Phosphorus-nitrogen compounds. Part 48. syntheses of the phosphazenium salts containing 2-pyridyl pendant arm: structural characterizations, thermal analysis, antimicrobial and cytotoxic activity studies

533-550The phosphazenium salts (protic ionic liquids, PILs/protic molten salts, PMOSs) (6a-6d and 7a) of the free phosphazene bases (4a-4d and 5a) have been prepared by the reactions of the corresponding cyclotriphosphazenes with the bulky gentisic acid. The structures of the PMOS have been evaluated using the elemental analyses, FTIR, 1H, 13C{1H} and 31P{1H} NMR data. The molecular and crystal structures of 4a and 6c are established by X-ray crystallography. The thermal properties of the PMOS are determined using TG and DTA techniques. On the other hand, the antimicrobial activities of the free phosphazene bases (4a-4d and 5a-5d) and PMOSs (6a-6d and 7a) are screened against the selected bacteria and yeast strains. The antimicrobial activities of the free phosphazene bases and the PMOSs are compared. The interactions of the phosphazenes and their salts with plasmid DNA are elucidated by the agarose gel electrophoresis. The evaluations of the cytotoxic activities of these compounds are also studied against to L929 fibroblast and breast cancer cells (MDA-MB-231)

Phosphorus-nitrogen compounds. Part 48. Syntheses of the phosphazenium salts containing 2-pyridyl pendant arm: Structural characterizations, thermal analysis, antimicrobial and cytotoxic activity studies

The phosphazenium salts (protic ionic liquids, PILs/protic molten salts, PMOSs) (6a-6d and 7a) of the free phosphazene bases (4a-4d and 5a) were prepared by the reactions of the corresponding cyclotriphosphazenes with the bulky gentisic acid. The structures of the PMOS were evaluated using the elemental analyses, FTIR, 1H, 13C{1H} and 31P{1H} NMR data. The molecular and crystal structures of 4a and 6c were established by X-ray crystallography. The thermal properties of the PMOS were determined using TG and DTA techniques. On the other hand, the antimicrobial activities of the free phosphazene bases (4a-4d and 5a-5d) and PMOSs (6a-6d and 7a) were screened against the selected bacteria and yeast strains. The antimicrobial activities of the free phosphazene bases and the PMOSs were compared. The interactions of the phosphazenes and their salts with plasmid DNA were elucidated by the agarose gel electrophoresis. The evaluations of the cytotoxic activities of these compounds were also studied against to L929 fibroblast and breast cancer cells (MDA-MB-231).  

Antımıcrobıal And Cytotoxıc Actıvıtıes And Dna Interactıons Of 2- Pyrıdıyl-Cyclotrıphosphazenes Antımıcrobıal And Cytotoxıc Actıvıtıes And Dna Interactıons Of 2-Pyrıdıylcyclotrıphosphazenes And Salts

Yapılan çalışmada sentezlenen 2-piridil-siklotrifosfazen bileşikleri ve tuzlarının patojen mikroorganizmalar üzerinde antimikrobiyal aktivitesi, sağlıklı L929 fibroblast ve MDAMB- 231 meme kanseri hücre hattında sitotoksik aktivitesi ve plazmit DNA ile etkileşimi araştırıldı. Bileşiklerin antimikrobiyal etkilerini incelemek için çeşitli insan patojeni bakteri ve maya suşları agar kuyu difüzyonu yöntemi ile incelendi. Antimikrobiyal aktivite gösteren bileşiklerin minimal inhibitör konsantrasyon (MİK), minimal bakterisidal konsantrasyon (MBK), minimal fungisidal konsantrasyon (MFK) değerleri mikrodilüsyon methodu ile belirlendi. Bu çalışmada sentezlenen bileşiklerin plazmit DNA ile etkileşimleri agaroz jel elektroforez yöntemi ile tespit edildi. Bileşiklerin DNA ile etkileşimlerinde DNA'ya bağlanıp bağlanmadığı ve DNA'ya bağlanıyor ise hangi nükleotitlerden bağlandığı BamHI ve HindIII restriksiyon enzimleri ile kesilerek belirlendi. Sitotoksik aktivitesi için sağlıklı L929 fibroblast ve MDA-MB-231 meme kanseri hücreleri üzerine maddelerin etkisi WST-1 yöntemi ile araştırıldı. Antimikrobiyal aktivitesi en yüksek olan bileşikler GT16 (zon çapı 30 mm) ve GT11 (zon çapı 30,67 mm) olarak tespit edildi. Bileşiklerin MİK değer aralığının 62,5-2000 μM arasında değiştiği gözlendi. Bileşiklerin minimal bakterisidal konsantrasyon (MBK)/ minimal fungisidal konsantrasyon (MFK) değeri 125 ile 2000μM arasında bulundu. Bileşiklerin MDA-MB-231 meme kanseri ve L929 fibroblast hücrelere konsantrasyona bağlı olarak sitotoksik aktivite gösterdiği bulundu ve MDA-MB-231 meme kanseri hücre hattında sitototoksik aktivitesi en yüksek olan bileşik GT8 olarak belirlendi. Bileşiklerin plazmit DNA ile olan etkileşimlerinde bazı bileşiklerin DNA'ya bağlandığı, bazı bileşiklerin de DNA üzerine kesim etkisi olduğu tespit edildi.In this study, 2-pyridyl-cyclotriphosphazene compounds and their salts on pathogenic microorganisms, cytotoxic activity in healthy L929 fibroblast and MDA-MB-231 breast cancer cell line with plasmid DNA interactions. Antimicrobial activities of the compounds were examined by agar well diffusion method by using various human pathogenic bacteria and yeast strains. Minimum inhibitory concentration (MIC), minimum bactericidal concentration (MBC), minimum fungicidal concentration (MFC) values of compounds showing antimicrobial activity were investigated by microdilution method. In this study, the interactions of the compounds with plasmid DNA were investigated by agarose gel electrophoresis method. In the interactions of the compounds with the DNA, the enzymatic cutting assay was performed with BamHI and HindIII to see if it was bound to the DNA and if so, which nucleotides were bound. For cytotoxic activity healthy L929 fibroblast and MDA-MB-231 breast cancer cells, were investigated by the WST-1 method. The compounds with the highest antimicrobial activity were GT16 (zone diameter 30 mm) and GT11 (zone diameter 30,67 mm). The minimal inhibitory concentration (MIC) values of the compounds range between 62,5-2000 μM. MBC/MFC values were also changed from 125 to 2000 μM. The highest cytotoxic effective was found to be in the MDA-MB-231 breast cancer cell line with GT8. It has been found that compounds interact with DNA in their interaction with plasmid DNA