DESIGN AND SYNTHESIS OF SOME ARYLHYDRAZONE DERIVATIVES AS POTENTIAL FAAH INHIBITORS

Gur Maz, Zehra Tugce; Caliskan, Huseyin Burak; Turanlı, Sümeyye

doi:10.33483/jfpau.1181948

DESIGN AND SYNTHESIS OF SOME ARYLHYDRAZONE DERIVATIVES AS POTENTIAL FAAH INHIBITORS

Tuğçe GÜR MAZ, (Gazi Üniversitesi, Eczacılık Fakültesi, Farmasötik Kimya Anabilim Dalı, Ankara, Türkiye)

Sümeyye TURANLI, (Adıyaman Üniversitesi, Eczacılık Fakültesi, Farmasötik Kimya Anabilim Dalı, Adıyaman, Türkiye)

Huseyin Burak Caliskan (TOBB ETÜ Ekonomi ve Teknoloji Üniversitesi, Mühendislik Fakültesi, Ankara, Türkiye)

Ankara Üniversitesi Eczacılık Fakültesi Dergisi

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Yıl: 2023 Cilt: 47 Sayı: 1 Sayfa Aralığı: 111 - 119 Metin Dili: İngilizce DOI: 10.33483/jfpau.1181948 İndeks Tarihi: 21-03-2023

DESIGN AND SYNTHESIS OF SOME ARYLHYDRAZONE DERIVATIVES AS POTENTIAL FAAH INHIBITORS

Öz:

Objective: The aim was to design, synthesis and investigation of possible interactions in the enzyme active site of a series of arylhydrazone derivatives for the inhibition of the FAAH enzyme.”Material and Method: Arylhydrazone derivatives were obtained through the reaction of nicotinic hydrazide or benzohydrazide with appropriate aldehyde derivatives, and the obtained crude product was recrystallized from ethanol. After elucidating chemical structures of the compounds via spectroscopic methods, the inhibitory activities against hFAAH were screened. The results were further supported with molecular modeling studies.Result and Discussion: In this study, a new series of seven arylhydrazone derivatives were screened against hFAAH. 4-phenoxyphenyl bearing derivative 5 was found to inhibit hFAAH 40 % at 10 µM which indicates that newly developed inhibitor could serve as a starting point for improving inhibitory effect of the new series.

Anahtar Kelime: Arylhydrazones FAAH heterocycles inflammation

POTANSİYEL FAAH İNHİBİTÖRÜ OLARAK BAZI ARİLHİDRAZON TÜREVİ BİLEŞİKLERİN TASARIMI VE SENTEZİ

Öz:

Amaç: FAAH enziminin inhibisyonu amacıyla bir seri arilhidrazon türevi bileşiğin tasarımı, sentezi ve enzim aktif bölgesinde olası etkileşimlerinin incelenmesidir.Gereç ve Yöntem: Nikotinik hidrazit veya benzohidrazidin uygun aldehit türevleri ile reaksiyonu sonucu arilhidrazon türevleri elde edilmiş, elde edilen ham ürünler etanolden rekristalize edilmiştir. Bileşiklerin yapısı spektroskopik yöntemler ile aydınlatıldıktan sonra hFAAH enzimine karşı aktiviteleri taranmıştır. Elde edilen sonuçlar moleküler modelleme çalışmaları ile desteklenmiştir.Sonuç ve Tartışma: Bu çalışmada, bir seri yedi arilhidrazon türevi hFAAH'a karşı taranmıştır. 4-fenoksifenil içeren türev olan Bileşik 5'in 10 uM'de hFAAH'ı % 40 oranında inhibe ettiği bulunmuş olup; ileri çalışmalarda potansiyel hFAAH inhibitörü olarak kullanılabilecek yeni bir arilhidrazon türevine ulaşılmıştır.

Anahtar Kelime: Arilhidrazonlar FAAH heterosiklikler inflamasyon

Belge Türü: Makale Makale Türü: Araştırma Makalesi Erişim Türü: Erişime Açık

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APA	Gur Maz Z, Turanlı S, Caliskan H (2023). DESIGN AND SYNTHESIS OF SOME ARYLHYDRAZONE DERIVATIVES AS POTENTIAL FAAH INHIBITORS. , 111 - 119. 10.33483/jfpau.1181948
Chicago	Gur Maz Zehra Tugce,Turanlı Sümeyye,Caliskan Huseyin Burak DESIGN AND SYNTHESIS OF SOME ARYLHYDRAZONE DERIVATIVES AS POTENTIAL FAAH INHIBITORS. (2023): 111 - 119. 10.33483/jfpau.1181948
MLA	Gur Maz Zehra Tugce,Turanlı Sümeyye,Caliskan Huseyin Burak DESIGN AND SYNTHESIS OF SOME ARYLHYDRAZONE DERIVATIVES AS POTENTIAL FAAH INHIBITORS. , 2023, ss.111 - 119. 10.33483/jfpau.1181948
AMA	Gur Maz Z,Turanlı S,Caliskan H DESIGN AND SYNTHESIS OF SOME ARYLHYDRAZONE DERIVATIVES AS POTENTIAL FAAH INHIBITORS. . 2023; 111 - 119. 10.33483/jfpau.1181948
Vancouver	Gur Maz Z,Turanlı S,Caliskan H DESIGN AND SYNTHESIS OF SOME ARYLHYDRAZONE DERIVATIVES AS POTENTIAL FAAH INHIBITORS. . 2023; 111 - 119. 10.33483/jfpau.1181948
IEEE	Gur Maz Z,Turanlı S,Caliskan H "DESIGN AND SYNTHESIS OF SOME ARYLHYDRAZONE DERIVATIVES AS POTENTIAL FAAH INHIBITORS." , ss.111 - 119, 2023. 10.33483/jfpau.1181948
ISNAD	Gur Maz, Zehra Tugce vd. "DESIGN AND SYNTHESIS OF SOME ARYLHYDRAZONE DERIVATIVES AS POTENTIAL FAAH INHIBITORS". (2023), 111-119. https://doi.org/10.33483/jfpau.1181948

APA	Gur Maz Z, Turanlı S, Caliskan H (2023). DESIGN AND SYNTHESIS OF SOME ARYLHYDRAZONE DERIVATIVES AS POTENTIAL FAAH INHIBITORS. Ankara Üniversitesi Eczacılık Fakültesi Dergisi, 47(1), 111 - 119. 10.33483/jfpau.1181948
Chicago	Gur Maz Zehra Tugce,Turanlı Sümeyye,Caliskan Huseyin Burak DESIGN AND SYNTHESIS OF SOME ARYLHYDRAZONE DERIVATIVES AS POTENTIAL FAAH INHIBITORS. Ankara Üniversitesi Eczacılık Fakültesi Dergisi 47, no.1 (2023): 111 - 119. 10.33483/jfpau.1181948
MLA	Gur Maz Zehra Tugce,Turanlı Sümeyye,Caliskan Huseyin Burak DESIGN AND SYNTHESIS OF SOME ARYLHYDRAZONE DERIVATIVES AS POTENTIAL FAAH INHIBITORS. Ankara Üniversitesi Eczacılık Fakültesi Dergisi, vol.47, no.1, 2023, ss.111 - 119. 10.33483/jfpau.1181948
AMA	Gur Maz Z,Turanlı S,Caliskan H DESIGN AND SYNTHESIS OF SOME ARYLHYDRAZONE DERIVATIVES AS POTENTIAL FAAH INHIBITORS. Ankara Üniversitesi Eczacılık Fakültesi Dergisi. 2023; 47(1): 111 - 119. 10.33483/jfpau.1181948
Vancouver	Gur Maz Z,Turanlı S,Caliskan H DESIGN AND SYNTHESIS OF SOME ARYLHYDRAZONE DERIVATIVES AS POTENTIAL FAAH INHIBITORS. Ankara Üniversitesi Eczacılık Fakültesi Dergisi. 2023; 47(1): 111 - 119. 10.33483/jfpau.1181948
IEEE	Gur Maz Z,Turanlı S,Caliskan H "DESIGN AND SYNTHESIS OF SOME ARYLHYDRAZONE DERIVATIVES AS POTENTIAL FAAH INHIBITORS." Ankara Üniversitesi Eczacılık Fakültesi Dergisi, 47, ss.111 - 119, 2023. 10.33483/jfpau.1181948
ISNAD	Gur Maz, Zehra Tugce vd. "DESIGN AND SYNTHESIS OF SOME ARYLHYDRAZONE DERIVATIVES AS POTENTIAL FAAH INHIBITORS". Ankara Üniversitesi Eczacılık Fakültesi Dergisi 47/1 (2023), 111-119. https://doi.org/10.33483/jfpau.1181948