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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Tarih
2015
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Springer
Erişim Hakkı
info:eu-repo/semantics/closedAccess
Özet
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, H-1, C-13{H-1} and P-31{H-1} 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 4.88 A mu M concentration, taking into account the MIC values. Besides, interactions between the phosphazenes and pBR322 plasmid DNA were also investigated. 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.
Açıklama
Anahtar Kelimeler
Ferrocenylphosphazenes, Antimicrobial activity, DNA interaction, Cytotoxicity, Spectroscopy
Kaynak
Journal of Biological Inorganic Chemistry
WoS Q Değeri
Q2
Scopus Q Değeri
Q2
Cilt
20
Sayı
1
