aminopyrrole-2-carboxamido)pyrrole-2-carboxamido]propionamidine hydrochloride. Some derivs. showed esp. strong binding at AT rich regions as shown by footprinting studies.
Original languageUndefined/Unknown
Pages (from-to)264-265
Number of pages2
JournalInternational Journal of Chemical Research
Issue number6
Publication statusPublished - 2000


  • dna binding agents
  • bis-netropsin
  • binding agents

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