Synthesis and spectroscopic characterizations of hexakis[(1-(4′-oxyphenyl)-3-(substituted-phenyl)prop-2-en-1-one)]cyclotriphosphazenes: their in vitro cytotoxic activity, theoretical analysis and molecular docking studies. Issue 7 (3rd May 2022)

• Record Type: Journal Article
• Authors: Doğan, Hacer; Bahar, Mehmet Refik; Çalışkan, Eray; Tekin, Suat; Uslu, Harun; Akman, Feride; Koran, Kenan; Sandal, Süleyman; Görgülü, Ahmet Orhan
• Is Part Of: Journal of biomolecular structure & dynamics. Volume 40:Issue 7(2022)
• Page Start: 3258
• Page End: 3272
• Publication Date: 2022-05-03
• Subjects: MTT assay -- spiro-phosphazene -- cytotoxicity -- molecular docking -- structural characterizations; Biomolecules -- Periodicals; Molecular structure -- Periodicals; Molecular Biology -- Periodicals; Biomechanics -- Periodicals; 572
• DOI: 10.1080/07391102.2020.1846621
• Languages: English
• ISSNs: 0739-1102

Abstract

Abstract: The hexachlorocyclotriphosphaze compound (N3 P3 Cl6, HCCP) was reacted with excess (E)-(1-(4′-oxyphenyl)-3-(substituted-phenyl)prop-2-en-1-ones (2-11) to produce hexakis[(1-(4-oxyphenyl)-3-(substituted-phenyl)prop-2-en-1-one)]cyclotriphosphazenes (CP 2-11) . The structures of products (CP 2-11) were confirmed using elemental analysis, FT-IR, MS spectral analysis as well as 31 P, 1 H and 13 C-APT NMR techniques and their thermal properties determined by TGA and DSC techniques. The HOMO-LUMO energy gap and chemical reactivity identifiers were calculated and HOMO and LUMO images were viewed. According to the calculations, all the chemical potential values of CP 2-11 are negative and it shown that the molecules are stable. The in vitro cytotoxic of CP 2-11 investigated and their activity potentials were evaluated by molecular docking studies with Autodock Vina softwares. CP 2-11 compounds were found to demonstrate cytotoxic activity against human cancer cell lines (A2780, LNCaP and PC-3). The CP 2-11 compounds reduced the cell viability against all cancer cell lines in the range 36%–90% especially. The results showed that these compounds are powerful candidate molecules for pharmaceutical applications. Graphical Abstract: Synthesis, spectroscopic and thermal properties, in vitro cytotoxic properties, theoretical analysis and molecular docking studies of hexa substituted cyclotriphosphazenes CP 2-11 were investigated. Communicated by Ramaswamy H. Sarma