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

Khalaf, Abedawn I. and Pitt, Andrew R. and Scobie, Martin and Suckling, Colin J. and Urwin, John and Waigh, Roger D. and Fishleigh, Robert V. and Young, Stephen C. (2000) Synthesis of novel DNA binding agents: indole-containing analogs of bis-netropsin. International Journal of Chemical Research (6). pp. 264-265. ISSN 0975-3699

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Abstract

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.

Item type: Article
ID code: 34885
Notes: M1 - Copyright (C) 2011 American Chemical Society (ACS). All Rights Reserved. CAPLUS AN 2000:586054(Journal)
Keywords: dna binding agents, bis-netropsin , binding agents, Chemistry
Subjects: Science > Chemistry
Department: Faculty of Science > Pure and Applied Chemistry
Related URLs:
    Depositing user: Pure Administrator
    Date Deposited: 21 Oct 2011 14:38
    Last modified: 17 Jul 2013 11:11
    URI: http://strathprints.strath.ac.uk/id/eprint/34885

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