TY - JOUR
T1 - Chromogenic sensing, biological, and optical properties of Schiff bases of 2-amino-6-methoxybenzothiazole
AU - Yildiz, Elif Akhuseyin
AU - Pepe, Yasemin
AU - Erdener, Diğdem
AU - Karatay, Ahmet
AU - Boyacioglu, Bahadir
AU - Ünver, Hüseyin
AU - Yapar, Gönül
AU - Demir, Neslihan
AU - Yıldız, Mustafa
AU - Elmali, Ayhan
N1 - Publisher Copyright:
© 2023
PY - 2024/1/5
Y1 - 2024/1/5
N2 - In this study, a new series of Schiff base benzothiazole derivatives were synthesized and their structures were characterized by elemental analysis, FTIR, UV–VIS and NMR spectroscopy. The biological, sensory and photophysical properties of the benzothiazole derivatives were investigated. The sensing properties of the compounds were investigated UV–VIS spectroscopically, calorimetrically and theoretically. All compounds showed colorimetric, fluorometric and spectroscopic sensor properties for F−, CN−, AcO−, H2PO4− and OH− anions. Furthermore, DNA binding, DNA cleavage and antioxidant activities of compounds 1-4 were investigated. All compounds affected pBR322 DNA both hydrolytically and oxidatively, interacted with DNA in electrostatic mode, and also compounds 1 and 2 exhibited antioxidant activity close to standard BHT. In addition, the effects of electron donating and accepting substituents on the emission properties and charge transfer dynamics were investigated by fluorescence and femtosecond transient absorption spectroscopy measurements, respectively. According to fluorescence measurements, compounds 3 and 4 showed emission signal, while compounds 1 and 2 showed fluorescence quenching and weaker emission signal.
AB - In this study, a new series of Schiff base benzothiazole derivatives were synthesized and their structures were characterized by elemental analysis, FTIR, UV–VIS and NMR spectroscopy. The biological, sensory and photophysical properties of the benzothiazole derivatives were investigated. The sensing properties of the compounds were investigated UV–VIS spectroscopically, calorimetrically and theoretically. All compounds showed colorimetric, fluorometric and spectroscopic sensor properties for F−, CN−, AcO−, H2PO4− and OH− anions. Furthermore, DNA binding, DNA cleavage and antioxidant activities of compounds 1-4 were investigated. All compounds affected pBR322 DNA both hydrolytically and oxidatively, interacted with DNA in electrostatic mode, and also compounds 1 and 2 exhibited antioxidant activity close to standard BHT. In addition, the effects of electron donating and accepting substituents on the emission properties and charge transfer dynamics were investigated by fluorescence and femtosecond transient absorption spectroscopy measurements, respectively. According to fluorescence measurements, compounds 3 and 4 showed emission signal, while compounds 1 and 2 showed fluorescence quenching and weaker emission signal.
KW - Benzothiazole
KW - Biological activity
KW - Chromogenic sensing
KW - DFT
KW - Femtosecond transient absorption spectroscopy
KW - Schiff base
UR - http://www.scopus.com/inward/record.url?scp=85173149233&partnerID=8YFLogxK
U2 - 10.1016/j.molstruc.2023.136731
DO - 10.1016/j.molstruc.2023.136731
M3 - Article
AN - SCOPUS:85173149233
SN - 0022-2860
VL - 1295
JO - Journal of Molecular Structure
JF - Journal of Molecular Structure
M1 - 136731
ER -