Usama ABU MOHSEN, Bedia KOCYİGİT-KAYMAKCİOGLU, Ahmet Ozgur CELEN, Zafer Asim KAPLANCİKLİ

1,2,4-Triazol halkası taşıyan bazı üre ve tiyoüre türevleri ve anti-asetilkolinesteraz aktiviteleri

Amaç: Yirmi adet farklı tiyoüre ve üre türevleri sentezlenmiş ve asetilkolinesteraz enzimini (AChE) inhibe etme yetenekleri Ellman’ın modifiye spektrofotometrik yöntemi ile değerlendirilmiştir. Yöntem: Anti-asetilkolinesteraz aktivite tayini Ellman’ın modifiye edilmiş spektrofotometrik yöntemi kullanılarak yapılmıştır. Bu spektrofotometrik yöntem bir kromojenik reaktif olan 5,5- dithio-bis-(2-nitrobenzoik asit) ile salınan tiyokolinin renkli bir ürün vermesi esasına dayanır. Bulgular: Sentezlenen bileşiklerin (1a-e, 2a-e, 3a-e ve 4a-4e) anti-asetilkolinesteraz aktivite tayini Ellman’ın modifiye edilmiş spektrofotometrik yöntemi kullanılarak yapılmıştır. Test edilen bileşikler arasında, (4-{[(4-triflorometilfenil)karbamoil]amino}fenil)asetik asit (1d), en yüksek aktivite gösteren bileşik olmuştur. Bileşik 1d’nin 0.1mM konsantrasyonda inhibisyon oranı %48.55 olarak hesaplanmıştır.Sonuç: Anti-asetilkolinesteraz aktivite tarama sonuçları incelediğinde, fenil halkasının 4. konumunda triflorometil grubu taşıyan bileşik 1d’nin kaydadeğer anti-asetilkolinesteraz aktivite gösterdiği tespit edilmiştir. Aktivite sonuçları incelendiğinde, fenil halkası üzerinde halojen taşıyan yapıların anti-asetilkolinesteraz aktiviteyi arttırıcı yönde katkı sağladığı gözlenmektedir.

Anahtar Kelimeler:

Üre, tiyoüre, 1, 2, 4-triazol, anti-asetilkolinesteraz aktivite

Some urea and thiourea derivatives bearing 1,2,4-triazole ring and their antiacetylcholinesterase activities

Objective: Twenty different urea and thiourea derivatives were synthesized and evaluated for their ability to inhibit acetylcholinesterase (AChE) using a modification of Ellman’s spectrophotometric method. Methods: Anti-acetylcholinesterase activity was evaluated by using a modification of Ellman’s spectrophotometric method. The spectrophotometric method is based on the reaction of released thiocholine to give a coloured product with a chromogenic reagent 5,5-dithio-bis-(2-nitrobenzoic acid).Results: The anti-acetylcholinesterase effects of the compounds (1a-e, 2a-e, 3a-e and 4a-4e) were determined by modified Ellman’s spectrophotometric method. Among these compounds, (4-{[(4-trifluoromethylphenyl)carbamoyl]amino}phenyl)acetic acid (1d), was found as the most active compound. The inhibition percentages were calculated 48.55% at 0.1 mM concentrations for compound 1d. Conclusion: The anti-acetylcholinesterase activity screening indicated that among the tested compounds, 1d bearing 4-trifluoromethyl group on the phenyl ring, showed noteworthy anti-acetylcholinesterase activity. Based on the activity results, it appears that halogen atoms on the phenyl ring have made good contribution to the anti-acetylcholinesterase activity.

Keywords:

Urea, thiourea, 1, 2, 4-triazole, anti-acetylcholinesterase activity,

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