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Article: Stabilization of G-quadruplex DNA and down-regulation of oncogene c-myc by quindoline derivatives

TitleStabilization of G-quadruplex DNA and down-regulation of oncogene c-myc by quindoline derivatives
Authors
Issue Date2007
PublisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/jmc
Citation
Journal Of Medicinal Chemistry, 2007, v. 50 n. 7, p. 1465-1474 How to Cite?
AbstractStabilization of G-quadruplex structures in the promoter region of certain oncogenes is an emerging field in anticancer drug design. Human c-myc gene is one of these oncogenes, and G-quadruplexes have been proven to be the transcriptional controller of this gene. In the present study, the interaction of quindoline derivatives with G-quadruplexes in c-myc was investigated. The experimental results indicated that these derivatives have the ability to induce/stabilize the G-quadruplexes in c-myc, which lead to down-regulation of the c-myc in the Hep G2 cell line. It was found that derivatives with terminal amino groups in their side chains would selectively bind to the isomers with the double nucleotide loops in the absence of K +. Molecular modeling studies revealed the binding mode between the derivatives and the G-quadruplexes is end-stacking at the 3′-position, and the positively charged side chain on the quindoline derivatives may contribute to the selectivity to certain loop isomers of topological quadruplexes as well as the improved stabilization action. © 2007 American Chemical Society.
Persistent Identifierhttp://hdl.handle.net/10722/168101
ISSN
2015 Impact Factor: 5.589
2015 SCImago Journal Rankings: 2.529
ISI Accession Number ID
References

 

DC FieldValueLanguage
dc.contributor.authorOu, TMen_US
dc.contributor.authorLu, YJen_US
dc.contributor.authorZhang, Cen_US
dc.contributor.authorHuang, ZSen_US
dc.contributor.authorWang, XDen_US
dc.contributor.authorTan, JHen_US
dc.contributor.authorChen, Yen_US
dc.contributor.authorMa, DLen_US
dc.contributor.authorWong, KYen_US
dc.contributor.authorTang, JCOen_US
dc.contributor.authorChan, ASCen_US
dc.contributor.authorGu, LQen_US
dc.date.accessioned2012-10-08T03:15:06Z-
dc.date.available2012-10-08T03:15:06Z-
dc.date.issued2007en_US
dc.identifier.citationJournal Of Medicinal Chemistry, 2007, v. 50 n. 7, p. 1465-1474en_US
dc.identifier.issn0022-2623en_US
dc.identifier.urihttp://hdl.handle.net/10722/168101-
dc.description.abstractStabilization of G-quadruplex structures in the promoter region of certain oncogenes is an emerging field in anticancer drug design. Human c-myc gene is one of these oncogenes, and G-quadruplexes have been proven to be the transcriptional controller of this gene. In the present study, the interaction of quindoline derivatives with G-quadruplexes in c-myc was investigated. The experimental results indicated that these derivatives have the ability to induce/stabilize the G-quadruplexes in c-myc, which lead to down-regulation of the c-myc in the Hep G2 cell line. It was found that derivatives with terminal amino groups in their side chains would selectively bind to the isomers with the double nucleotide loops in the absence of K +. Molecular modeling studies revealed the binding mode between the derivatives and the G-quadruplexes is end-stacking at the 3′-position, and the positively charged side chain on the quindoline derivatives may contribute to the selectivity to certain loop isomers of topological quadruplexes as well as the improved stabilization action. © 2007 American Chemical Society.en_US
dc.languageengen_US
dc.publisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/jmcen_US
dc.relation.ispartofJournal of Medicinal Chemistryen_US
dc.subject.meshAlkaloids - Chemistry - Pharmacologyen_US
dc.subject.meshAntineoplastic Agents - Chemistry - Pharmacologyen_US
dc.subject.meshBase Sequenceen_US
dc.subject.meshCell Line, Tumoren_US
dc.subject.meshCell Proliferation - Drug Effectsen_US
dc.subject.meshCircular Dichroismen_US
dc.subject.meshDna - Chemistry - Geneticsen_US
dc.subject.meshDialysisen_US
dc.subject.meshGuanine - Chemistryen_US
dc.subject.meshHumansen_US
dc.subject.meshIndoles - Chemistry - Pharmacologyen_US
dc.subject.meshIsomerismen_US
dc.subject.meshModels, Molecularen_US
dc.subject.meshNucleic Acid Conformationen_US
dc.subject.meshPromoter Regions, Geneticen_US
dc.subject.meshProto-Oncogene Proteins C-Myc - Biosynthesis - Geneticsen_US
dc.subject.meshQuinolines - Chemistry - Pharmacologyen_US
dc.subject.meshStatic Electricityen_US
dc.subject.meshStructure-Activity Relationshipen_US
dc.subject.meshThermodynamicsen_US
dc.titleStabilization of G-quadruplex DNA and down-regulation of oncogene c-myc by quindoline derivativesen_US
dc.typeArticleen_US
dc.identifier.emailMa, DL:edmondma@hku.hken_US
dc.identifier.authorityMa, DL=rp00760en_US
dc.description.naturelink_to_subscribed_fulltexten_US
dc.identifier.doi10.1021/jm0610088en_US
dc.identifier.pmid17346034-
dc.identifier.scopuseid_2-s2.0-34147100699en_US
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-34147100699&selection=ref&src=s&origin=recordpageen_US
dc.identifier.volume50en_US
dc.identifier.issue7en_US
dc.identifier.spage1465en_US
dc.identifier.epage1474en_US
dc.identifier.isiWOS:000245259000006-
dc.publisher.placeUnited Statesen_US
dc.identifier.scopusauthoridOu, TM=9739783500en_US
dc.identifier.scopusauthoridLu, YJ=12040358800en_US
dc.identifier.scopusauthoridZhang, C=8055415600en_US
dc.identifier.scopusauthoridHuang, ZS=8405746100en_US
dc.identifier.scopusauthoridWang, XD=9637362400en_US
dc.identifier.scopusauthoridTan, JH=36007787000en_US
dc.identifier.scopusauthoridChen, Y=7601446399en_US
dc.identifier.scopusauthoridMa, DL=7402075538en_US
dc.identifier.scopusauthoridWong, KY=7404760030en_US
dc.identifier.scopusauthoridTang, JCO=14056850300en_US
dc.identifier.scopusauthoridChan, ASC=12778594200en_US
dc.identifier.scopusauthoridGu, LQ=7202674971en_US

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