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

Research output: Contribution to journalArticle

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.
LanguageUndefined/Unknown
Pages264-265
Number of pages2
JournalInternational Journal of Chemical Research
Issue number6
DOIs
Publication statusPublished - 2000

Keywords

  • dna binding agents
  • bis-netropsin
  • binding agents

Cite this

Khalaf, Abedawn I. ; Pitt, Andrew R. ; Scobie, Martin ; Suckling, Colin J. ; Urwin, John ; Waigh, Roger D. ; Fishleigh, Robert V. ; Young, Stephen C. / Synthesis of novel DNA binding agents: indole-containing analogs of bis-netropsin. In: International Journal of Chemical Research. 2000 ; No. 6. pp. 264-265.
@article{8b099b4612fd4e61ad8841fb388defb8,
title = "Synthesis of novel DNA binding agents: indole-containing analogs of bis-netropsin",
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.",
keywords = "dna binding agents, bis-netropsin , binding agents",
author = "Khalaf, {Abedawn I.} and Pitt, {Andrew R.} and Martin Scobie and Suckling, {Colin J.} and John Urwin and Waigh, {Roger D.} and Fishleigh, {Robert V.} and Young, {Stephen C.}",
year = "2000",
doi = "10.3184/030823400103167444",
language = "Undefined/Unknown",
pages = "264--265",
journal = "International Journal of Chemical Research",
issn = "0975-3699",
number = "6",

}

Synthesis of novel DNA binding agents: indole-containing analogs of bis-netropsin. / Khalaf, Abedawn I.; Pitt, Andrew R.; Scobie, Martin; Suckling, Colin J.; Urwin, John; Waigh, Roger D.; Fishleigh, Robert V.; Young, Stephen C.

In: International Journal of Chemical Research, No. 6, 2000, p. 264-265.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Synthesis of novel DNA binding agents: indole-containing analogs of bis-netropsin

AU - Khalaf, Abedawn I.

AU - Pitt, Andrew R.

AU - Scobie, Martin

AU - Suckling, Colin J.

AU - Urwin, John

AU - Waigh, Roger D.

AU - Fishleigh, Robert V.

AU - Young, Stephen C.

PY - 2000

Y1 - 2000

N2 - 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.

AB - 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.

KW - dna binding agents

KW - bis-netropsin

KW - binding agents

U2 - 10.3184/030823400103167444

DO - 10.3184/030823400103167444

M3 - Article

SP - 264

EP - 265

JO - International Journal of Chemical Research

T2 - International Journal of Chemical Research

JF - International Journal of Chemical Research

SN - 0975-3699

IS - 6

ER -