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
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| 024 | 7 | 0 | |a 10.1007/s00775-014-1223-5 |2 doi |
| 035 | |a (NATIONALLICENCE)springer-10.1007/s00775-014-1223-5 | ||
| 245 | 0 | 0 | |a 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 |h [Elektronische Daten] |c [Yasemin Tümer, L. Koç, Nuran Asmafiliz, Zeynel Kılıç, Tuncer Hökelek, Hossien Soltanzade, Leyla Açık, Mehmet Yola, Ali Solak] |
| 520 | 3 | |a 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. | |
| 540 | |a SBIC, 2014 | ||
| 690 | 7 | |a Ferrocenylphosphazenes |2 nationallicence | |
| 690 | 7 | |a Antimicrobial activity |2 nationallicence | |
| 690 | 7 | |a DNA interaction |2 nationallicence | |
| 690 | 7 | |a Cytotoxicity |2 nationallicence | |
| 690 | 7 | |a Spectroscopy |2 nationallicence | |
| 700 | 1 | |a Tümer |D Yasemin |u Department of Chemistry, Karabük University, 78050, Karabük, Turkey |4 aut | |
| 700 | 1 | |a Koç |D L. |u Department of Biology, Ankara University, 06100, Ankara, Turkey |4 aut | |
| 700 | 1 | |a Asmafiliz |D Nuran |u Department of Chemistry, Ankara University, 06100, Ankara, Turkey |4 aut | |
| 700 | 1 | |a Kılıç |D Zeynel |u Department of Chemistry, Ankara University, 06100, Ankara, Turkey |4 aut | |
| 700 | 1 | |a Hökelek |D Tuncer |u Department of Physics, Hacettepe University, 06800, Ankara, Turkey |4 aut | |
| 700 | 1 | |a Soltanzade |D Hossien |u Department of Biology, Gazi University, 06500, Ankara, Turkey |4 aut | |
| 700 | 1 | |a Açık |D Leyla |u Department of Biology, Gazi University, 06500, Ankara, Turkey |4 aut | |
| 700 | 1 | |a Yola |D Mehmet |u Department of Metallurgical and Materials Engineering, Sinop University, 57000, Sinop, Turkey |4 aut | |
| 700 | 1 | |a Solak |D Ali |u Department of Chemical Engineering, Kyrgyzstan-Turkey Manas University, Bishkek, Kyrgyzstan |4 aut | |
| 773 | 0 | |t JBIC Journal of Biological Inorganic Chemistry |d Springer Berlin Heidelberg |g 20/1(2015-01-01), 165-178 |x 0949-8257 |q 20:1<165 |1 2015 |2 20 |o 775 | |
| 856 | 4 | 0 | |u https://doi.org/10.1007/s00775-014-1223-5 |q text/html |z Onlinezugriff via DOI |
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| 900 | 7 | |a Metadata rights reserved |b Springer special CC-BY-NC licence |2 nationallicence | |
| 908 | |D 1 |a research-article |2 jats | ||
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| 950 | |B NATIONALLICENCE |P 856 |E 40 |u https://doi.org/10.1007/s00775-014-1223-5 |q text/html |z Onlinezugriff via DOI | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Tümer |D Yasemin |u Department of Chemistry, Karabük University, 78050, Karabük, Turkey |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Koç |D L. |u Department of Biology, Ankara University, 06100, Ankara, Turkey |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Asmafiliz |D Nuran |u Department of Chemistry, Ankara University, 06100, Ankara, Turkey |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Kılıç |D Zeynel |u Department of Chemistry, Ankara University, 06100, Ankara, Turkey |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Hökelek |D Tuncer |u Department of Physics, Hacettepe University, 06800, Ankara, Turkey |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Soltanzade |D Hossien |u Department of Biology, Gazi University, 06500, Ankara, Turkey |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Açık |D Leyla |u Department of Biology, Gazi University, 06500, Ankara, Turkey |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Yola |D Mehmet |u Department of Metallurgical and Materials Engineering, Sinop University, 57000, Sinop, Turkey |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Solak |D Ali |u Department of Chemical Engineering, Kyrgyzstan-Turkey Manas University, Bishkek, Kyrgyzstan |4 aut | ||
| 950 | |B NATIONALLICENCE |P 773 |E 0- |t JBIC Journal of Biological Inorganic Chemistry |d Springer Berlin Heidelberg |g 20/1(2015-01-01), 165-178 |x 0949-8257 |q 20:1<165 |1 2015 |2 20 |o 775 | ||