Diamino-sübstitüe Halkalı Trifosfazen Türevlerinin Antimikrobiyal Aktivitelerinin Araştırılması

Yıl 2022, , 385 - 391, 30.06.2022

Gülçin Çetin Kılıçaslan , Cihan Darcan , Necibe Kılıçer , Sedat Ture

https://doi.org/10.35193/bseufbd.1063257

Öz

Hekzaklorosiklotrifosfazen [halkalı trimer, (N=PCl3)3, N3P3Cl6)] (1)'in alifatik primer diaminler [NH2-(CH2)n-NH2; n=2, 3 ve 5] ile tepkimelerinden bir mono-spiro (5); bir mono-ansa (10); iki dispiro (6 ve 8); bir spiro-ansa (11); iki tri-spiro (7 ve 9); ve bir tri-bino (12) türevi sentezlendi. Elde edilen fosfazen türevleri (5-12)’nin yapısı uygulanabilir spektroskopik yöntemler ( LC-MS, FT-IR, 1H ve 31P NMR) ile aydınlatıldı. Bileşikler (5-12)’in antimikrobiyal aktivitesi, üç farklı insan patojenine karşı (Escherichia coli W3110, Staphylococcus aureus ATCC 25923 ve Candida albicans ATCC 10231) Minimum İnhibitör Konsantrasyon (MİK) ve Minimum Sidal Konsantrasyon (MSK) değerlerinin belirlenmesi için mikrodilüsyon tekniği kullanılarak incelendi. Elde edilen sonuçlar, fosfazen türevleri (5-12)’nin belirtilen mikroorganizmalara karşı önemli aktivitelere sahip olduğunu gösterdi.

Anahtar Kelimeler

Hekzaklorosiklotrifosfazen, Antimikrobiyal Aktivite, Escherichia coli W3110, Staphylococcus aureus ATCC 25923, Candida albicans ATCC 10231

The Investigation of Antimicrobial Activities of Diamino-substituted Cyclotriphosphazene Derivatives

Öz

From the reactions of hexachlorocyclotriphosphazene [cyclic trimer, (N=PCl3)3, N3P3Cl6)] (1)with aliphatic primary diamines, [NH2-(CH2)n-NH2; n=2, 3 and 5],one mono-spiro (5); a mono-ansa (10); two dispiro (6 and 8); a spiro-ansa (11); two tri-spiro (7 and 9); and a tri-bino (12) derivatives were synthesized. The structure of the obtained phosphazene derivatives (5-12) was elucidated by applicable spectroscopic methods (LC-MS, FT-IR, 1H and 31P NMR). The antimicrobial activities of the synthesized compounds were investigated using microdilution technique to determine Minimum Inhibitory Concentration (MIC) and Minimum Cidal Concentration (MCC) values against three different human pathogens (Escherichia coli W3110, Staphylococcus aureus ATCC 25923 and Candida albicans ATCC 10231). The obtained results showed that phosphazene derivatives (5-12) had significant activities against the mentioned microorganisms.

Anahtar Kelimeler

Hexachlorocyclotriphosphazene, Antimicrobial Activity, Escherichia coli W3110, Staphylococcus aureus ATCC 25923, Candida albicans ATCC 10231

Kaynakça

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