Synthesis of Novel Dna Binding Agents: Indole-Containing Analogues of Bis-Netropsin

Autor:	Colin J. Suckling, Abedawn I. Khalaf, Stephen Young, Robert V. Fishleigh, John Urwin, Martin Scobie, Andrew R. Pitt, Roger D. Waigh
Rok vydání:	2000
Předmět:	Indole test Bis-netropsin 010405 organic chemistry Hydrochloride Stereochemistry General Chemistry 010402 general chemistry 01 natural sciences Footprinting 0104 chemical sciences chemistry.chemical_compound chemistry DNA Strong binding Minor groove
Zdroj:	Journal of Chemical Research. 2000:264-265
ISSN:	2047-6507 1747-5198
DOI:	10.3184/030823400103167444
Popis:	Molecular modelling studies showed that indole dicarboxylic acids are potential linkers for the synthesis of bis-netropsin analogues 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, 6-(2-carboxy-1-ethenyl)indole-2-carboxylic acid were prepared and coupled to 3-[1-methyl-4-(1-methyl-4-aminopyrrole-2-carboxamido)pyrrole-2-carboxamido]dimethylaminopropane. Similarly indole-2,5-dicarboxylic acid was prepared and coupled to 3-[1-methyl-4-(1-methyl-4-aminopyrrple-2-carboxamido)pyrrole-2-carboxamido]propionamidine hydrochloride. The derivatives of 26–28 showed especially strong binding to AT rich regions as shown by footprinting studies.
Databáze:	OpenAIRE
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