4.2 Article

Synthesis of benzoyl hydrazones having 4-hydroxy-3,5-dimethoxy phenyl ring, their biological activities, and molecular modeling studies on enzyme inhibition activities

Journal

TURKISH JOURNAL OF CHEMISTRY
Volume 46, Issue 1, Pages 236-+

Publisher

SCIENTIFIC TECHNICAL RESEARCH COUNCIL TURKEY-TUBITAK
DOI: 10.3906/kim-2107-7

Keywords

Benzoyl hydrazone; antioxidant activity; anticholinesterase enzyme inhibitory activity; tyrosinase enzyme inhibition activity; urease enzyme inhibition activity; molecular docking

Funding

  1. Cankr Karatekin University Scientific Research Projects Governing Unit (BAPYB) [YM080120B11]

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Hydrazone compounds, including anticholinesterase, tyrosinase, and urease, were synthesized and their antioxidant and enzyme inhibition activities were evaluated. Several compounds exhibited high activity, especially in terms of antioxidant and anticholinesterase activities. Molecular docking analysis provided insights into the inhibition mechanism. These findings suggest the potential of these compounds for guiding clinical studies on new drugs for Alzheimer's disease.
Hydrazone compounds such as anticholinesterase, tyrosinase, and urease have high capacity in terms of antioxidant activity and enzyme inhibition activities. In this study, benzoyl hydrazones compounds (7a-7m) were synthesized starting from 3,5-dimethoxy4-hydroxybenzaldehyde. Antioxidant activity of the synthesized compounds was evaluated. In the beta-carotene-linoleic acid and ABTS cation radical scavenging activities, compounds 7j, 7e, and 7m stand out as the most active compounds, respectively. In the anticholinesterase enzyme inhibition activity results, compound 7f exhibited the best activity against AChE and BChE enzymes in the synthesis series. In addition, molecular docking analysis was performed to understand the inhibition mechanism of the synthesized compounds with target enzymes at the atomic level. In the light of biological activity and in silico studies, it has the potential to guide clinical studies for the development of new drugs for Alzheimer disease in the future.

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