Phosphorus-nitrogen compounds: Part 43. Syntheses, spectroscopic characterizations and antimicrobial activities of cis- and trans-N/O dispirocyclotriphosphazenes containing ferrocenyl pendant arms
| Autor: | Betül Aydın, Nuran Asmafiliz, Yasemin Tümer, Leyla Açık, Tuncer Hökelek, Zeynel Kılıç |
|---|---|
| Rok vydání: | 2018 |
| Předmět: |
biology
010405 organic chemistry Chemistry Organic Chemistry chemistry.chemical_element Crystal structure 010402 general chemistry Antimicrobial biology.organism_classification 01 natural sciences Medicinal chemistry Nitrogen 0104 chemical sciences Analytical Chemistry Stereocenter Inorganic Chemistry Molecule Fourier transform infrared spectroscopy Spectroscopy Cis–trans isomerism Bacteria |
| Zdroj: | Journal of Molecular Structure. 1173:885-893 |
| ISSN: | 0022-2860 |
| Popis: | The cis- (5 and 6) and trans-dispiroferrocenylphosphazenes (7 and 8) containing ferrocenyl pendant arms were synthesized from the reactions of hexachlorocyclotriphosphazene, N3P3Cl6, with two equimolar amounts of the sodium salts of the ligands; [2-(N-ferrocenylmethylamino)-1-ethanoxide (1) and 3-(N-ferrocenylmethylamino)-1-propanoxide (2)]. The monospiroferrocenylcyclotriphosphazenes (3 and 4) were also isolated from the reaction mixtures as by-products. The characterizations of the new compounds (5-8) were elucidated using MS, FTIR and H-1, C-13 and P-31 NMR techniques. The molecular structure of 6 was established by X-ray crystallography. As expected, compounds 5, 6, 7 and 8 have two stereogenic P-atoms. The compounds 5 and 6 are likely to be in cis (meso) forms, whereas the compounds 7 and 8 are in trans (racemic) forms. Besides, the antimicrobial activities of the cyclotriphosphazenes against G(+) and G(-) bacteria and fungi were evaluated. The interactions of the compounds with pBR322 plasmid DNA were also investigated. (C) 2018 Elsevier B.V. All rights reserved. |
| Databáze: | OpenAIRE |
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