Chromogenic sensing, biological, and optical properties of Schiff bases of 2-amino-6-methoxybenzothiazole

Elif Akhuseyin Yildiz*, Yasemin Pepe, Diğdem Erdener, Ahmet Karatay, Bahadir Boyacioglu, Hüseyin Ünver, Gönül Yapar, Neslihan Demir, Mustafa Yıldız, Ayhan Elmali

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review


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.

Original languageEnglish
Article number136731
JournalJournal of Molecular Structure
Publication statusPublished - 5 Jan 2024

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  • Benzothiazole
  • Biological activity
  • Chromogenic sensing
  • DFT
  • Femtosecond transient absorption spectroscopy
  • Schiff base


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