Synthesis, structural characterization and anti-carcinogenic activity of new cyclotriphosphazenes containing dioxybiphenyl and chalcone groups

• Published in: Journal of molecular structure 2015-05, Vol.1087, p.1-10
• Main Authors: Görgülü, Ahmet Orhan, Koran, Kenan, Özen, Furkan, Tekin, Suat, Sandal, Süleyman
• Format: Article
• Language: English
• Subjects: Anti-carcinogenic activity; Chalcone-phosphazenes; Cyclotriphosphazene; PC-3 and LNCaP
• ISSN: 0022-2860; 1872-8014
• DOI: 10.1016/j.molstruc.2015.01.033

The chalcone-cyclophosphazene compounds containing dioxybiphenyl groups (2a–2h) were synthesized. In vitro anti-carcinogenic activities of these compounds were performed by using MTT assay against PC-3 and LNCaP cancer cell lines. Results, these compounds (2a–2h) were found to have anti-tumor activity against PC-3 and LNCaP cancer cell lines. •Compounds synthesized for the first time.•And show antitumor activity.•The effective dose is 100μM. 2,2-Dichloro-4,4,6,6-bis[spiro(2′,2″-dioxy-1′,1″-biphenylyl]cyclotriphosphazene (2) was synthesized from hexachlorocyclotriphosphazene (HCCP) and 2,2′-dihydroxybiphenyl. The mixed substituent chalcone/dioxybiphenyl cyclophosphazenes (2a–h) were obtained from the reactions of (2) with hydroxy chalcone compounds in K2CO3/acetone system. The chalcone-cyclophosphazene compounds were characterized by elemental analysis, FT-IR, 1H, 13C, 31P NMR techniques. In vitro anti-carcinogenic activities of all compounds were determined by 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. Anti-carcinogenic activity of the compounds (2a–h) against androgen-dependent (LNCaP) and independent (PC-3) human prostate cancer cell lines were investigated. Our results indicate that the chalcone-phosphazene compounds (2a–h) have anti-carcinogenic activity on PC-3 and LNCaP cell lines (p