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Article: Synthesis and biological activity of a platinum(II) 6-Phenyl-2,2′-bipyridine complex and its dimeric analogue

TitleSynthesis and biological activity of a platinum(II) 6-Phenyl-2,2′-bipyridine complex and its dimeric analogue
Authors
Issue Date2003
PublisherWiley - V C H Verlag GmbH & Co KGaA. The Journal's web site is located at http://www.chembiochem.com
Citation
Chembiochem, 2003, v. 4 n. 1, p. 62-68 How to Cite?
AbstractWe have synthesized (pyridyl)-(6-phenyl-2,2′-bipyridine)platinum(II) hexafluorophosphate (1) and its corresponding dimer, μ-N,N′-bis(isonicotinyl)-1, 6-hexanediamino bis-[6-phenyl-2,2′-bipyridine-platinum(II)] dichloride (2). The DNA binding constants of 1 and 2 at 20°C were determined by absorption titration to be 2.25 × 104 M-1 and 3.07 × 106 M-1, respectively. Compound 1 showed an AT preference, while 2 had no base preference. The binding site sizes of 2 for [poly(dA-dT)]2, calf thymus DNA (ctDNA), and [poly(dG-dC)]2, as determined by fluorescence titration, were 6.6, 4.0, and 2.8 bp, respectively. Compound 2 probably bound to [poly(dA-dT)]2 through bisintercalation, and to [poly(dG-dC)]2 by monointercalation. Binding of DNA by both complexes is favorable, since the binding free energies of 1 and 2 were estimated to be -5.8 and -8.7 kcal mol-1, respectively. The results of viscosity measurements and gel mobility shift assay demonstrated that binding of 1 and 2 caused DNA lengthening. The cytotoxicities of the complexes in various human cancer cell lines were determined by MTT assay. Complex 2 exhibited cytotoxicity comparable to that of cisplatin, and was more toxic than I by an order of magnitude.
Persistent Identifierhttp://hdl.handle.net/10722/167775
ISSN
2015 Impact Factor: 2.85
2015 SCImago Journal Rankings: 1.301
ISI Accession Number ID
References

 

DC FieldValueLanguage
dc.contributor.authorChan, HLen_US
dc.contributor.authorMa, DLen_US
dc.contributor.authorYang, Men_US
dc.contributor.authorChe, CMen_US
dc.date.accessioned2012-10-08T03:11:25Z-
dc.date.available2012-10-08T03:11:25Z-
dc.date.issued2003en_US
dc.identifier.citationChembiochem, 2003, v. 4 n. 1, p. 62-68en_US
dc.identifier.issn1439-4227en_US
dc.identifier.urihttp://hdl.handle.net/10722/167775-
dc.description.abstractWe have synthesized (pyridyl)-(6-phenyl-2,2′-bipyridine)platinum(II) hexafluorophosphate (1) and its corresponding dimer, μ-N,N′-bis(isonicotinyl)-1, 6-hexanediamino bis-[6-phenyl-2,2′-bipyridine-platinum(II)] dichloride (2). The DNA binding constants of 1 and 2 at 20°C were determined by absorption titration to be 2.25 × 104 M-1 and 3.07 × 106 M-1, respectively. Compound 1 showed an AT preference, while 2 had no base preference. The binding site sizes of 2 for [poly(dA-dT)]2, calf thymus DNA (ctDNA), and [poly(dG-dC)]2, as determined by fluorescence titration, were 6.6, 4.0, and 2.8 bp, respectively. Compound 2 probably bound to [poly(dA-dT)]2 through bisintercalation, and to [poly(dG-dC)]2 by monointercalation. Binding of DNA by both complexes is favorable, since the binding free energies of 1 and 2 were estimated to be -5.8 and -8.7 kcal mol-1, respectively. The results of viscosity measurements and gel mobility shift assay demonstrated that binding of 1 and 2 caused DNA lengthening. The cytotoxicities of the complexes in various human cancer cell lines were determined by MTT assay. Complex 2 exhibited cytotoxicity comparable to that of cisplatin, and was more toxic than I by an order of magnitude.en_US
dc.languageengen_US
dc.publisherWiley - V C H Verlag GmbH & Co KGaA. The Journal's web site is located at http://www.chembiochem.comen_US
dc.relation.ispartofChemBioChemen_US
dc.subject.meshAlgorithmsen_US
dc.subject.meshAntineoplastic Agents - Chemical Synthesis - Pharmacologyen_US
dc.subject.meshDna - Drug Effects - Metabolismen_US
dc.subject.meshDna Fragmentation - Drug Effectsen_US
dc.subject.meshDrug Screening Assays, Antitumoren_US
dc.subject.meshElectrophoretic Mobility Shift Assayen_US
dc.subject.meshHumansen_US
dc.subject.meshIndicators And Reagentsen_US
dc.subject.meshNucleic Acid Conformationen_US
dc.subject.meshOrganoplatinum Compounds - Chemical Synthesis - Pharmacologyen_US
dc.subject.meshPyridines - Chemical Synthesis - Pharmacologyen_US
dc.subject.meshReverse Transcriptase Polymerase Chain Reactionen_US
dc.subject.meshSpectrometry, Fluorescenceen_US
dc.subject.meshSpectrophotometry, Ultravioleten_US
dc.subject.meshTetrazolium Saltsen_US
dc.subject.meshThermodynamicsen_US
dc.subject.meshThiazolesen_US
dc.subject.meshTumor Cells, Cultureden_US
dc.subject.meshViscosityen_US
dc.titleSynthesis and biological activity of a platinum(II) 6-Phenyl-2,2′-bipyridine complex and its dimeric analogueen_US
dc.typeArticleen_US
dc.identifier.emailMa, DL:edmondma@hku.hken_US
dc.identifier.emailChe, CM:cmche@hku.hken_US
dc.identifier.authorityMa, DL=rp00760en_US
dc.identifier.authorityChe, CM=rp00670en_US
dc.description.naturelink_to_subscribed_fulltexten_US
dc.identifier.doi10.1002/cbic.200390015en_US
dc.identifier.pmid12512077-
dc.identifier.scopuseid_2-s2.0-0037415003en_US
dc.identifier.hkuros83820-
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-0037415003&selection=ref&src=s&origin=recordpageen_US
dc.identifier.volume4en_US
dc.identifier.issue1en_US
dc.identifier.spage62en_US
dc.identifier.epage68en_US
dc.identifier.isiWOS:000180311600007-
dc.publisher.placeGermanyen_US
dc.identifier.scopusauthoridChan, HL=7403402315en_US
dc.identifier.scopusauthoridMa, DL=7402075538en_US
dc.identifier.scopusauthoridYang, M=35204210300en_US
dc.identifier.scopusauthoridChe, CM=7102442791en_US

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