Phosphorus–nitrogen compounds. Part 58. Syntheses, structural characterizations and biological activities of 4-fluorobenzyl-spiro(N/O)cyclotriphosphazene derivatives
Yazarlar (8)
T.C. Sağlık Bakanlığı,, Türkiye
Ankara Üniversitesi, Türkiye
Ankara Üniversitesi, Türkiye
Doç. Dr. Seçil ERDEN TAYHAN
Tokat Gaziosmanpaşa Üniversitesi, Türkiye
Hacettepe Üniversitesi, Türkiye
Gazi Üniversitesi, Türkiye
Gazi Üniversitesi, Türkiye
Ankara Üniversitesi, Türkiye
| Makale Türü | Özgün Makale |
| Makale Alt Türü | SSCI, AHCI, SCI, SCI-Exp dergilerinde yayınlanan tam makale |
| Dergi Adı | Journal of Biomolecular Structure and Dynamics |
| Dergi ISSN | 0739-1102 Wos Dergi Scopus Dergi |
| Dergi Tarandığı Indeksler | SCI-Expanded |
| Dergi Grubu | Q2 |
| Makale Dili | İngilizce |
| Basım Tarihi | 01-2023 |
| Cilt No | 41 |
| Sayı | 1 |
| Sayfalar | 298 / 318 |
| DOI Numarası | 10.1080/07391102.2021.2006084 |
| Makale Linki | http://dx.doi.org/10.1080/07391102.2021.2006084 |
| Özet |
| The starting compound, tetrachloro-4-fluorobenzyl-spiro(N/O)cyclotriphosphazene (), was synthesized from the substitution reaction of hexachlorocyclotriphosphazatriene (NPCl; trimer; ) with sodium 3-(4-fluorobenzylamino)-1-propanoxide (). Reactions of spiro () with excess 1-(2-aminoethyl)-piperidine, 4-(2-aminoethyl)-morpholine, 1-(2-hydroxyethyl)piperidine and 4-(2-aminoethyl)morpholine yielded the fully substituted cyclotriphosphazene derivatives (), respectively. Elemental analysis, mass spectrometry (ESI-MS), FTIR, H-, C- and P-NMR data confirmed the structure of the new cyclotriphosphazenes (); and the crystal structure of was also identified by X-ray crystallography. The quantum mechanical DFT calculations of were performed to estimate the geometry optimization, total energy, orientation of frontier molecular orbitals (HOMOs and LUMOs), and chemical parameters. In addition, antibacterial and antifungal activities of the fully substituted 4-fluorobenzyl-spiro(N/O)cyclotriphosphazenes () were investigated against G(+) and G(-) bacteria and fungi. Using agarose gel electrophoresis, the DNA cleavage activities of these phosphazenes on double-stranded plasmid DNA were evaluated. To evaluate the abilities of compounds to inhibit cell proliferation in different concentrations, the antiproliferative and antimigrative activities against prostate adenocarcinoma (PC3), breast cancer (MCF7) and colon cancer (HT29) cell lines were studied ; and the compound was determined to be the most efficient against the three cancer cells.Communicated by Ramaswamy H. Sarma. |
| Anahtar Kelimeler |
| 4-Fluorobenzyl-spiro(N | O)cyclotriphosphazenes | spectroscopy | antimicrobial activity | DNA interactions | antiproliferative activity | antimigrative effect |
BM Sürdürülebilir Kalkınma Amaçları
| Atıf Sayıları | |
| WoS | 16 |
| SCOPUS | 16 |