Title:Synthesis, Antimicrobial, Antioxidant and Molecular Docking Studies on Novel 6-Methoxybenzothiazole-piperazine Derivatives with Propanamide Chain
VOLUME: 20 ISSUE: 19
Author(s):Nesrin Atiah Alhusadi, Bengisu Turgutalp, Inci Deniz, Ebru Turkoz Acar, Hande Sipahi*, Mine Yarim and Enise Ece Gurdal*
Affiliation:Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Yeditepe University, 34755 Atasehir, Istanbul, Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Yeditepe University, 34755 Atasehir, Istanbul, Laboratory of Microbiological Analysis, Faculty of Pharmacy, Yeditepe University, 34755 Atasehir, Istanbul, Department of Analytical Chemistry, Faculty of Pharmacy, Yeditepe University, 34755 Atasehir, Istanbul, Department of Pharmaceutical Toxicology, Faculty of Pharmacy, Yeditepe University, 34755 Atasehir, Istanbul, Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Yeditepe University, 34755 Atasehir, Istanbul, Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Yeditepe University, 34755 Atasehir, Istanbul
Keywords:Antibacterial, Antifungal, Antioxidant, Benzothiazole, Docking, Piperazine.
Abstract:
Background: Infectious diseases are a major threat in the developing world and the discovery
of novel antimicrobial agents remains to be crucial due to acquired resistance by the microorganisms.
Additionally, various diseases can be prevented with antioxidant agents as they can eliminate the harmful
effects of reactive oxygen species.
Objective: In this study, it was aimed to synthesize novel compounds bearing N-(6-
methoxybenzothiazol-2-yl)-3-(4-substitued piperazinyl)propanamide backbone that had antimicrobial
and antioxidant activities. Mechanisms of activity were aimed to be revealed by docking studies.
Methods: Antimicrobial activities were tested by agar-based disc diffusion assay, and antioxidant activities
were determined by CUPRAC assay.
Results: In agar-based disc diffusion assay, the most active compounds were 2b and 2e against Staphylococcus
aureus, Pseudomonas aeruginosa, Escherichia coli and Candida albicans. Compounds 2e and
2j showed promising antioxidant activity in CUPRAC assay. Docking studies were performed to optimize
the interactions of compounds with DNA gyrase subunit B of S. aureus. Under the light of docking
studies, a new compound with potential GyrB inhibition was designed. Antioxidant activity was also
supported by docking studies on superoxide dismutase 1 enzyme in which interactions with key residues
were observed.
Conclusion: Ten novel benzothiazole-piperazine derivatives were synthesized and their antimicrobial
and antioxidant activities were evaluated. Superoxide dismutase 1 enzyme was suggested to be a possible
target for the antioxidant activity of the series.
