caa a22 4500 605506868 CHVBK 20210128100629.0 cr unu---uuuuu 210128e20150101xx s 000 0 eng 10.1007/s00775-014-1223-5 doi (NATIONALLICENCE)springer-10.1007/s00775-014-1223-5 Phosphorus-nitrogen compounds: part 30. Syntheses and structural investigations, antimicrobial and cytotoxic activities and DNA interactions of vanillinato-substituted NN or NO spirocyclic monoferrocenyl cyclotriphosphazenes [Elektronische Daten] [Yasemin Tümer, L. Koç, Nuran Asmafiliz, Zeynel Kılıç, Tuncer Hökelek, Hossien Soltanzade, Leyla Açık, Mehmet Yola, Ali Solak] The gradual Cl replacement reactions of NN (1-3) or NO spirocyclic monoferrocenyl cyclotriphosphazenes (4 and 5) with the potassium salt of 4-hydroxy-3-methoxybenzaldehyde (potassium vanillinate) resulted in the mono (1a-5a), geminal (gem-1b-5b), non-geminal (cis-5b and trans -1b-4b), tri (1c, 3c-5c) and tetra-vanillinato-substituted phosphazenes (1d-5d). All the phosphazene derivatives have stereogenic P-center(s), except tetra-substituted ones. The vanillinatophosphazenes have reversible voltammograms with one-electron anodic and cathodic peaks which are attributed to ferrocenyl redox probe. The structures of the new phosphazene compounds were determined by FTIR, MS, 1H, 13C{1H} and 31P{1H} NMR spectral data. The solid-state structure of cis -5b was examined by single-crystal X-ray diffraction techniques. In addition, the compounds were tested in HeLa cancer cell lines using MTT assay. The 12 phosphazene derivatives were screened for antimicrobial activity, and 3c was very effective against S. aureus even at 4.88µM concentration, taking into account the MIC values. Besides, interactions between the phosphazenes and pBR322 plasmid DNA were also investigated. Graphical Abstract: The vanillinato cyclotriphosphazenes containing pendant monoferrocenyl arms were obtained. Some of the phosphazenes were tested against HeLa cancer cells. The new phosphazenes were screened for antimicrobial activity, and interactions between the phosphazenes and pBR322 plasmid DNA were evaluated. The spectral characterizations of all the phosphazenes were presented. SBIC, 2014 Ferrocenylphosphazenes nationallicence Antimicrobial activity nationallicence DNA interaction nationallicence Cytotoxicity nationallicence Spectroscopy nationallicence Tümer Yasemin Department of Chemistry, Karabük University, 78050, Karabük, Turkey aut Koç L. Department of Biology, Ankara University, 06100, Ankara, Turkey aut Asmafiliz Nuran Department of Chemistry, Ankara University, 06100, Ankara, Turkey aut Kılıç Zeynel Department of Chemistry, Ankara University, 06100, Ankara, Turkey aut Hökelek Tuncer Department of Physics, Hacettepe University, 06800, Ankara, Turkey aut Soltanzade Hossien Department of Biology, Gazi University, 06500, Ankara, Turkey aut Açık Leyla Department of Biology, Gazi University, 06500, Ankara, Turkey aut Yola Mehmet Department of Metallurgical and Materials Engineering, Sinop University, 57000, Sinop, Turkey aut Solak Ali Department of Chemical Engineering, Kyrgyzstan-Turkey Manas University, Bishkek, Kyrgyzstan aut JBIC Journal of Biological Inorganic Chemistry Springer Berlin Heidelberg 20/1(2015-01-01), 165-178 0949-8257 20:1<165 2015 20 775 https://doi.org/10.1007/s00775-014-1223-5 text/html Onlinezugriff via DOI BK010053 XK010053 XK010000 Metadata rights reserved Springer special CC-BY-NC licence nationallicence 1 research-article jats NATIONALLICENCE NATIONALLICENCE NL-springer NATIONALLICENCE 856 40 https://doi.org/10.1007/s00775-014-1223-5 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Tümer Yasemin Department of Chemistry, Karabük University, 78050, Karabük, Turkey aut NATIONALLICENCE 700 1- Koç L. Department of Biology, Ankara University, 06100, Ankara, Turkey aut NATIONALLICENCE 700 1- Asmafiliz Nuran Department of Chemistry, Ankara University, 06100, Ankara, Turkey aut NATIONALLICENCE 700 1- Kılıç Zeynel Department of Chemistry, Ankara University, 06100, Ankara, Turkey aut NATIONALLICENCE 700 1- Hökelek Tuncer Department of Physics, Hacettepe University, 06800, Ankara, Turkey aut NATIONALLICENCE 700 1- Soltanzade Hossien Department of Biology, Gazi University, 06500, Ankara, Turkey aut NATIONALLICENCE 700 1- Açık Leyla Department of Biology, Gazi University, 06500, Ankara, Turkey aut NATIONALLICENCE 700 1- Yola Mehmet Department of Metallurgical and Materials Engineering, Sinop University, 57000, Sinop, Turkey aut NATIONALLICENCE 700 1- Solak Ali Department of Chemical Engineering, Kyrgyzstan-Turkey Manas University, Bishkek, Kyrgyzstan aut NATIONALLICENCE 773 0- JBIC Journal of Biological Inorganic Chemistry Springer Berlin Heidelberg 20/1(2015-01-01), 165-178 0949-8257 20:1<165 2015 20 775