Phosphorus-nitrogen compounds. Part 65. Novel diansa-spiro-cyclotetraphosphazenes: synthesis, characterization, bioactivity and electrochemical properties, and dye-sensitized solar cell fabrication studies

Basit Öğe Kaydı
dc.contributor.authorMutlu, Gurcu
dc.contributor.authorOkumus, Aytug
dc.contributor.authorElmas, Gamze
dc.contributor.authorKilic, Zeynel
dc.contributor.authorGuzel, Remziye
dc.contributor.authorSabah, Busra Nur
dc.contributor.authorAcik, Leyla
dc.date.accessioned2024-04-24T16:24:05Z
dc.date.available2024-04-24T16:24:05Z
dc.date.issued2022
dc.departmentDicle Üniversitesien_US
dc.description.abstractIn this investigation, the substitution reaction of octachlorocyclotetraphosphazene, N4P4Cl8 (tetramer, OCCP, 1), with sodium 3-(N-ferrocenylmethylamino)-1-propanoxide (L1) was found to yield the compounds, 2,4-ansa-(2) and spiro-(2) cyclotetraphosphazene derivatives. The starting hexachloro-2-cis-4-dichloro-monoferrocenyl-ansa-(N/O)cyclotetraphosphazene (2) reacted separately with dipotassium salts of N2O2 donor-type aminopodands, (KOPhCH2NH)(2)R [R = (CH2)(n), n = 2 (L2) and n = 3 (L3)], to produce mono-ferrocenyl-2,4-ansa-6,8-ansa-spirocyclotetraphosphazenes (dias; 3 and 4). Both products were purified by column chromatography, and their structures were confirmed using ESIMS, FTIR, H-1, C-13, and P-31 NMR spectral data. Besides, the molecular and crystal structures of 4 were elucidated by single-crystal X-ray diffraction. Compound 4 has four-different chiral P-centers. However, the absolute configuration of stereogenic P-centres of an enantiomer was designated as SS'S '' R'''. Both new compounds were also used for the examination of optical and electrochemical properties, and survey of bioactivity. To this end, the minimum inhibitory, bactericidal, and fungicidal concentrations (MIC, MBC, and MFC) were determined with the microdilution technique. These MIC, MBC, and MFC values were found to vary between 2500 mu M and 312.5 mu M. DNA cleavage activities of 3 and 4 with pBR322 plasmid DNA were also studied using electrophoretic mobility on an agarose gel. BamHI and HindIII restriction enzyme digestions of compound-pBR322 plasmid DNA were conducted to supply more insight into changes in DNA conformation. Cyclotetraphosphazene 4 caused DNA cleavage activity even at the lowest concentration. In addition to that, compound 4 inhibited enzyme digestion, indicating that DNA binds to A/A nucleotides with DNA binding activity. Moreover, the cytotoxicities of 3 and 4 were investigated by MTT assay against MDA-MB-231 breast cancer cells and COS-1 mammalian fibroblast cells. On the other hand, the optical and electrochemical properties of dias 3 and 4 were studied using UV-vis absorption and cyclic voltammetry techniques. As a result, both compounds can be suggested as ferrocene-based charge transformable phosphazene structures that can be used as new generation and synergistic DSSC materials.en_US
dc.description.sponsorshipTurkish Academy of Sciences (TuBA); Scientific and Technical Research Council of Turkey [215Z496]; DUBAP [ZGEF.18.013]en_US
dc.description.sponsorshipZ. K. thanks the Turkish Academy of Sciences (TuBA) for support of this research. The authors thank the Scientific and Technical Research Council of Turkey (Grant No. 215Z496), and DUBAP with grand number ZGEF.18.013.en_US
dc.identifier.doi10.1039/d2nj03001b
dc.identifier.endpage18401en_US
dc.identifier.issn1144-0546
dc.identifier.issn1369-9261
dc.identifier.issue38en_US
dc.identifier.scopus2-s2.0-85139440077
dc.identifier.scopusqualityQ2
dc.identifier.startpage18384en_US
dc.identifier.urihttps://doi.org/10.1039/d2nj03001b
dc.identifier.urihttps://hdl.handle.net/11468/16478
dc.identifier.volume46en_US
dc.identifier.wosWOS:000854631100001
dc.identifier.wosqualityQ2
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoenen_US
dc.publisherRoyal Soc Chemistryen_US
dc.relation.ispartofNew Journal of Chemistry
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subject[No Keyword]en_US
dc.titlePhosphorus-nitrogen compounds. Part 65. Novel diansa-spiro-cyclotetraphosphazenes: synthesis, characterization, bioactivity and electrochemical properties, and dye-sensitized solar cell fabrication studiesen_US
dc.titlePhosphorus-nitrogen compounds. Part 65. Novel diansa-spiro-cyclotetraphosphazenes: synthesis, characterization, bioactivity and electrochemical properties, and dye-sensitized solar cell fabrication studies
dc.typeArticleen_US

Dosyalar

Koleksiyon

WoS İndeksli Yayınlar Koleksiyonu
Scopus İndeksli Yayınlar Koleksiyonu