New cyclotriphosphazenes with butylated oxyanisole motif; synthesis, characterization and biological properties

• Published in: Inorganica Chimica Acta Vol. 563; p. 121936
• Main Authors: Bilal Sönmez, Efe, Şahin Ün, Şule, Mutlu Balcı, Ceylan, Arslan, Nida, Atilla, Devrim, Gül Şeker, Mine, İbişoğlu, Hanife
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 01.04.2024
• Subjects: 2-naphtol; Antimicrobial activity; Antioxidant activity; Butylated hydroxyanisole; Cyclotriphosphazene; Antimicrobial activity; Butylated hydroxyanisole; 2-naphtol; Cyclotriphosphazene; Antioxidant activity
• ISSN: 0020-1693; 1873-3255
• DOI: 10.1016/j.ica.2024.121936

Synthesis of new cyclotriphosphazene derivatives bearing butylated oxyanisole group, investigation of their biological activity. [Display omitted] •Cyclotriphosphazene derivatives including butylated oxyanisole group were reported.•These derivatives were fully characterized by spectroscopic techniques.•Their antimicrobial and antioxidant activities were investigated.•It was seen that compound 3 has both considerable antibacterial and antioxidant activity. In the present work, new cyclotriphosphazene derivatives containing butylated oxyanisole (BA) group (3, 4a/b, 6a/b, 7, 11a/b and 12) were synthesized and characterized with using elemental analysis, mass, and NMR (1H and 31P) spectroscopic techniques in detailed. The molecular and crystal structure of compound 3 was also determined by single-crystal X-ray crystallography. The antimicrobial activities of the compounds (3, 7 and 12) were evaluated against strains of Staphylococcus aureus ATCC 29213 as Gram positive cocci, Bacillus cereus DSMZ 4312 as Gram positive bacilli, Escherichia coli ATCC 8739 as Gram negative bacilli, and Candida albicans ATCC 10231, a dimorphic yeast species representing fungi as well as antioxidant activities of these compounds. In the biological and antioxidant activity tests carried out, compound 3 stood out with both antibacterial and antioxidant activity compared to other compounds.