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Investigation of two o -hydroxy Schiff bases in terms of prototropy and radical scavenging activity    
Yazarlar
Çiğdem Albayrak Kaştaş
Sinop Üniversitesi, Türkiye
Gökhan Kaştaş
Samsun Üniversitesi, Türkiye
Aytaç Güder
Giresun Üniversitesi, Türkiye
Doç. Dr. Mahmut GÜR
Kastamonu Üniversitesi, Türkiye
Doç. Dr. Halit MUĞLU
Kastamonu Üniversitesi, Türkiye
Orhan Büyükgüngör
Ondokuz Mayıs Üniversitesi, Türkiye
Özet
Two Schiff bases, namely (E)-4,6-dibromo-3-methoxy-2-[(phenylimino)methyl]phenol (1) and (Z)-2,4-dibromo-6-[(4-buthylphenylamino)methylene]-5-methoxycyclohexa-2,4-dienone (2), have been investigated by considering solvent, substituent and temperature dependence of prototropy, and scavenging activities. Experimental (X-ray diffraction, UV–vis and NMR) and computational (DFT) techniques have been used to obtain key data on prototropy and other properties of interest. X-ray and UV–vis results underline the variability in the structural preferences of the compounds with respect to the phase and solvent media conditions. This kind of tautomeric behavior has been elaborated by 1H NMR and 13C NMR experiments performed at room and low temperatures. Radical scavenging properties of two compounds have been probed for their usage potentials as therapeutic agent and ingredient in medicinal and food industries, respectively. For this purpose, three different test methods (DPPH, ABTS•+ and DMPD•+) have been used. It has been found from in vivo and in vitro studies that the compound 2 could be interesting as an active component in pharmaceutical industry or as an additive in food industry when its antiradical activity is considered.
Anahtar Kelimeler
Keto-amine | NMR | Phenol-imine | Scavenging activity | Schiff base | Tautomerism | X-ray
Makale Türü Özgün Makale
Makale Alt Türü SSCI, AHCI, SCI, SCI-Exp dergilerinde yayımlanan tam makale
Dergi Adı Journal of Molecular Structure
Dergi ISSN 0022-2860
Dergi Tarandığı Indeksler SCI
Makale Dili İngilizce
Basım Tarihi 02-2017
Cilt No 1130
Sayfalar 623 / 632
Doi Numarası 10.1016/j.molstruc.2016.11.023
Makale Linki https://linkinghub.elsevier.com/retrieve/pii/S0022286016311784