Phosphorus-nitrogen compounds. part 38. Syntheses, characterizations, cytotoxic, antituberculosis and antimicrobial activities and DNA interactions of spirocyclotetraphosphazenes with bis-ferrocenyl pendant arms

Basit Öğe Kaydı
dc.contributor.authorElmas, Gamze
dc.contributor.authorOkumus, Aytug
dc.contributor.authorCemaloglu, Resit
dc.contributor.authorKilic, Zeynel
dc.contributor.authorCelik, Suheyla Pinar
dc.contributor.authorAcik, Leyla
dc.contributor.authorHokelek, Tuncer
dc.date.accessioned2020-06-25T18:22:34Z
dc.date.available2020-06-25T18:22:34Z
dc.date.issued2017
dc.departmentKırıkkale Üniversitesi
dc.descriptionokumus, aytug/0000-0002-2169-5695; Hokelek, Tuncer/0000-0002-8602-4382
dc.description.abstractThe reactions of N4P4Cl8 (1), with two equimolar amounts of N-(1-ferrocenylmethyl)-N-methyl-propylenediamine gave the monoferrocenyl-spiro (as a byproduct), bisferrocenyl-2-trans-6-dispiro (2) and bisferrocenyl-2-cis-6-dispiro (3) cyclotetraphosphazenes. The 2-trans-6-dispiro (2) was reacted with excess monoamines to produce the tetraamino products (2a-2d). The one equimolar amount of the diamines and dialkoxides with 2 afforded the mono-diamino (2e and 2f) and mono-dialkoxy (2g and 2h) cyclotetraphosphazenes. Whereas, excess diamines and dialkoxides with 2 produced the bis-diamino (2i and 2j) and bis-dialkoxy (2k and 2l) bisferrocenyl-2-trans-6-dispirocyclotetraphosphazenes. The structures of the compounds were verified by elemental analyses, ESI-MS, FTIR, HSQC, HMBC, H-1, C-13, and P-31 NMR techniques. The molecular structures of 2 and 2b were established by X-ray crystallography. Compounds 2e and 2f have two stereogenic P-atoms. Additionally, the structures of 2i-2l containing tetraspiro rings in the skeletons look similar a propeller. The Fc groups of the cyclotetraphosphazenes were found to be redox active with two-reversible electron oxidations. The antimicrobial activity of the compounds was examined against some bacteria and yeast strains. The interactions of the compounds with DNA revealed that the compounds caused conformational changes even strand break on super-coiled DNA helix. Furthermore, the compounds (except 2, 2a and 2d) inhibited DNA restriction indicating compounds binding to A/A and G/G nucleotides of the DNA. The evaluations of the cytotoxic activity against L929 fibroblast and DLD-1 colon cancer cell lines were carried out. Some of the compounds were evaluated for antituberculosis activity against reference strain Mycobacterium tuberculosis H37Rv, and 2i and 2l displayed antituberculosis activity against H37Rv. (C) 2017 Elsevier B.V. All rights reserved.en_US
dc.description.sponsorshipAnkara University, Scientific Research UnitAnkara University [15H0430006]; Hacettepe University Scientific Research Project UnitHacettepe University [013 D04 602 004]; Turkish Academy of Sciences (TUBA)Turkish Academy of Sciencesen_US
dc.description.sponsorshipThis study was supported by the "Ankara University, Scientific Research Unit" Grant No. 15H0430006. T.H. is grateful to Hacettepe University Scientific Research Project Unit (Grant No. 013 D04 602 004) and Z. K. thanks to Turkish Academy of Sciences (TUBA) for partial support of this work.en_US
dc.identifier.citationclosedAccessen_US
dc.identifier.doi10.1016/j.jorganchem.2017.10.025
dc.identifier.endpage106en_US
dc.identifier.issn0022-328X
dc.identifier.issn1872-8561
dc.identifier.scopus2-s2.0-85032290384
dc.identifier.scopusqualityQ2
dc.identifier.startpage93en_US
dc.identifier.urihttps://doi.org/10.1016/j.jorganchem.2017.10.025
dc.identifier.urihttps://hdl.handle.net/20.500.12587/6809
dc.identifier.volume853en_US
dc.identifier.wosWOS:000417654800013
dc.identifier.wosqualityQ2
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
dc.publisherElsevier Science Saen_US
dc.relation.ispartofJournal Of Organometallic Chemistry
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectBis-ferrocenyl-cyclotetraphosphazenesen_US
dc.subjectCytotoxicityen_US
dc.subjectDNA cleavageen_US
dc.subjectAntituberculosisen_US
dc.subjectAntimicrobial activityen_US
dc.subjectNMR spectroscopyen_US
dc.titlePhosphorus-nitrogen compounds. part 38. Syntheses, characterizations, cytotoxic, antituberculosis and antimicrobial activities and DNA interactions of spirocyclotetraphosphazenes with bis-ferrocenyl pendant armsen_US
dc.typeArticle

Dosyalar

Orijinal paket
Listeleniyor 1 - 1 / 1
[ X ]
İsim:
Phosphorus-nitrogen compounds. part 38. Syntheses, characterizations, cytotoxic, antituberculosis and antimicrobial activities and DNA interactions of spirocyclotetraphosphazenes with bis-ferrocenyl pendant arms.pdf
Boyut:
1.63 MB
Biçim:
Adobe Portable Document Format
Açıklama:
Tam Metin/Full Text
İndir

Koleksiyon

WOS İndeksli Yayınlar Koleksiyonu
Makale Koleksiyonu
Scopus İndeksli Yayınlar Koleksiyonu